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] From Zero to One Employee

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 Dan Gilbert. How can I  ....

S19 E6 — 50 min

How to Make More and Work Less

On today’s show: we’re visited by a former coaching call guest: Sarah Kleist. It’s been about nine months since Sarah was on the show, and she’s been hustling to grow her business! In this off-the-cuff episode, we talk with Sarah about her changes, allowing her to make more money and work fe ....

20 min

[SHORT] How Can I Be a More Confident Freelancer?

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. Robert shared this question in our Millo Mastermind  ....

S19 E5 — 67 min

The Power of Specializing

On today’s show: how many services do you offer to clients? Some coaches might say you should offer as many services as possible—hiring sub-contractors to complete any work you aren’t an expert at. That’s where today’s guest, Dan, finds himself: sorting through hundreds of Upwork applicati ....

14 min

[SHORT] How do I pitch a retainer?

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, Dwaynia calls in with a question: Ho ....

S19 E4 — 58 min

Turn Your Laptop Into an ATM

On today’s show: what if you could turn your laptop into an ATM—basically printing money whenever you need it from anywhere in the world? Well, that’s how today’s guest felt when he first discovered freelancing. And you can feel that way too. Adam Palmer is the author of the book “Upwork C ....

17 min

[SHORT] Is Freelancing Really Worth It?

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 Travis Hostetter. He says ....

S19 E3 — 55 min

Nailing Your 2023 Marketing

On today’s show: have you ever felt overwhelmed with so many marketing options? First, there’s picking the right target client. Then there’s understanding the pain points of your client. Then there’s deciding what to actually sell to your client that solves their pain. Add to that all the po ....

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. In today's SHORT, Chris calls in with another questio ....

S19 E2 — 63 min

Charge Like a Founder—Not an Employee

Today we have a coaching call with Joseph, a digital nomad working in Mexico. Joseph is building his Wordpress development company on the side of his day job with dreams of becoming a full-time entrepreneur. But there’s one major thing standing in Joseph’s way. As you’ll hear him explain duri ....

18 min

[SHORT] Should I Make This Big Leap Into a Different Industry?

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. In today's SHORT, Preston asks Clay for advice in reg ....

S19 E1 — 50 min

How a hobby turned into a six-figure business

Today, you'll hear the story of Krista Stryker, founder of 12 Minute Athlete. Krista is living a comfortable life. She's married, lives in Los Angeles, California. She’s got her own fitness app, an incredible YouTube channel. Blogs for days on healthy living and activities featuring High Intensity ....

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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

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