Freelance to Founder

Freelance to Founder

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 deeper with Thursday's call-in episodes, or join us on the air and take the next step on your journey from ... freelance to founder.

Episodes

Sole–Proprietor or LLC?

August 28, 2025 • 48 mins
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 just part of what we chat about with Molly. This episode was originally aired on J...
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[Q&A] Growing a Network from Scratch?

August 26, 2025 • 14 mins
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.  If you want to build your network fast, you should try FeedCoyote, the ...
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Escaping One-Time Projects

August 21, 2025 • 48 mins
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 has been on one-time projects.  Which naturally has its limitations. So ...
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[Q&A] Team Size to Call Yourself an Agency

August 19, 2025 • 18 mins
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. This Q&A episode was originally aired on March 5, 2024. To submit your q...
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Trapped

August 14, 2025 • 48 mins
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 choices have boxed you into a future you don’t necessarily want? It’s all on...
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[Q&A] Cost of Starting an Agency?

August 12, 2025 • 21 mins
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 all starts right now on this episode of Freelance to Founder. Here we go. ...
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When To Call Yourself an Agency

August 7, 2025 • 52 mins
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. PS: Get featured in an upcoming Q&A! Just visit ⁠http://freelancetofounder.c...
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[Q&A] How Do I Get US Clients?

August 5, 2025 • 16 mins
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 things to consider for anyone looking to break into the US market. It's all on t...
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Why Your Messaging is Everything

July 31, 2025 • 64 mins
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 we go. This episode was originally aired on November 16, 2023. PS: Get f...
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[Q&A] Is GoHighLevel Worth the Hype?

July 29, 2025 • 56 mins
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 what I mean in this episode of Freelance to Founder. Here we go. This episod...
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Control Freak? Do This

July 24, 2025 • 39 mins
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 was originally aired on May 5, 2022. PS: Get featured in an upcom...
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[Q&A] Upcharge a Client for Subcontracting?

July 22, 2025 • 14 mins
On today’s show: if you work with a sub-contractor, something we highly recommend—how much extra should you charge your client? And do they have to sign two different contracts? That’s what Kiki asks us in this Q&A episode of Freelance to Founder. Here we go… This episode was originally aired on June 21, 2022. To submit your question, visit ⁠FreelanceToFounder.com/ASK⁠, and we'll feature you on an upcoming episode. List...
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Anti-Hustle Culture

July 17, 2025 • 58 mins
On today’s show, can you grow without embracing hustle culture?  That’s just part of what we talk about with return guest: ⁠Travis Boyco⁠. A few months ago, Travis was trying to decide if he could actually quit his job and take his business full-time. Now, he’s back, freelancing full-time and hitting us with some of his biggest learnings from going full-time, plus questions he’s run into since. It’s a fun episode today, a...
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[Q&A] Lost Your Passion?

July 15, 2025 • 13 mins
In today's Q&A, Rachel Stoneking, from our free ⁠Facebook Mastermind Group⁠ asked how she could get the passion for her business back. She shares her personal feelings of anxiety and disappointment after losing clients with COVID-19 and getting burned out with everything around it. "How do you overcome these negative feelings and connect back with the passion for your business?" We'll learn a lot from this difficult BUT importan...
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Hire First? or Get Clients First?

July 10, 2025 • 53 mins
On today’s show, which comes first: hiring to free up time to land big clients or landing big clients to pay for hiring.  It’s a chicken and egg situation that our guest Zach has been stuck on. We do our best to answer that question, plus a few others he has, including how to combine two completely different offerings into one killer monthly recurring offer. It’s all in this episode of ‘Freelance to Founder’—here we go. ...
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[Q&A] Marketing Plan Help?

July 8, 2025 • 20 mins
On today’s show, where do you start when it comes to making a marketing plan for your business? That’s what Thomassina asks us and—since Clay and I both have extensive marketing backgrounds—we end up having a lot to say about it. If you’re not sure where to start when it comes to marketing, then this episode is for you. This is Freelance to Founder. Here we go! This episode was originally aired on January 23, 2024. T...
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These Social Posts Get the Best Clients

July 3, 2025 • 35 mins
On today’s show, we talk with ⁠Mannat⁠, a student calling from India, with questions about her freelance business. Mannat is a typographer—she works with lettering and fonts. But every time Mannat posts her work on social media, she gets packaging design clients and others who don’t match her target audience. This leaves Mannat asking, “what exactly should I be posting on social media to attract my ideal client?" We wal...
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[Q&A] Freelancer to Millionaire?

July 1, 2025 • 17 mins
On today’s show: can you become a millionaire as a freelancer? Podcast listener Suman wrote in with that simple yet not-so-simple question, and we do our best to reveal whether or not you can get rich working as a freelancer. It’s all in this episode of Freelance to Founder. Here we go! This Q&A episode was originally aired on September 26, 2023. To submit your question, visit ⁠FreelanceToFounder.com/ASK⁠, and we'll fea...
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Drumming Up More Attention

June 26, 2025 • 50 mins
Have you ever thought: “if I can just get the attention of more people, I could close more clients and grow my business” That’s where we find today’s guest, Jay. He’s a web developer and SEO expert in Kentucky, USA. And Jay’s only been freelancing for a few months. He’s off to a great start having already closed a half-dozen monthly recurring clients. Jay’s biggest question is how to get more volume. Or more awareness. So, of...
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[Q&A] Giving Client Ownership?

June 24, 2025 • 12 mins
On today’s Q&A episode, if you give your client full ownership of your creative work, how much should that cost, and how exactly do you even do that? That’s the question Nicole hits us with, and it opens up another discussion on who should own your work in the first place. It’s all in this episode of Freelance to Founder. Here we go. This Q&A episode was originally aired on December 26, 2023. To submit your question, vi...
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