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...
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Freelance to Founder
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 643 episodesYou 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...
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...
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...
The Tax Mistake That Cost Me $30K
Lena is staring down her first tax season as a freelancer and wants to know whether she should hire an accountant right away or figure it ou...
Red Flags Every Freelancer Should Know Before Signing
Rashid is ready to take on international clients, but he keeps hesitating over how to protect himself if a contract dispute crosses borders....
How Do You Price Yourself Without Underselling?
Aisha wants to charge what she's worth, but like most beginner freelancers, she isn't sure where to start. Preston Lee and Austin Church tac...
Success vs Family: Do You Have to Choose?
Jenna wants to grow a successful business without losing the family life she cares about most. Preston and business strategist Dawn Andrews...
Freedom Vs Control: Can Founders Have Both?
Somewhere between freelancing solo and running a full team, Nicole lost the freedom she built her business for in the first place. Preston a...
Why "Fake It 'Til You Make It" is Bad Advice
Amanda is leading a team for the first time, and every meeting feels like an audition. She second-guesses her ideas, questions her own quali...
Is Sole Proprietor the Right Path?
Jason wants out of his LLC. Between renewals, state fees, and filings, it feels like the paperwork is running his business instead of the ot...
3 Questions That Fix Your Finances
Growth sounds great until you realize you can't actually explain your own finances. That's where Parker finds himself—profitable, but nervou...
Freelancers and 401Ks
Arav is doing the math freelancers dread: no employer match, no automatic 401k, and a growing business that seems to pay off faster than any...
Is Work-Life Balance a Fairy Tale?
Lauren's business took off right after she became a parent, and now she's caught between two things pulling at her time. Should the business...
One Year In, Zero Clients... Give Up?
Nicole is staring down a decision a lot of new business owners face: stick it out or go back to corporate. Preston and Lindsay Pinchuk share...
From $500 to 7-figure Business
Amanda wants to grow her business without giving up equity, but every dollar feels precious right now. Preston and Lindsay Pinchuk dig into...
Is Downsizing Smart?
After years of leading teams, Kevin wants to go solo — but he's worried about losing the structure and support that came with managing peopl...
"I Thought I'd Have More Freedom"
Daniel's calendar is packed, his to-do list never ends, and he's starting to wonder if "freedom" was ever real to begin with. Preston and Mo...
The Positioning Shift Will 2X Your Rates
Moe Choice left the co-founder life to build a solopreneur business on his own terms, and now he's helping others do the same. In this episo...
The Real Reason Your Contractors Keep Failing
Emily has hired contractors before, and it blew up on her—badly enough that she's not sure she can trust the process again. Preston and Kevi...