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

[Q&A] Charge by Hour or Project?

April 22, 2025 • 21 mins
On today’s Q&A episode, if a client is willing to pay by the hour or by the project, which one should you choose? That’s part of Pennygoo’s question, and our answer might surprise you… Here we go! This episode was originally aired on September 5, 2023. To submit your question, visit FreelanceToFounder.com/ASK, and we'll feature you on an upcoming episode. Listen to our full-length coaching calls: http://freelancetofounder.com ...
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Do Lead Magnets Work?

April 17, 2025 • 53 mins
On today’s show: Do lead magnets really work? Like, can you actually get new clients by giving away something for free first? Or are they a waste of your time? I’m flying solo today on a coaching call with Garrett—who has questions about using AI to generate lead magnets, how to price his work when he has a unique offering and non-traditional clients, and more. It’s all in today’s episode of ‘Freelance to Founder.’ Thanks for joi...
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[Q&A] Client-Converting Portfolio Tips

April 15, 2025 • 20 mins
In this Q&A episode, Oliver asks us what it takes to create a portfolio that actually brings in new long-term clients. And since Clay and I are real marketing geeks, we have quite a few ideas for turning your sleepy portfolio into a client-converting machine. It’s all in today’s show, and it starts right now. This episode was originally aired on August 29, 2023. To submit your question, visit FreelanceToFounder.com/ASK, and we'll...
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You're Dead Without a Vision

April 10, 2025 • 55 mins
On today’s show: you’re dead without a vision for your business. That’s because without a vision—or a north star—to guide your business, you can very easily end up chasing the wrong things. In today’s episode, we chat with Alan, who’s ready to grow his family business, but he’s not sure where to start when it comes to strategy and processes. If you find it hard knowing where to start, this episode is for you. Here we go. Thi...
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[Q&A] Should I hire a CPA or use a tax software?

April 8, 2025 • 16 mins
Today’s question comes from our free Mastermind group on Facebook. Anna Keith asks: "I’m getting ready to do my taxes and am considering trying software rather than hiring a CPA. What insights or pros/cons about using software vs. hiring a professional do you have?" This episode was originally aired on May 3, 2022. To submit your question, visit FreelanceToFounder.com/ASK, and we'll feature you on an upcoming episode. Listen to...
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Client Tool Craziness

April 3, 2025 • 52 mins
On today’s show: should you spread yourself across each of your client’s project management tools? Or should you make them join yours? It’s a question Taylor’s facing as she grows her business.  We spoke with Taylor about a year ago, and things are going great.  But she works with so many clients now; they each have their preferred project management tool.  So, should she keep going from tool to tool? Or make her clients join a...
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[Q&A] Can I Put In-House Work in My Portfolio?

April 1, 2025 • 13 mins
This episode's question came in via email. Nico works as a designer for a company right now, and he wants to start freelancing on the side and build a business. He said, “I was thinking of creating a portfolio, including the projects I've completed in my current company, but in a fictitious way (use different names, organizations, etc.) Also, state that this is a fictional project but that the process and outputs are the same. Do...
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Where Is Your Business Going?

March 27, 2025 • 53 mins
Have you ever felt like you don’t know where you’re going in your business? It can be debilitating and frustrating. Not only that, but it can leave you spinning your wheels and wishing you knew what to do next to finally get some traction. That’s the situation Bernadette finds herself in. Today, she calls in from New Zealand with questions about how to restart her business and build something she can actually get excited about. It...
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[Q&A] Best Software for Getting Paid Faster?

March 25, 2025 • 12 mins
Today’s question comes from our free Mastermind group on Facebook. Darielle asks: "What's the BEST Software for getting paid faster?" Getting paid for your work FAST is key, but how do you make it happen? You'll get the answer here! This Q&A episode was originally aired on August 8th, 2023. To submit your question, visit FreelanceToFounder.com/ASK, and we'll feature you on an upcoming episode. Listen to our full-length coachi...
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Profit-Sharing with Agencies

March 20, 2025 • 63 mins
In today’s episode, we learned that working with agencies is a great way to fill your client pipeline regularly. But how does the money work if an agency will “white label” your services? Who gets what? How much? And when? These are the types of questions Nathan asks himself as he grows his business. He’s got a few partnerships in the works, but he’s unsure how to set up the money side. Naturally, we have a few ideas for him to ...
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[Q&A] Rich Client Treats Me Like a Therapist

March 18, 2025 • 18 mins
In today’s Q&A episode, Noah Tetzner finds himself in a tight spot. He’s got a high-paying client on a monthly retainer. And while this makes a ton of financial sense for his business, this client is starting to go way over scope by treating Noah a bit like a BFF or even a therapist at times. What’s a guy to do? We’ll help Noah out on this episode. Here we go. This episode was originally aired on August 1, 2023. To submit your ...
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Work Less, Make More

March 13, 2025 • 47 mins
On today’s show: how does working less while making more money sound? Of course, it sounds fantastic! But actually, making it happen is much more complicated. That’s where I find today’s call-in guest, Diana. She’s been freelancing for almost a year and has begun asking herself: what’s next? Diana left her corporate job to pursue freedom through freelancing. Now, a year later, she’s ready to dial it up and free up time to be wit...
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[Q&A] Can You Sell a Freelance Business?

March 11, 2025 • 17 mins
On today’s Q&A episode - Nafeesa is wondering if there’s any way to keep the small, solo charm of her freelance business while also planning for an eventual exit. The real question: can you actually sell a freelance business? We’ve got the answer on today’s episode of Freelance to Founder. Here we go. This episode was originally aired on November 21, 2023. To submit your question, visit FreelanceToFounder.com/ASK, and we'll fea...
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Hired by Nike, Spotify, Stripe, and more

March 6, 2025 • 43 mins
On today’s show: how would you like to have clients like Nike, Netflix, Stripe, Twitch, Spotify and more? It’s a dream come true as a freelancer. And this dream is a reality for motion graphics expert Kate—who’s calling into the show today. Kate first talked with us a year ago, and since then, the entertainment industry has been through a lot, which leaves Kate wondering where her career is headed and what’s next. And we talk ab...
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[Q&A] Free Money [Part 2]

March 4, 2025 • 27 mins
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 need to make to stay in business? So, if you've wondered how to calculate that rate b...
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Do Agencies Get Bigger Clients?

February 27, 2025 • 55 mins
On today’s show, will you attract bigger and better clients if you treat yourself like an agency? That’s part of what we discussed with our call-in guest, Kate, who’s living and working in London. With Kate, we talk a lot about marketing, positioning, branding, and lots of other stuff she’ll need on her journey from a “4” on the freelance to founder scale to a “10”... Stick around to the end, where we get Kate thinking—and maybe...
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[Q&A] Do Freelancers Need College?

February 25, 2025 • 14 mins
On today’s Q&A Episode: Do you really need to go to college in order to be a successful freelancer? Listener Evan writes in to ask if he should invest in a master’s degree or skip the extra college.  And we’ve got our best answers on this episode of Freelance to Founder. Here we go! This episode was originally aired on November 14, 2023 To submit your question, visit FreelanceToFounder.com/ASK, and we'll feature you on an upco...
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Can I Trust You?

February 20, 2025 • 47 mins
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 processes.  But what about their ability to deliver on time? Can she overcome tha...
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[Q&A] But...Should I Hire By the Hour?

February 18, 2025 • 18 mins
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 originally aired on November 7th, 2023. To submit your question, visit FreelanceT...
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The Power of Referral Partners

February 13, 2025 • 55 mins
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 these kinds of partners? So we get into it on today's episode of Freelance to Founder...
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