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.

15 min

[SHORT] How do I find product/market fit?

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, Chase calls in with a question: What' ....

S18 E5 — 58 min

The Power of Personal Brand

On today’s episode, we have a coaching call with Denise, a freelancer from South Carolina, USA.  Denise works in higher education and is happy with the way her freelance business is going. But after finding some early success in e-learning thanks to Covid and other factors, Denis is ready to bran ....

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 ....

S18 E4 — 55 min

Crushing Your Time Management

On today’s episode: how can you balance client work with growing your business? It’s a question we got from James who calls in from New Zealand.  James has been growing his web security and maintenance company for about a year and he’s starting to feel the all-too-common pressure of getting m ....

15 min

[SHORT] Responding to an Impatient Client

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 Prithvi in the Millo Mast ....

S18 E3 — 69 min

Getting Attention from Decision-Makers

On today’s episode: how can you actually get the attention of the perfect audience for your business? It’s a question we got from Roopika, who called in from India. She’s got a really unique business—you’ll hear more about that real soon—and she’s wondering how she can get in front of  ....

20 min

[SHORT] How Can I Build My Confidence?

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 G ....

S18 E2 — 55 min

How to Generate the Best Leads

On today’s show: do you ever wonder how to generate some of the best leads possible?  For most freelancers and agencies, filling your pipeline with quality leads is not only critical to your business’s health, but also one of the toughest problems to solve. That’s how our guest Morgan feels r ....

13 min

[SHORT] How to Handle 5 Common Nightmare 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. We’ve had a lot of you send questions about difficu ....

S18 E1 — 64 min

Fixing a VERY Broken Hiring Process

On today’s show, hiring. It’s often a stressful process. But it doesn’t have to be that way.  With returning guest Logan Rae, my co-host Clay and I run through some of our best advice for hiring better employees more often. And, yes, I admit, we get a little feisty in this episode, but it’s ....

14 min

[SHORT] Does LinkedIn Cold Outreach Work?

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 SHORT question comes from Robert. He says, "Th ....

S17 E10 — 47 min

How to Fix Broken Team Processes

On today’s episode, Clay said I got a little salty. But it’s only because I’m really passionate about our guest, Logan, succeeding with her agency. Logan has grown her agency fast—15 employees over the last 2 years. And with fast growth comes growing pains. For Logan, most of the pain comes  ....

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