Freelance to Founder is a unique call-in show helping real-life freelancers grow their businesses and escape the feast-famine lifestyle. The podcast is co-hosted by Clay and Preston, two former freelancers who have started, built, and even sold six- and seven-figure businesses of their own. If you enjoy content fromThe Futur, Being Freelance, The Accidental Creative, Smart Passive Income, or The Side Hustle Show, then you'll love Freelance to Founder. Catch the Tuesday Q&A episodes, dive dee ...
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You've built incredible relationships with your clients as a freelancer—but now that you're growing into an agency, how do you transition them to work with your team without losing the trust you've worked so hard to earn? In this episode, Preston sits down with Christine Olivas, founder and CEO of No Single Individual, to tackle this exact challeng…
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You've made your first couple of hires—congrats! But now comes the tricky part: how do you price your services high enough to pay your team well, while still remaining competitive enough to win clients? In this episode, Preston and Christine Olivas tackle the delicate balancing act of agency pricing, exploring the two-sided marketplace challenge of…
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You're swamped with client work, staying up late to meet deadlines, and turning down opportunities because you simply can't handle more. Sound familiar? In this episode, Preston and Christine Olivas tackle one of the biggest transitions in a freelancer's journey: knowing when—and how—to hire your first contractor. Christine shares her experience gr…
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Feeling like you're not skilled enough to start freelancing or to grow your agency? You're not alone. In this episode, Preston tackles one of the biggest mental barriers new freelancers face: imposter syndrome. CodeCrafter asks how to build confidence when you don't feel expert enough—and Preston's answer might surprise you. Turns out, you don't ne…
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When subcontracting becomes your main income source, it's easy to lose your business identity in someone else's brand—almost like you're getting swallowed up. In this solo episode, Preston tackles a question from Garrett, a 30-year-old nonprofit consultant who's concerned about being overshadowed by the seasoned consultant he subcontracts for. Shou…
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Every freelancer faces this dilemma: A dream client wants to hire you for a project that's bigger than anything you've tackled solo. Do you hire help first and risk the overhead, or do you say yes and scramble to build a team afterward? Preston and Austin dive deep into this classic chicken-and-egg problem, offering a surprising third option that c…
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Ever wondered if your location outside the US is holding you back from landing American clients? In this episode, Preston and Austin tackle a question from Dieter in Europe who's hesitant about offering his services to the US market. You'll discover how to flip perceived geographical disadvantages into powerful positioning strengths, why cultural d…
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Ready to hire your first virtual assistant but not sure where to start? Elena's question hits on something every growing freelancer faces: you have a million different tasks that need doing, but how do you find the right person to handle them all? In this episode, Preston teams up with Austin Church (founder of Freelance Cake Community) to break do…
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NEW: How To Charge Agency Rates as a Freelancer
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Worried about raising your rates and losing clients? You're not alone. In this episode, Preston and Austin Church tackle one of the most common freelancer fears: how to increase pricing without damaging client relationships. But here's the twist—your clients might care about way more than just saving money. Austin shares eye-opening insights about …
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Lana from Homewear Designs has cracked the code on getting home staging clients through real estate agent relationships in New York and the Hamptons. But she wants to grow faster. Should she double down on what's working or branch out into new channels? Preston and Austin dive into strategies for scaling your proven client acquisition methods while…
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On today’s show, how can you possibly hire other freelancers to help grow your business when it’s hard to know if you can trust them? After all, if someone you hire misses a deadline, you’re on the hook with your client. That’s where Tina finds herself on today’s call. She’s thinking about hiring and is willing to trust other freelancers' creative …
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On today’s Q&A episode, A former guest on the show, Jim, writes in with an important question: I know I shouldn’t charge by the hour, but shouldn’t I pay my subcontractors by the hour? You might be able to guess our answer. Or it might just surprise you. Let’s find out on today’s episode of Freelance to Founder. Here we go! This Q&A episode was ori…
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On today's show, we get called out by our call-in guest, Erik. Here's the thing: Clay and I are always talking about finding referral partners—other freelancers or businesses who can send you new clients as a sort of trade. You'll refer them to clients, and they'll refer you. It sounds magical. But Erik's question is this: how do you actually FIND …
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I am joined by special guest co-host Austin Church on today's show. He is a very talented freelancer and the author of the new book, Free Money. It's all about growing your revenue as a freelancer, and we talked today about calculating your survival rate. That's the rate you need to stay in business as a freelancer. What's the minimum amount you ne…
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On today’s show, Molly Cox calls in with questions about the freelance business she started just six months ago. Top of mind for her: Should she stay a sole–proprietor or form an LLC? Before the legal terms tempt you to click away, consider this. This single question could save you thousands of dollars a year in taxes. So keep listening. That’s j…
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On today’s Q&A episode, Luqman writes in with a question. He’s a brand-new freelancer and wants to know exactly how to build a freelance network and attract more clients. We all know your network can lead to massive growth for your business. So Clay and I break down what has worked well for us and what has totally bombed when it comes to networking…
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On today’s show, how do you escape the trap of one-time projects and convince your clients that they need what you have to offer on a repeat basis? That’s part of the hurdle Aurelie faces as she aims to grow her 3-year-old freelance business. Aurelie has worked with some huge clients like Wendy’s and the United Nations. But almost all of her work h…
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[Q&A] Team Size to Call Yourself an Agency
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On today’s show: how many people does it take to call yourself an agency officially? Is it one, two, or more than that? This question got us thinking about what it means to be an agency. Plus, we discuss our ideal team size and answer the question: How many are too many for your team? It’s all on this episode of Freelance to Founder. Here we go. Th…
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On today’s show: do you ever feel trapped by the decisions you make in your business? Our guest Morgan loves to write. But, early on, she took on quite a few social media clients. Then, those clients referred more clients. And suddenly, most of her client work is focused on social media marketing — not writing. So what do you do when your former ch…
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On today’s Q&A episode, let’s talk about money. Exactly how much should you save before you can start your agency? We do our best to answer this question, and it got us wondering: What in the world are we spending all of our money on these days in our own businesses? So, as a bonus, we break down our finances a bit more to round out the episode. It…
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On today’s show: have you ever wondered when is the right time to start calling yourself an agency? It can be a bit awkward early on. So Clay and I coach our call-in guest Austin through the right timing. Austin has many other questions as he grows his 6-month-old business. Thanks for joining us. This episode was originally aired on July 13, 2023. …
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In today's Q&A episode, Travis writes about a problem: a few years ago, he moved from Australia to the U.S. to grow his video business. While things went well at first, work has really slowed down, and he's wondering if there's something about the U.S. market he's completely missing. Clay and I have never lived "down under," but we have a few thing…
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On today’s show, your messaging matters. And when it comes to getting new clients, it probably matters more than anything else. So then, why do so many of us miss the mark when explaining our business to potential clients? It’s something we tackle on today’s episode with call-in guest Tianna. It’s happening right here on Freelance to Founder. Here …
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On today’s show, we’ve got the longest Q&A episode we’ve ever published—coming in at a whopping 50 minutes plus. Why so long? Well, I asked Clay a question that really got him riled up. It has to do with his experience using the software GoHighLevel—which has exploded in popularity lately. But Clay’s experience was anything but ideal. You’ll see wh…
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On today’s show: are you a bit of a control freak? To be honest, most freelancers and entrepreneurs we meet are. But if you never hand off smaller tasks, you never free yourself up to be a founder in your own business. We talk about that today with our call-in guest, Silvia. It’s all happening today on freelance to founder. Here we go. This episode…
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