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Business

Freelance to Founder

Millo

Clay and Preston have each grown their own one-person businesses to something much bigger and now they offer weekly coaching calls with freelancers ready to do the same. Your weekly dose of...

Episodes

20 of 659 episodes

What's Your Cut When You Hire Help?

Layla built Bright Horizon Media from the ground up, and now her social media agency has a team and real momentum. Her next challenge is spl...

24:22Oct 7, 2026

Should You Go For Giant Projects?

A solo designer finally gets the call from a big-name client, and it's the kind of project that could turn a freelance business into a real...

19:30Oct 1, 2026

Non-US Freelancer: Roadblock or Excuse?

Dieter is weighing a big question from his home base in Europe: is it worth going after US clients at all, or is he fighting a battle he can...

18:40Sep 30, 2026

"I'll Just Do It Myself" = Burnout

A freelancer is buried in admin work, turning down good projects and missing dinners at home. The fix seems obvious: hire a VA. But which ta...

21:11Sep 29, 2026

Undercharging… or Just Scared?

A freelancer sits down to send a quote. The work is agency-level and the results are real, but the number that goes out is half of what an a...

22:29Sep 28, 2026

Referrals Work... But is it Enough?

Lana runs Homewear Designs, and real estate agents in New York and the Hamptons keep sending her home staging jobs. The referrals are steady...

22:29Sep 25, 2026

The Fix to Scope Creep

Andre from New York keeps watching his projects balloon past their original scope, and he's tired of feeling like the bad guy for saying no....

23:00Sep 24, 2026

How Do You Package a $10K Offer?

Maya wants to offer more high-ticket services, but she's stuck on how to package them without just pulling a number out of thin air. Preston...

20:51Sep 23, 2026

Client Ghosted You? Here's What To Do

Victor is doing great work for his clients in Berlin, but once the deliverables ship, the emails stop coming. He's left wondering if he did...

18:55Sep 22, 2026

Don't Let Your First Hire Backfire

Hannah is ready to make her first hire, but she's stuck on one big decision: stay local or go global. Brian Samson, founder of Plugg Technol...

20:39Sep 21, 2026

Is LinkedIn Still Worth Your Time?

Amy has been posting consistently on LinkedIn, but the algorithm keeps shifting and her feed leaves her frozen, unsure where to spend her li...

19:53Sep 17, 2026

This Follow-Up Habit is Gold

Melissa wants to sell more consistently, so she asks Austin Church and Preston to walk through their actual sales process, step by step. The...

18:49Sep 16, 2026

Charging 2X for the Same Job?

Mark and a few others in Austin Church's Freelance Cake community keep running into the same wall: a client asks for a website or a logo, bu...

20:14Sep 15, 2026

You Need a Vacation

Dave's agency works, for now. Pricing, delivery, client issues—it's all running through his head, and he's starting to feel it crack under t...

19:17Sep 14, 2026

Chasing Clients vs Choosing Clients

Priya built her agency to escape the nine-to-five, but somewhere along the way, the business started running her instead. She's taking on ev...

23:32Sep 11, 2026

Eliminate, Automate, Delegate

Marcus built his agency by doing everything himself, and it worked—until it didn't. Now he's got steady clients, recurring revenue, and a sm...

26:58Sep 10, 2026