Video: Managing Freelance Burnout

Video: Managing Freelance Burnout

Co-hosts of The Freelance Writing Coach Podcast, Emma Siemasko, and Kaleigh Moore, invited Harlow co-founders, Andrea Wildt and Samantha Anderl, to discuss the very common issue of burnout amongst people pursuing a freelance career path.

You can tune into the recording here:

 

Check out previous episodes of the Freelance Writing Coach here. In each 20-minute episode, Emma and Kaleigh take a deep-dive into a specific hot topic for freelancers and provide actionable advice and firsthand insight from their 10+ years of freelancing.

You can also follow the hosts on Twitter here:

Emma Siemasko

Kaleigh Moore

Transcript

Kaleigh

So, we have the lovely folks from Harlow here with us today. We are going to be talking about the topic of burnout which — if you’re a freelancer or you’re thinking about freelancing — is probably top of mind. Maybe you’re burnt out at a full-time job or maybe you’ve been freelancing for a while and you’re feeling really, really exhausted and like, if nothing else, you want to hear other people talk about it and vent about it and know that you’re in the same boat. So, if that’s you, you’re in the right place. I’m going to kick it over to Emma here. She’s going to introduce our speakers and we will get right into the conversation. Also, a quick note — if you have questions, please use the chat.

Emma

Hi everybody, I’m Emma. Thanks so much for joining. So, we have Samantha Anderl and Andrea Wildt. They are the co-founders of Harlow, which is a tool for freelance writers that helps them manage their day-to-day and ultimately get paid. We are here today to discuss burnout, and I’d love to punt it over to them and hear a little bit about their experiences with burnout. Why don’t we start with Andrea? So when we were discussing this, Andrea was like, “I don’t know if i’m qualified to talk about this, I really struggle with this,” but I’d love to hear a little bit more about your struggles with burnout.

Andrea

Yeah, so when I think about how to manage burnout, for me, it’s all about how I create balance in my life and boundaries, because I tend to be a little bit of a people-pleaser. I want to say yes to everything and I’m also a procrastinator, and those two things just don’t work very well together. I end up taking on more than I should, pushing it all off until the last minute, and then being totally overwhelmed and just not able to manage my time very well. So, I’ve had to institute a lot more boundaries and structure in my life — in my personal life and my work life — and I do it in kind of an old school way, to be honest with you. I do a lot of calendar-blocking and list-making. So, for me, managing burnout really comes down to task management and client management. And then leaning on Samantha, because she tells me to say no to things. Samantha’s way better at this than I am.

Emma

Are there certain tools you use for project management and task management? I think everybody has sort of different workflows, but I’d love to hear a little bit about yours.

Andrea

Yeah, now we’re using Harlow for that because obviously Harlow helps with project management and all that. But previously we were using Asana for task management, which was great between the two of us and any other contractors that we were working with. I’m old-school so I also write everything down in my notebook. I use the notes app on my computer. And I literally will just block hours out on my calendar — like, for these two hours I’m going to get this task done. So it’s really not sophisticated.

Emma

How about you Samantha? So is this something that you struggle with? Andrea said that this is something that you help her with so I’d love to hear a little bit about your perspective on where burnout comes into your life, if you’ve experienced it, and how you go about preventing it.

Samantha

Yeah, absolutely. So, before Andrea and I were freelancers together and before we founded Harlow together, we actually worked at this company called Campaign Monitor. She was the CMO and I was the head of marketing, and that’s, I think, where we first got burnt out in our careers. We were working with teams in Australia and San Francisco and the UK and the Philippines — teams from all over the place — and so, toward the end of our time there, Andrea and I started to really struggle with boundaries in our work life. We were having meetings from 7 AM to 7 PM. It was just wild. We learned a lot there, but one of the reasons why we both left was to own our schedules and have better autonomy — and to actually get that freedom and flexibility.

She and I chatted back and forth and were like, okay, we’re going to found this consulting business — which is just a fancy way of saying we would be freelancing. And at first, we were really good at saying, “Okay, we’re only going to take on a couple of clients. Here’s how we’re going to work. Here’s what it’s going to look like.” But then we realized we could make a lot of money if we took on more clients and more clients and more clients. And so, we initially had this nice transition into freelancing where we had a lot of spare time, we had flexibility, we had freedom, and then all of a sudden we ramped up to where we had none of that.

So that, I think, is the first point where I got really burnt out when I was freelancing. And Andrea and I had a lot of hard conversations, like, How many clients could we realistically have? What do we want our schedules to look like? How much do we need to charge so that we can better manage our schedules and just be better about that? So I think both of those experiences — at Campaign Monitor and when we got really overwhelmed at Interimly — is what led me to creating a lot of personal boundaries and work boundaries.

Andrea

One of the things that I think we found is that it wasn’t only the volume of clients that caused burnout but it was sometimes the type of client. You know, you can have that client that doesn’t respect boundaries that wants you to jump on a call at 5pm. So there was a lot of deep soul-searching around what clients are actually good for us and that was part of the process of managing overall burnout in our business

Emma

I’d say I’ve had the same experience with clients and one of the things that’s helped me too is setting expectations with the clients at the beginning. It’s hard once you already have a client who expects you to turn something around within a matter of hours or immediately jump on a call but it’s a little bit easier when you set expectations in the beginning. Like I send out an email to every new client that’s like — “You can expect me to respond to your emails within 48 hours. If you need to schedule a call, use my Calendly link. I’m not available to jump on a call ever.” And it just sort of lays out those expectations, which I really think prevents that.

But one of the things that’s interesting about burnout that I see is that it’s one of the top reasons that my coaching clients come to me — because they’re burned out. When I started offering coaching, I was like, “People are going to come to me because they want to make more money as a freelancer — they want better systems.” And there’s some of that, but a lot of it is like, “I am seeing a lot of success but I’m so burnt out. I didn’t start my business with the systems in place that I was going to need because I didn’t know what they were going to be.” I think that’s part of it — you don’t know what kind of clients or how many clients you can take on. You have to sort of learn as you go.

So what I wind up helping people with is defining what is actually bringing you joy and giving you energy and what’s really sucking that energy. And oftentimes what I’m recommending to people is firing clients and maybe ultimately making less money. I think burnout is something that everybody at every level of business struggles with and we sort of constantly have to work to prevent it before it gets really bad. And also, when we’re recognizing the signs of it, figure out ways to take time off — if we have the flexibility, maybe to push our deadlines out for one week and just restore ourselves.

Kaleigh, we haven’t heard from you about burnout. I’d love to hear what what you think and your experience

Kaleigh

Yeah, so I have a pretty full plate and I have for like the past two years, with no break. For me, the pandemic was very much like — I’m not going anywhere, so I’m gonna stay home and just be heads down and work. And that is a recipe for disaster, but the good thing that’s come out of it is that it’s given me time to think about what you said — systems, processes, tools — and also getting a little bit more comfortable slowly with delegation, so finding people who can help me with different pieces of the puzzle so that I’m working as efficiently as possible and doing what I need to.

It’s an ongoing thing for me. I feel like I’m still struggling with burnout, maybe just managing or functioning with burnout. Emma, I feel like you’re a good sounding board for me though. Anytime I get super burnt out I can turn to you and be like, “What do I do?” and you kind of help me take a step back and look at things and be like, “What’s truly important here? What are you enjoying?” Like you said, the questions you ask your coaching clients, which is really helpful.

Emma

I do think finding sounding boards in general can help manage it, and being open about what you’re experiencing. Maybe we should have started out this chat with this, but we didn’t really define burnout and what it means. I think, to me, burnout is basically being so exhausted by work that you’re having trouble functioning. Like, you’re maybe having trouble delivering the quality that you want to, you’re having trouble doing meaningful work on the business. I know when I’m burnt out, the result is that I feel completely uninspired. I just feel like I don’t want to do this anymore, what’s the point of all this? So for me, that’s kind of what it means. For some other people, maybe they have trouble sleeping when they’re burnt out. What do those symptoms look like for you, Kaleigh and Samantha and Andrea?

Kaleigh

Yeah, I’ll hop in here first. I think for me, it’s definitely the sleeping thing, like you said, but the other thing is that I cannot shut off my work brain, so whenever i’m not sitting at my desk I’m still thinking about work all the time. So that has become a very big red flag for me, when that starts happening. And I’m just constantly stressing and like adding to a to-do list that never seems to end. That’s too much — you need to be able to have a hard line and separate from this. What about you guys?

Andrea

Yeah, I would say that’s it definitely when I can’t be present; when I sit down to dinner with my family or my friends and my brain is still reeling. I also dream about work, which is the worst, especially when you’re dreaming about, like, spreadsheets. It’s the worst. I grind my teeth. I start to get anxious. It manifests itself in all these different ways. I think it depends on the type of anxiety also — like sometimes I get burnt out because I took something on that I wasn’t quite sure about and it became too much, and then I start to have all of that self-doubt, which manifests in a slightly different way.

Samantha

All of these exact same things, and I will say the additional thing for me is I start to feel it physically as well, because when I start to burn out, when I start to have a lack of boundaries, I’m not doing the things that make me feel physically good, whether it’s working out or yoga or taking time to breathe or to stretch — these things that really energize me. All of a sudden I’m not doing those things anymore, so I feel sluggish. My brain feels sluggish, my body — it’s just head to toe.

Emma

Awesome, yeah, I agree. That reminds me of thinking about ways to combat this because we talked a little bit about how to combat it at work by using the right tools and blocking your calendar and all of these things. But I think there’s also things that we can sort of do in our personal lives that make managing this better.

I remember last month I was feeling incredibly burnt out and I was venting to my therapist — “I’m so burnt out at work, this is not inspiring to me” — and she and I went through a litany of complaints, and she was like, “Hey, have you been sleeping and have you been exercising?” It was a very simple question, but I realized, I have a toddler at home, he had really not been sleeping well for the past month, and anyone who’s a parent knows that sometimes these issues start as a small thing and then it gets bigger and you don’t deal with it until it becomes a giant thing. And I was like, okay, maybe I need to call in a sleep consultant to help, which I did (and I highly recommend it to any parents struggling with sleep).

I realized that I had stopped exercising because Omicron had gotten bad at the beginning of the year and I just took a break from the gym and hadn’t gotten back to it. And when she said that, I was like, okay, I need to prioritize sleep and I need to prioritize exercise for mental health, beyond the calendar blocking and the clients and all of those things. And it dramatically helps.

I’m someone who’s like, “I don’t really need to exercise. Eating better isn’t gonna help me.” I have that attitude a little bit, but once I made the changes to go to bed earlier, actually get a good night’s sleep, make the time… and, speaking of calendar blocking, I think this is actually my workout block. You guys weaseled your way in because this is a special event, but usually from 11:30 to 1:00 is my workout block every day. I don’t always work out then, but I always have it as a time when no one can schedule a meeting so that I’m free to go to the gym from 12 to 1 when I want to.

So it’s not just about what you’re doing to prevent work burnout while you’re working, but what you do when you’re not working to take good care of yourself and live a more harmonious life.

Kaleigh

Yeah, I think it’s interesting what you said about having the expectation set upfront with clients. I feel like that’s a really good, proactive way to get in front of this and to get ahead of those things that can really quickly lead to being burnt out. So like, these are my office hours and if you send me an email I will reply within X amount hours on business days — just being really clear about those boundaries upfront and having it documented too, so that if it comes up down the road and becomes an issue, you can refer back to that and say, “Yep, happy to help you, but it’s going to be X — you know, per our earlier conversation.” So I think that that helps a lot too.

Andrea

Yeah, I honestly wish I would have listened to your podcast about managing meetings like two years ago. I feel like that would have really helped me, because, like you said, it’s just all about setting those expectations. I get super anxious, especially if something’s wrong and somebody slacks me, “Oh, this is broken,” or, “I need this ASAP,” then I feel like I immediately have to drop everything else and go handle that, which then means I’m behind. And that increases the chances that I’m going to burn out.

Samantha

Totally, and I’ll add to that too — spend time scoping out your work and be realistic with your deadlines. This is something that Andrea and I got a lot better at as we progressed with our freelance career. At the beginning we spent a really long time thinking through how long tasks would actually take us, how much we could charge for that thing, what the deadline should be, and we were really pushing ourselves. Like Andrea’s mentioned multiple times, deadlines coming up, having to take meetings, having to do these things last minute because we weren’t giving ourselves enough time to really be proactive instead of reactive.

So if you can spend the time upfront to really scope out your work and then give yourself so much cushion on how long things actually take you — because we have to account for distractions at home and we have to account for things coming up with other clients and we have to account for research that we didn’t think we were gonna have to do. Or more emails and iterations, back and forths, etc. You have to account for all that stuff upfront so you’re not pushing yourself to meet all these super unrealistic deadlines. And I know sometimes clients will give deadlines and we do have to meet them, but when we can take that power and take that control back, I think that is super valuable to prevent burnout.

Emma

I also think that since we’re talking to a group of freelance writers we shouldn’t discount how much writing can actually burn you out, because this is a high brain kind of activity. I think client communications can also burn you out but I remember when I first started, the volume of writing I was doing was insane. My first job that I had in-house before I was a freelancer, I think the job was to write something like 4,000 words a day every day — which, for those of you who are writers, like, oh my gosh, how is that even legal? It was just wacky. But I think that when you’re dedicating that much time to writing it’s a real straight path to burnout.

So I think that is why Kaleigh and I really advocate for project-based rates as opposed to hourly rates. What someone is paying for is the value that you ultimately deliver as opposed to the hours that you’re giving them because if you’re an efficient writer, you ultimately want to be paid for the project and feel that the time you’re spending on it is valuable to you. And also, there’s an energy cost that’s baked in there. I know for myself, for all the writing that I’ve done and from many of the people that I talked to, it’s sort of like a unique setup to get burned out on it.

I think anything where you’re doing a lot of repetitive [work] is a path to burnout. And that’s also advocating for finding ways to grow in your business that are maybe not writing-related — offering coaching or offering digital products or finding events like this to attend to try and break up the monotony of “I just have to deliver on deadlines,” because I think we can get heads down and that’s the only thing we’re doing and that is not a very fulfilling way to have a freelance business.

Kaleigh

We had a great question here from Marie as well. Marie said, “Can you talk more about your process to determine how long projects should take and how you figure out deadlines with clients?” which is a good question, especially if you’re new to this and you’re really not sure how long something could take. I would love to hear what you guys do. I know in my case, I think padding deadlines is a big help, but at this point in my career, after doing this for eight years, I kind of know how long things take, so it’s a little bit more automatic. But I’m curious to hear what you guys have to say.

Samantha

Yeah, honestly, one of the things that Andrea and I did upfront… because we had been in a corporate environment for so long, it wasn’t really about how long things took us — it was more about prioritization and what was most important for the business. But when we moved over to freelancing, we literally started tracking our time, and not so that we could bill clients. We started tracking our time to understand how long things actually took us and over how many days and how many times we came back to things and just what our work process really was. And that was wildly beneficial for me.

I know a lot of us are like, “Time tracking, eh, no thank you.” This was purely for personal reasons, for me to truly understand how long something took me and once I was able to do that I could go back and reflect and say, “Okay, I did this thing three times. Each time, it takes me a [slightly] different amount of time to do it, but what is my average or even what is the most time that it took me? And then how do I pad that? And [Andrea and I] put together a little grid where we said, “Okay, here are the different services that we offer. Here’s how much time that takes us. Here’s how much time we should actually allocate to that to give ourselves some padding. And then here’s how much we should charge for it.” So we started getting really structured in that way.

Andrea

And I will say, in addition to tracking our time on client work, we actually tracked our time on the business stuff too. So how much time are we spending prospecting and working on our website, or participating in community, or researching things that are not necessarily directly billable or part of a project? But that helped us to understand what our true capacity was, because if we just looked at how much time we spent on client work, then all of a sudden we wouldn’t have time to run our business and send our invoices and prospects and things like that.

Emma

Yeah, I would just add sort of like a hack to everything that has been said, which was great and is way more sophisticated than what I’m about to say. I would just say that when you’re putting a deadline out there. if you’re like, “I think I can do this in a week,” maybe double that, because you’re never going to be sad that you had more time.

We have some other questions coming in here so I’m going to get to them. So Morgan had asked about… I think this is specifically about Harlow and it’s maybe a good opportunity to talk about your tools. So she asked, “Is this a replacement or a supplement to something like Honeybook? How is it different or a better fit for a freelance writer?” So maybe this is a good opportunity for you to talk a little bit about Harlow and what the benefits of it are, and maybe how people can learn more.

Samantha

Yeah, of course. So I’ll kind of go back to the reason why Andrea and I built Harlow. It all ties back into this.

When we were first freelancing and we were trying out all of these different tools for our business, Andrea and I provided demand gen services to software companies. So we were very much selling into an organization and we had a lot of pals in freelancing — writers, designers, developers, other marketers, PR consultants, HR consultants — all these people that we surround ourselves with and talk to on a regular basis. And we started asking them about the tools that they use to manage their business and what we really found was that there was not a fan favorite tool. No one was using the same thing. People were piecing things together or they were using other tools that they didn’t like or that didn’t bring them joy.

And Andrea and I have this deep belief that the tools that you use don’t have to frustrate you or be this typical software approach. We really wanted to build a tool that brought in empathy and joy and this concept of delight into software. So we were like, hey, there’s not a fan favorite tool — nobody loves anything that they’re using. And there’s not a lot of companies that were focusing specifically on this B2B freelancer — the freelance writer or designer or HR consultant that was selling into an organization. So we saw this as an opportunity. We were like, we’re gonna build that.

And so we’re building Harlow in a way that it will help you manage everything from proposals and contracts and getting those signed all the way down to invoicing and sending out your invoices and reminders, and then everything in between, so client management, getting an interface with everything right in the same place, task management, all of those things. And Andrea, I’ll let you chime in there.

Andrea

Wow, that was great. That’s a good pitch, Sam.

Sam

Thank you, we’ve been practicing. 

Emma

How can our listeners learn more about Harlow? Like where do they go? How do they get involved?

Andrea

Yeah go to our website — it’s meetharlow.com — and you can follow us on all the social channels. Sam’s super active on social media also. You can find her on Twitter. You can find me there but I don’t say a whole lot.

Sam

We’re getting her going though. She is tweeting one hundred percent more than she used to, which was not at all, so we’re on the way.

Andrea

I’m working on it.

Emma

Awesome. So, Zoe had asked… she said, “Could we talk a little bit more about calculating project-based and value pricing? I’m currently charging per word.” Zoe, there’s a podcast episode that we have about rates that’s specifically about calculating this that you should listen to if you haven’t already. We can find a link and drop it in the chat.

I don’t think there’s anything wrong with charging per word. I think, well, there are some things wrong with it, but I don’t think it’s as bad as using time-based pricing. But I think what it gets at is, if you charge per word, you’re sort of saying, “Well, the only value I provide is literally the words on the page,” and I think when you move to project-based pricing, you’re like, “Look, you’re not just getting the words — you’re getting my research, you’re getting strategic meetings with me, you’re getting interviews with subject matter experts, you’re getting revisions, you’re getting an outline.” Whatever the whole package is, you sort of make it look a little bit more like a package, and that’s maybe more valuable to the client.

So that’s kind of how I think about it in terms of actually pricing it out. There’s a formula that I use and recommend, which is basically, think about how much time something takes you internally. So let’s say it takes you three hours to write a blog article. And then think about what you want to make in a year — like what your annual salary was at your last job, or where you would like to be, and then figure out what the hourly rate is. You can just find a salary calculator to figure out what that hourly rate was, and then double it.

So the example would be, let’s say, back to the three blog articles. Let’s say it takes you three hours and you’re charging your salary. You want it to be $100 per hour, so that would be $300 for the blog article and then double it to $600. And I realized that was a little convoluted, how I said that right there wasn’t my clearest oratory skills ever, but it is outlined better in the podcast. And it’s basically about finding a way to sort of quantify how much time you’re spending and then, by the way, one blog post down the line might only take you an hour and a half, but you’ve sort of standardized your pricing, so regardless of how much time it ends up taking you, or if you get faster or more efficient or whatever, you still have a standard rate. So that’s what I’d say about that. And if, Kaleigh, you want to jump in.

Kaleigh

Yeah, so I do the per word pricing model too, and what I do with that is, for me, it’s just the easiest way to scope blog content without, you know, doing more work and then, “Oh, I agreed to this lower tier project-based rate.” It’s just an easier way to keep track of the scope of things, but with that is a conversation right off the bat that says, “Here’s what all is included in my rates, so it’s very clear that you’re not just paying for the words. It’s what Emma said — you’re getting the introductory call with me, I’ll give you a writing brief, you get a round of edits included, my professional editor that I have on board now will review this before it even gets to your hands.” So it’s important to have that value conversation and talk about all those extras that are part of the rate as well.

And this kind of leads nicely to the next question we had which was is subcontracting a good way to manage burnout? So I know that I have thoughts on this but I’ll kick it to you first to see what you have to say.

Andrea

I think it can be, but it can also contribute to burnout, so I think my answer is it depends.

Emma

That’s what I was gonna say. Subcontractors, once they’re up and running and you really trust someone — they can offer, especially if you’re going through a rough patch like in your personal life or things aren’t as inspiring to you and you really like just need something to lean on — it can definitely alleviate burnout. But training somebody, finding somebody… all of that stuff can make things a lot worse. If you have a big team of subcontractors, the project management of that can just get crazy, especially if you haven’t done it before and you don’t have the processes.

So I think it’s just kind of like writing, honestly, where once you have processes in place it can really help but it’s not like a surefire way to beat burnout.

Kaleigh

Yeah, totally agree. I think the one thing that sounds really lovely about subcontracting on the surface is like, “Oh I’m just delegating, right? I’m just handing this off to somebody else.” But there’s so much documentation that has to be in place up front so that you have kind of systemized this as much as possible, otherwise it’s like having 10 employees all of a sudden, and all these people need something from you, and there’s no documented point of reference, so now you’re busier than you ever were.

So it’s definitely not something to look to, like, “Oh, this is going to solve all my problems.” There’s a lot of upfront work first.

Samantha

Yeah and I’ll add to that — if you are going to subcontract, finding the right people is so important. That’s something that Andrea and I found out along the way. We were really lucky to partner with really great subcontractors, but even bringing on people that we already knew we worked super well with provided challenges. So you really need to vet those people up front make sure that you’re gonna feel super comfortable and confident that they’re working on your client work and that is under your name and the product that you’re delivering. So there’s a lot of upfront work that goes into that.

Andrea

And there’s a lot of hidden work too. You have to figure out how to pay them. They’re going to invoice you. And you’re going to have to deal with taxes at the end of the year. All of that stuff. So there’s all these little things that add up.

Samantha

And I will say, on a positive note, to be totally honest, subcontracting is the thing that allowed Andrea and I to grow our business to the level that it did. We couldn’t have gotten there without subcontractors, so it did help us really grow our business, it helped us make more money, it helped us deliver a more robust product to our clients. But it’s a lot of work to set up.

Emma

Yeah, I would say, see subcontracting as a tool for growth as opposed to a tool to reduce burnout or a cheat code. It is definitely a way to scale your business and make it bigger.

We have one more question to get to and then we’re going to wrap up. I know we’re a minute over. So this doesn’t exactly have to do with burnout, but I think it’s a worthwhile question from Zoe. Do we have advice on moving off a freelance platform? She says that she’s currently on Fiverr and it’s not a bad platform but it has a high fee.

Zoe, this is like a very big topic. I’m also going to recommend another podcast episode we have about how to find and get new clients. But I think that working on finding some clients off of the platform and elevating yourself [is important]. One thing that I’ve seen with my coaching clients that aren’t on platforms is they’re like, “Well, I’m on this platform, so I don’t need to have a presence on LinkedIn. I don’t really need to have a presence on Twitter. I don’t need to have a personal website. I don’t need to be sharing who I am and what I’m working on, because everything’s coming in.”

So my recommendation is to start with those foundations — making sure that your social media presence exists. I worked with a coaching client recently who was like, “Oh, I haven’t touched my LinkedIn in years.” I think she was getting most of her clients from a platform as well. Same with the freelance writing website — not sure where you are with that, but again, sort of positioning yourself in other places. First you have to do that, and then you can work on starting to get clients from that.

I don’t know if you all have anything to add there.

Samantha

Yeah, I’m a big believer in building up a referral network. I know that these platforms can be really wonderful for finding clients, especially when you’re first starting out, but even building up your referral network and having people who trust you send you business, and therefore the client trusts you. That also can prevent burnout, because then you’re coming in with a level of trust upfront. You still need to articulate your value and tell them what you do and, you know, sell your pricing. But it makes it so much easier when people are familiar with you and the product that you offer, and that you’re being recommended by somebody who’s super trustworthy. So I think that if you can build that up and build up your referral network, it’s really invaluable.

Kaleigh

Yeah, I’m gonna hop in and say that another thing that people often don’t think about doing — but can be a really great way to kickstart getting off of a platform like that — is just send out an email to your network of people that you know maybe from past jobs, friends, family, and say, “Hey, I’m doing this new thing now. If you or somebody you know needs that type of service, here’s my website.” Or, you know, send them to this email address and just give them a little bit of context on what it is that you’re offering, who you ideally would like to work with. Make it super easy for them to make those referrals and recommendations. Don’t discount your personal network. That’s kind of how I got started — just putting some feelers out and saying, “I’m wanting to do more of this. If you know somebody who needs this type of work, send them my way.” So don’t discount that.

Samantha

Yes, self-promote! Do not be afraid to hype yourself up. Tell everyone you know exactly what you’re doing. You have no idea where clients are going to come from. We have people who started freelancing at the same time as us, and luckily we made that connection early on, and we sent clients back and forth all the time. It was a multi-year partnership. So promote yourself, put it out there, tell people what you’re doing.

Emma

Yeah, I’ve heard of this concept of connecting yourself with super-connectors — these people who sort of know everybody, and they’re somebody that everyone comes to, like, “Do you know a writer? Do you know a designer? Do you know an accountant?” And they like to have a list of people that they send someone to, and it only takes knowing one or two of these people to start [finding] really good clients. So I think, definitely, making connections is good and coming to an event like this is also a good start. But there are many other communities out there too.

So that brings us to 12:05, so I think we’re going to wrap up. Thank you, everybody, for coming today. It was great to have all of you. Thank you so much to Harlow for sponsoring this season. Everybody should go check out their tool on their website at meetharlow.com.

And the newest season of Freelance Writing Coach is out and coming out weekly, so give us a listen as well. Thanks everybody!

Freelance Interview Series – Community & Connection with Elise Dopson

Freelance Interview Series – Community & Connection with Elise Dopson

Elise Dopson is a freelance writer and the co-creator of Peak Freelance, a community for freelance writers who want to scale their businesses and make a real living from freelancing. Elise has written for SaaS and e-commerce clients like Shopify and CoSchedule, and she created Help a B2B Writer to connect writers with sources.

We asked her for her tips about finding and cultivating community as a freelancer.

Community and Connection

1. When you first started freelancing, how did you go about building your community?

Twitter was my go-to place for finding freelancers to connect with. I searched for freelance writers with clients in my space and scheduled virtual coffee chats (30-minute Zoom conversations) with people in my space.

Throughout that period, I made friends with people who later became my freelance support system—folks like Marijana Kay, Andra Zaharia, Michael Keenan, and Kaleigh Moore. (I even met Marijana IRL at two conferences off the back of our Twitter conversation. Fun!)

 

2. Do you have specific communities or freelancers you go to for advice and support on a regular basis?

Yes! My Twitter network is still a key place for me to connect with other freelancers, purely because the community knows what it’s like to work from home. It can be isolating. Twitter fills that gap. People call it a “virtual watercooler” for a reason.

Where I spend most of my time, though, is in the Peak Freelance community. I made it back in October 2020 in the middle of the pandemic because I needed a semi-private place (not in front of potential clients) to chat with people who “get it.”

We now have 250+ people in the Slack community. It’s a great place to chat through problems, get feedback from other writers, and find new job opportunities. I learn something new every day.

 

3. Can you give us an example of a time when community helped you propel your career?

When I first started freelancing, I didn’t know anyone. My old boss had introduced me to a handful of clients, but they weren’t in the niche I really wanted to build a name for myself in: SaaS and e-commerce.

I knew the only way for me to break into that niche was to start connecting with people in it. So, I scheduled a ton of coffee chats with other freelancers in the niche—some more experienced than me, others at similar stages in our career.

Those coffee chats never gave me direct work, but a natural byproduct of continuing a genuine relationship with the people I’d met meant I got a ton of referrals.

I got one of my biggest clients as a referral from Michael Keenan (back before he joined Peak Freelance). Another brand on my “dream client” list came from a conversation I had with Marijana Kay. In both instances, my freelance buddies were helping an existing client find new contractors. I was top of mind because they knew what I did, trusted me, and genuinely wanted to help.

 

4. Talk to us about the Peak Freelance community you and Michael Keenan are building and your goals?

Ooooh exciting question! We have big plans for Peak Freelance. Our goal is to make it the #1 place for freelance writers to scale.

We see a lot of content online about how to start freelancing. But once you’ve quit your job and hit $5k per month, it seemed the only way to discover how to scale was by asking outright—often in Twitter DMs or virtual coffee chats.

The problem with that? First, you had to be confident enough to ask. Second, you’re banking on finding the right people—those willing to share their experiences with other freelancers who may be seen as competitors.

At Peak Freelance, we try to uncover those conversations for you. We interview content managers to figure out what they look for in writers. We chat with successful freelancers to ask how they scaled. We have pro Slack channels to find gigs and get advice and premium digital products to help freelancers scale—like templates, courses, and more.

 

5. What advice would you give to freelancers looking to build their community?

Find people who get it. Most freelancers get a confused look when trying to explain their job to friends and family. It’s why working for yourself can be so isolating—no matter how hard we try to explain what we do, people outside the industry find it hard to understand.

Once you find those people, network in a way that’s honest and genuine. People are, in fact, people. The saying, “Treat yourself how you’d like to be treated” really comes into play. Avoid networking for the sole purpose of finding new gigs.

Granted, your chance of being referred increases when you make friends—but only if your contact trusts you. They’ll ruin their own reputation by recommending someone for a service that can’t actually do the job. The only way for them to know you can is by building a genuine relationship… not one that’s built on “Please find me work!”

One way to do that is by being honest. Share your income figures. Talk about your goals. Chat through any problems you still haven’t solved. Not only does it make for great conversation, but you’ll support (and get supported) through your community.

 

Give Elise a follow on Twitter or check out Peak Freelance to find out more about how to get involved in their community.

 

Why We’re Building Harlow Using Freelancers

Why We’re Building Harlow Using Freelancers

Growing a business in 2022 looks a whole lot different than it did just a few years ago . After two years of a global pandemic, the remote work landscape has transformed. Businesses big and small are adjusting their staffing models to accommodate the new normal. And simultaneously, more and more workers are leaving their jobs to pursue a freelance lifestyle, with 28% of Americans now freelancing full-time—an increase of 17% from 2014.

28% of Americans are now freelancing full-time.

COVID was, unquestionably, a huge catalyst for this shift. Nothing says Quit! quite like cabin fever and existential dread. And in 2021, we experienced a “Great Resignation,” with record-high numbers of Americans leaving their jobs. But lockdown is not the only reason our freelance numbers are rising in the U.S. If anything, mass burnout just accelerated a trend that was developing long before COVID came to town.

The gig economy has been growing for years, and it’s thanks in part to the rise in remote work. As technology has evolved to better support distributed workforces, more companies have gone remote, with employees scattering the country and even the globe. And as companies have adapted, workers have gotten a taste of the freedom and flexibility that a remote lifestyle offers. (Spoiler: It’s great.)

Today, over half of non-freelancers are considering freelance work in the future. For workers, the growth in remote work raises big questions: Who do you want to work for—a company or yourself? Does the independence of freelancing outweigh the stability and benefits of a full-time job? And how much would your quality of life improve if you were to set off on your own and work on your terms?

All of these trends were taken into account when we started to ideate and build Harlow – a tool specifically designed for freelancers to manage their business.

While we know eventually Harlow will grow through a mixture of full-time employees and freelancers, we decided early on that we would lean on freelancers to grow and build our business as much as we possibly can (especially in the beginning.)

Here’s why.

Here's why we're building Harlow using freelancers.

#1: Freelancers know freelancing.

Our product is built for freelancers. Hiring them just made sense. We’re passionate about staying close to our customers, and having knowledgeable freelancers on our team helps us tune into the challenges our target customers are facing, so we can better solve their problems. You can trust you’re on the right track when the people building your software, writing your copy, and designing your website are the same people you’re marketing to.

#2: Freelancers help us stay competitive.

They work with other businesses that are innovating and growing in their respective industries. They’re exposed to a myriad of problems and solutions each day, which gives them a wide perspective of what works and what doesn’t. This gives us a major competitive advantage. We know that the folks helping us grow are continually growing themselves.

#3: Freelancers help us move quickly.

We’re typically working with experts in their fields. They’re ready to rock sooner than an in-house hire would be, which means we can build and innovate more quickly.

As two former freelancers turned co-founders, Samantha and I are big fans by default, so it’s extremely gratifying for us to work with other freelancers who we can learn from each day. We built Harlow because we deeply believe that the future of work can and should be freer. We left our full-time jobs years ago seeking more balance, stimulation, and autonomy, and today we’re building a business from the ground up with those values front and center.

We’ve learned that you can prioritize your well-being while also creating a thriving business. Professional success doesn’t have to come at the expense of your mental health or your family.

It’s our vision to help other freelancers claim the lives they want by building businesses that sustain them and fulfill them, rather than depleting them.

How to Transition From Full Time to Consulting

How to Transition From Full Time to Consulting

This is a guest post contributed by Bradley Jacobs. Bradley founded Mylance: a one-stop-shop to launch and sustain your 6-figure independent consulting business, empowering experienced tech professionals to monetize their knowledge, work for themselves, and work part-time with multiple sources of income
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Transitioning from full-time at Uber to part-time consulting: a story

“Almost immediately after leaving Uber, I was bringing in over $20k per month in 25 hours per week”

After 4+ years in Operations at Uber, I was feeling burnt out, undervalued, and that I had reached my ceiling. I wanted something new, I wanted flexibility and I wanted to work for myself. So I quit.

As I was leaving, I responded to 12 old Linkedin messages I had ignored about jobs and responded to each that I was not open to full-time, but I could use my experience to help them out in a contract capacity. Most of them ignored me or said “no.” One expressed interest and wanted to follow up with a conversation.

That company turned into my first client. It was a Series A self-driving company that needed help launching their food delivery marketplace, and given my experience launching Uber Eats in Miami and Milan, it was a perfect fit. They agreed to pay me $250 / hr, 90% in cash, and 10% in equity. I worked 25 hours per week for them, going on-site 1 day per week. So almost immediately after leaving Uber, I was bringing in over $20k per month in 25 hours per week.

It felt too good to be true. But it wasn’t.

I wanted something new, I wanted flexibility and I wanted to work for myself.

How did I make this happen?

1. I asked for it. This company wasn’t looking for a consultant. But, I asked for it. The key is a company like this needed help. They had a major problem to solve. And I could solve their problem. It didn’t matter how many hours per week or if I was full-time. I convinced them I could add the value they needed.

2. I honed my niche incredibly narrow. I told them I specialize in food delivery marketplace launches. This enabled me to match my expertise with their exact problem. And because it was such a good match, they were willing to pay me good money for the project.

3. I went in confident. In reality, I had no idea what to charge or how to make this happen, but I conveyed confidence and asked for a high rate (I asked for $287 per hour). Many are scared to ask for high rates. I was scared too, but I did it anyway. I knew the worst thing that could happen is they’d say “no.”

How can you think about consulting?

1. You don’t need to quit your job. If you’re more risk-averse and want to try it, you can. You can find a client in 5-10 hours per week on the side, and see how consulting feels for you. Many don’t know if they can do it, so this gives you the chance to prove it to yourself without taking the huge leap.

2. There is demand for your offering. If you’re fully employed at a job, or previously were, there’s demand for you. Companies hire talent to solve problems. You can solve those problems in a full-time role, or part-time as a consultant. You can carve out the part of your role that you like and offer that as a service. The best part: you deal a lot less with the politics and bureaucracy as a consultant!

3 keys to getting your first 5-figure consulting deal

1. Price for the value you bring, not your time.

You bring to the table years of education, work experience, skills, and investment into yourself over your lifetime. You’re not bringing just your time, you’re bringing that value.

That investment into yourself is what you are bringing to a client, and thus you can charge based on your value and output that you’re going to drive, not just your time. You’re not doing mindless tasks – you’re adding incredible value and bringing years of experience. That’s what a client is getting, that’s the value we bring, and so that’s how we’re going to price ourselves.

2. Hone your niche incredibly narrow

The first and arguably most important step in your consulting business is to hone your niche so you can clearly communicate your specific value to a potential client. This isn’t easy, and one that most struggle with. So it’s your chance to stand out, and a big area where Mylance helps our customers.

The easiest way to get started with this is to think about a situation where a client would be incredibly lucky to have you. What’s a situation you could walk into and a CEO would say “wow we are so lucky we found you!” Then give all the details of that:

– What industry is the company in?
– What kind of company is it?
– What problem are you solving for them?
– Is there anything specific going on at the company that requires your expertise in this moment?
– What outcomes does your work drive for the company?

Most will just read those questions and keep reading. If you want to set yourself apart, you’ll actually answer them. Answer them as if you were talking to a friend, and write down your answers.

Once you’ve done that, you will back this up with your accomplishments and experience. The above part is “what” you can do. This next part is “what qualifies you to do that?” To give you an example…

I had worked at Uber, and at one point launched Uber Eats in Miami and Milan. So I could write “I specialize in helping Seed and Series A start-ups launch food delivery marketplaces, given my experience launching Uber Eats in both Miami, FL and Milan, IT.”

With this one sentence, there’s no second-guessing what I do, why my experience is relevant, or in what situation you should hire me. It narrows down my clientele, and when I do find a client, it’s a home run.

3. Overcome imposter thoughts

Going out on your own is scary. It’s filled with potential rejection and fear of failure. You’re going to question yourself. You’re going to wonder if you can do it. You won’t get much confirmation until you actually sign your first client, and even then you’ll wonder if you can deliver what you promise.

This is normal. This is to be expected. You’re not alone. The first part is recognizing it. Recognizing that you feel this way. Recognizing you’re taking a leap outside of the “traditional path” that comes with uncertainty, the unknown, and a different mindset.

In order to overcome this, you’ll need to embrace the confidence you have in yourself. Think about all the things you’ve done in your professional career. Think through those times when you got a project you didn’t know how to accomplish going into it. Think about a role you took when you had never done anything like that before. How did it go? You probably weren’t perfect, but you figured it out. You learned what you needed to. You used your resources to do a good job. And when things didn’t go well, you took the feedback and you learned from your mistakes.

This is how you overcome Imposter Syndrome. According to Harvard, “Imposter syndrome can be defined as a collection of feelings of inadequacy that persist despite evident success.” This is often more common with highly successful people. “High achieving, highly successful people often suffer, so imposter syndrome doesn’t equate with low self-esteem or a lack of self-confidence.”

Know you’re not alone, know this is normal, and know that you going out there on your own and trying it is a “win” in itself.

Taking the first steps

1. Hone your niche (as worked through above)
2. Reach out to your network and have intro calls
3. Ask for other introductions from those calls
4. Join Mylance to get help launching your consulting business

For more helpful articles, go to Mylance.co and sign-up for our newsletter where we share weekly tips, templates, and member spotlights of successful consultants!

 

Advice From 20+ Experienced Freelancers

Advice From 20+ Experienced Freelancers

When you’re just beginning your freelance journey, there are LOTS of questions. Things that were once taken care of for you are suddenly your responsibility. Some of those tasks are not so fun (like paying self-employment taxes four times a year).

But there are a number of perks: You get to name your own rates, determine who you take on as clients, and generally call the shots in your business.

As you start out, you’re probably craving a bit of direction from people who’ve been where you are. Well, we’ve got you covered. We asked #FreelanceTwitter for their advice for new freelancers: what to focus on, how to position yourself for success, and more.

Here’s a mash-up of the top tips we heard from the pros.

Tip #1: Plan ahead.

Quitting your job and jumping into freelancing may sound tempting—especially if you’re on the brink of utter burnout—but if you have the means to slow down and take it one step at a time, do. Build in a financial buffer so you can cover your expenses during any early slow months. Having an emergency fund allows you to gradually establish your business foundation. Create your LLC and register an EIN in advance of taking on new clients. You’ll look more professional and you’ll protect your personal finances from any liability (knock on wood). And start building your network while you’re still employed so you have a community to tap into for leads once you’re ready to jam.

 

 

Tip #2: Find your specialty and niche down.

You might be inclined to cast a wide net at the beginning, thinking it’ll land you more clients. But for the most part, the more specialized your services, the better. If you tick specific boxes for potential clients who are looking for someone with your particular expertise, they’re much more likely to want to do business with you. So, we (and almost all of freelance twitter) suggest finding your thing and going for it.

Tip #3: Make yourself visible.

This doesn’t have to be a massive, multi-channel marketing strategy. It can be as simple as clearly outlining your services and then determining which channels you’ll use to promote them. Do you have a strong community? Reach out and ask for referrals. Are you good at social media? Build out your profiles and start posting. You can expand your self marketing strategy once you’re making income and you have the time to widen your focus. For now, hone in on the channels that can help you land your first client as seamlessly as possible.

 

Tip #4: Stick to your word–deliver on time.

This one is important. They all are, but let’s put an asterisk here. Once you’re working for yourself, time management may become more challenging. When you’re working for yourself, you’re also your own boss. For some people, making the transition is easy. But for most of us, it’s tough to maintain boundaries and stick to the schedules we set for ourselves. So as you’re making promises to your clients about when and what you’re going to deliver, be sure you’re taking time to double-check that you’re setting realistic expectations. If you find yourself falling behind on the reg, it might be time to extend your deadlines or find a better time management system.

 Tip #5: Find your people.

Community is all the more essential when you’re working for yourself. Freelancing life can be lonely if you don’t have a strong support system. That’s why there are so many freelance communities cropping up to help people find the camaraderie and connection that we miss out on from not being in a standard workplace.

Tip #6: Seek out a mentor.

Freelancing is one of those things that gets easier and easier with time. You accumulate so much knowledge and wisdom that managing your business becomes intuitive. But most of us don’t want to wait years to feel fluent in our work. So tapping on experts who are well into their freelance career is a great way to accelerate the process a bit. Finding a freelance mentor can make all the difference in your early days. If there’s someone you admire who’s experiencing success in their career, try setting up a call and asking for their input.

Tip #7: Sell your value.

It’s easy to get stuck on the services you provide and diminish the actual value you offer. But the second part is what your clients really want to hear. How are you going to add value? How are you going to make their lives easier? What expertise do you bring to the table that they’re lacking? What kind of growth can they expect from working with you? Be sure to not sell yourself short by naming your abilities without advocating for your value. Remember that your unique background is a selling point. It’s just a matter of how you package it.

Tip #8: Know your worth (and never work for free).

Read that again. The word “free” may be in your job title, but it’s not in the description. You don’t have to offer any services for free. That includes—especially—working for free for people you have personal relationships with. It’s tempting, and it’s common for the people we know to ask for favors. You also don’t have to offer discounts. Once you name your rate, don’t feel like you ever need to negotiate. If you and a potential client aren’t aligned on rate and overall value, it might not be the right fit. Your work is worth your rate, remember that.

Tip #9: Always have a contract in place.

Contracts are the backbone of a business relationship. They establish your boundaries, protect you from legal action, and ensure you get paid. You can refer back to your contract if questions arise with a client about what you can and cannot do for them. And throughout your relationship, you can tweak and re-sign a contract if needed to make sure you’re always supported.

We’re constantly learning from the people who’ve come before us, and we encourage you to do the same, especially early on in your freelance journey. Follow the freelancers above on Twitter. They’ve been there. They know what’s up. And #FreelanceTwitter is a gracious community that wants to help other people succeed.

At Harlow, we want to help too! We’re all about encouraging freelancers to live their best lives. In addition to building freelance software to help you keep track of your clients and manage your day-to-day, we’re constantly publishing new resources and chatting about freelancing on Twitter and Instagram. Follow along to stay in touch. We’re here for you. You’ve got this.

Freelance Interview Series – Finding the Right Clients with Stefan Palios

Freelance Interview Series – Finding the Right Clients with Stefan Palios

Stefan Palios is a freelance coach, writer, and creator of The Growth Blueprint. He helps other freelancers, coaches, and creators finetune their business practices and land more (great) clients. We chatted with him about his method for identifying and landing new business.

Read on to hear his pro tips.

Finding the Right Clients

1. How did you figure out what the “right” client meant for you?

The right client is someone who meets the following criteria:

  • They need the services you offer right now.
  • They have the budget to pay for your services (or at least a small/starter amount) right now.
  • They can articulate the larger goal or reason for needing your services. (For example: If you’re a writer, what is the content you’re writing going to be used for?).
  • They are willing and able to give you the information or time you need in order to get the work done.

This definition came from an exclusive focus on one thing: What do I need in order to deliver a high-quality outcome for my clients?

The right client isn’t any one personality or type of person. The right client is the one you can actually deliver for.

2. Do you have a method for qualifying clients and making sure they’re a good fit?

Yes! I use a process I built called The Wave.

The Wave has three key goals:

  1. Identify the business outcomes that a potential client is looking for.
  2. Build an understanding of how my work connects to their goals.
  3. Quickly build trust between me and the potential client.

It’s a series of questions in a very specific order: about them, about the business, about the project at hand, and about your work. Within each type of question, you start general then go deeper.

This is a key part of my coaching program, called The Growth Blueprint for Freelancers, Coaches, and Creators, where I teach not only the structure but share hard-hitting questions to ask that get clients to open up about what they truly want and need.

3. How did you get past the burden of feeling like you *needed* to take on any client that was willing to pay you?

The moment I had an emergency fund, I stopped taking on bad-fit clients.

But building an emergency fund was NOT just about making more money.

Here’s what I did:

  • I opened a business bank account and put all income from clients into that account.
  • I paid myself the smallest salary I could manage (covering my essentials and a little bit of personal savings).
  • I left the rest of the money in the account and accrued 4 months of essential pay.

Making money was a big part of it, but the foundation was opening a separate bank account and treating myself like an employee of the business. I got my salary, but the profits were kept in the business for a rainy day.

When you think like an entrepreneur in this regard — watching out for profits — you free yourself from having to take bad-fit clients just for the cash.

4. How did you build up your referral network in an authentic way to ensure a steady stream of freelance clients?

Building a steady stream of referral clients is a function of three things:

  1. Presence: You can’t expect to get referrals from any place you aren’t present in, both physical and digital. You need to be easy to get a hold of!
  2. Engagement: Talking to people in general (even if it’s just engaging on social media) is a powerful way to build a network before you need it.
  3. Asking: Don’t ask for referrals. (That’s just asking for a favor). Instead, offer to help people who might need your services.

My business is built almost entirely from networking and referrals, and I built a powerful framework that gets me new leads almost weekly. I teach the framework (and how to build it from scratch, even with a small or no network) in The Growth Blueprint for Freelancers, Coaches, and Creators.

5. How does the Growth Blueprint help freelancers earn more and do so while working with clients they enjoy?

The Growth Blueprint is focused on one thing: helping freelancers, coaches, and creators rapidly scale to six-figure revenues with full control over their schedule, clients, and work.

The program is six weeks long and features live 1:1 coaching from yours truly each week. You also get continued access to course content and coaching so you can always refer back when you need to.

Here’s what each week covers:

Week 1: The Mindsets and Behaviors of Success
Week 2: Introduction to Tools to Support Your Success
Week 3: Secret Weapons for Closing Massive ($10k+) Deals Quickly
Week 4: Closing + Proposals
Week 5: Social Media Marketing, Personal Positioning, and Client Funnel Creation
Week 6: Contracts + Accepting the Right Clients

You can check out more information here.

Or shoot me your questions on Twitter – DM me on Twitter!

6. Any additional advice for freelancers who need help identifying and closing the right kind of clients?

The best clients for other people are not necessarily the best clients for you, and vice versa.

Instead of worrying about other people’s clients, think about your TNN: Talent, Network, and Needs.

Talent – What are you good at that you actually like doing?

Network – Who do you know right now that might need your work (or know someone who does)?

Needs – What needs would someone have where your services would be valuable?

This framework is a simple yet powerful way to understand how you can stand out in a crowded freelance market. Even if you’re doing the same skill as someone else, your TNN encompasses everything that makes you unique.

 

Keep up with Stefan on Twitter or check out The Growth Blueprint to get more information on his 6-week course aimed at helping you find the right clients.