Freelance to Founder Podcast Art

Real freelancers. Real growth.

Freelance to Founder is a unique weekly podcast featuring coaching calls co-hosted by Clay and Preston, two freelancers-turned-business-builders. Instead of typical interviews, each week a new freelancer calls in to talk with Clay and Preston with one goal in mind: overcoming the feast/famine cycle and scaling their service business. The highly acclaimed, top-rated podcast is a weekly dive into what it really takes to go from freelance to founder.

In partnership: Millo, Dripify, Podglomerate

New shows every Thursday. Subscribe with your favorite.

18 min

[SHORT] Are Proposals Really Worth Your Time?

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you. To submit your question, visit FreelanceToFounder.com/ASK and we'll feature you on an upcoming episode. Today’s question comes from our free Mastermind gro ....

S15 E8 — 61 min

Are You Ready to Hire Your First Virtual Assistant?

On today’s show: maybe you’ve heard expert advice saying you should hire a VA—a virtual assistant. You might have even heard that advice from us, on this show. But what exactly should you hire a VA for? And is hiring a VA really worth the money? Those are two questions we explore on our coachi ....

12 min

[SHORT] Best Software for Getting Paid Faster?

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you. To submit your question, visit FreelanceToFounder.com/ASK and we'll feature you on an upcoming episode. Today’s question comes from our free Mastermind gro ....

S15 E7 — 44 min

Give up Control to Build a Successful Business

On today’s show: are you a bit of a control freak? Being hesitant about giving up control in your business is normal. We’re all nervous to hand off work to contractors sometimes. But if you never hand off smaller tasks, you never free yourself up to be a founder in your own business. That’s wh ....

16 min

[SHORT] Should I hire a CPA or use a tax software?

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you. To submit your question, visit FreelanceToFounder.com/ASK and we'll feature you on an upcoming episode. Today’s question comes from our free Mastermind gro ....

S15 E6 — 47 min

The Power of Saying “No” to Clients

On today’s show: Have you ever noticed just how liberating it can be to tell your clients “no”? In the early years of your freelance career, you feel almost obligated to say “yes” to any request your clients make. After all, they’re the ones paying your bills.  But every “yes” to a  ....

11 min

[SHORT] Client Pays Every Month, But Doesn't Call Me...

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you. To submit your question, visit FreelanceToFounder.com/ASK and we'll feature you on an upcoming episode. Today’s question comes from our free Mastermind gro ....

S15 E5 — 62 min

Pivoting to Passive Income

On today’s show: have you ever wanted to pivot your freelance business into something a little more passive?  In this episode, we chat with our old friend Will Gibbons who came on for a coaching call a couple of years ago. Since his coaching call, Will has pivoted into a more passive business mod ....

13 min

[SHORT] When Sub-Contractors Don't Deliver

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you. To submit your question, visit FreelanceToFounder.com/ASK and we'll feature you on an upcoming episode. Today’s question comes from our free Mastermind gro ....

S15 E4 — 66 min

Breaking Free from Agencies as Clients

On today’s show: how can you stop using agency work as a crutch & build your own rolodex of high quality clients? It’s something we chat about with our first ever guest duo, Shelby & Kristina. They’re two comedic video marketers doing really fun work out of Hollywood, California. In the wake o ....

18 min

[SHORT] Impressing big-brand clients

You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you. To submit your question, visit FreelanceToFounder.com/ASK and we'll feature you on an upcoming episode. On today's show, Chris calls in with another question: ....

S15 E3 — 62 min

Getting More Established Clients

On today’s show: When you’re just getting started, taking on any clients just to pay the bills is almost a given. But there comes a time when you need higher-paying more established clients. That’s the situation today’s guest, Brittany, finds herself in. Brittany has been freelancing on the  ....

Show all episodes

Free on-air business coaching for freelancers.

On this show, real-life freelancers get 100% FREE on-air coaching to help them scale their business. And we want to chat with you!

Here's how to get on the show:


1. Book a time

Choose a time to get your free on-air business coaching to be included in an upcoming episode.


2. Tell us more

Tell us more about your business and your future goals by filling out this questionnaire.


3. Get ready

We'll email all the details you need to join us on the air. We can't wait!

Please select an episode...
00:00 00:00