Will Switching to Flat-Rate Cost You?

Will Switching to Flat-Rate Cost You?

Author: Millo June 24, 2026 Duration: 18:31
Marcus Thompson is a copywriter ready to ditch hourly billing—but he's worried that switching to flat-rate pricing means leaving money on the table. Preston and Chanda Costin walk through exactly how to make the move: from researching competitor rates and piloting packages with a small group of clients, to navigating the trickier conversation of transitioning existing clients off the hourly model. They also unpack why flat-rate pricing is actually a reward for getting better at your craft, and how the way you talk about your services determines whether clients see you as a commodity or an investment. Support our show sponsors -> ⁠⁠https://freelancetofounder.com/sponsors⁠⁠ Submit your own question -> ⁠⁠https://freelancetofounder.com/ask⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices

There’s a common gap between working for yourself and truly building something that lasts, and Freelance to Founder lives in that space. This isn’t just theory; it’s a daily conversation for freelancers who are tired of the unpredictable income and ready to create a real business. Host Preston Lee draws from his own journey from freelancer to someone who has built and sold companies, and he brings that grounded perspective to every episode. Nearly every weekday, Preston is joined by other founders and entrepreneurs who’ve navigated the same path, breaking down the practical steps you can take to scale your solo operation. The call-in format means you’re hearing real questions from people in the trenches, facing the same client issues, pricing dilemmas, and growth plateaus you might be. Listening to this podcast feels like having a direct line to a supportive and experienced mastermind group, one that focuses on actionable strategies over vague inspiration. It’s for the designer, writer, developer, or consultant who’s ready to move beyond the feast-or-famine cycle and lay the foundation for something more substantial and sustainable. The discussions are candid, the advice is tested, and the goal is always clear: helping you transition from a solo practitioner to the founder of a thriving business.
Author: Language: English Episodes: 50

Freelance to Founder
Podcast Episodes
From $500 to 7-figure Business [not-audio_url] [/not-audio_url]

Duration: 19:14
Amanda wants to grow her business without giving up equity, but every dollar feels precious right now. Preston and Lindsay Pinchuk dig into the real framework for deciding what's worth paying for—hiring help before it fe…
Is Downsizing Smart? [not-audio_url] [/not-audio_url]

Duration: 18:40
After years of leading teams, Kevin wants to go solo — but he's worried about losing the structure and support that came with managing people. Moe Choice, a six-time co-founder turned solopreneur coach, shares the exact…
"I Thought I'd Have More Freedom" [not-audio_url] [/not-audio_url]

Duration: 25:39
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 Moe Choice get into a candid, sometimes contentious conversation about the differe…
The Positioning Shift Will 2X Your Rates [not-audio_url] [/not-audio_url]

Duration: 21:42
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 episode, he and Preston tackle a question from listener Alex, who feels trapped by hi…
The Real Reason Your Contractors Keep Failing [not-audio_url] [/not-audio_url]

Duration: 18:34
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 Kevin Rice, who scaled a business from two people to two hundred, break down why bad…
Parable of the Paintbrush [not-audio_url] [/not-audio_url]

Duration: 19:45
Working around the clock and still can't shake the feeling that something's not sustainable—that's exactly where Mark finds himself. Preston sits down again with Kevin Rice, who turned a garage side project into a nine-f…
Business vs. Family: What's the answer? [not-audio_url] [/not-audio_url]

Duration: 21:55
Jason is building a business he's proud of, working harder than he ever has — but his kids only ever see him working, and he's afraid he's running out of time to change it. Kevin Rice knows that fear firsthand. He scaled…
This Content Strategy Doubled His Pipeline [not-audio_url] [/not-audio_url]

Duration: 34:52
AI just rewrote the rules for getting found, and most freelancers haven't noticed. Charles Gaudet explains how AI tools are quietly building an "expert profile" on every business owner, scraping LinkedIn posts, podcasts,…
Struggling to Turn Off Your Brain? [not-audio_url] [/not-audio_url]

Duration: 14:47
Jordan works remotely and can't seem to shut his brain off—work follows him everywhere, from his bathroom to Bali to a bench under a bridge. Preston and Steven Puri, a former film studio executive and three-time startup…
Deep Work vs. Busywork [not-audio_url] [/not-audio_url]

Duration: 20:01
Anthony just hired his first two teammates and immediately feels the ground shift under him. Solopreneur instincts don't translate to leadership, and he's not sure where his time should go—sales, training, or growing the…