Is This Cheating?

Is This Cheating?

Author: Millo April 2, 2026 Duration: 23:52
Layla from Bright Horizon Media has built something real — a small social media marketing agency with two part-time team members and real momentum. Now she's facing the question every growing agency owner hits: how much of your client revenue should you give to your sub-contractors? Is it cheating to charge high and pay low? Preston and Christine Olivas dig into the art of agency pricing, the mindset shift around articulating value, and why who you target matters just as much as what you charge. Support our show sponsors → https://freelancetofounder.com/sponsors Submit your own question → https://freelancetofounder.com/ask This episode has been aired previously. 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: 100

Freelance to Founder
Podcast Episodes
Can You Raise Rates w/out 'Scaring' Away Clients? [not-audio_url] [/not-audio_url]

Duration: 19:40
Preston and guest AJ Cassata dive deep into the art of pricing, revealing how freelancers can confidently raise their rates without losing momentum. Learn the counterintuitive strategies that can help you attract better…
Is "Find a Niche" Outdated Advice? [not-audio_url] [/not-audio_url]

Duration: 16:07
In this episode of Freelance to Founder, we dive deep into the art of finding your niche, exploring practical strategies for designers and content creators navigating the complex world of freelance work. Preston and Chri…
Charge More (Yes, Really) [not-audio_url] [/not-audio_url]

Duration: 15:06
Are you a freelancer struggling with the nerve-wracking task of increasing your prices? In this eye-opening episode, Preston Lee and guest host Christine Olivas dive deep into the art and science of rate increases, offer…
Is Your Portfolio Broken? [not-audio_url] [/not-audio_url]

Duration: 16:28
It can be a real challenge to create a portfolio that actually converts new clients. This episode of Freelance to Founder dives deep into creative ways to showcase your professional expertise, even when you're new to the…
Find Networking Groups That Don't Suck [not-audio_url] [/not-audio_url]

Duration: 17:32
Tired of networking groups that feel more like spam factories than genuine connection opportunities? In this episode, Clay breaks down the art of finding professional groups that actually deliver value, sharing insider t…
Spouse Making Trouble [not-audio_url] [/not-audio_url]

Duration: 11:45
What happens when a client's spouse starts meddling in your carefully crafted design process? In this episode, we dive deep into the tricky dynamics of managing client relationships when unexpected stakeholders enter the…
Best Proposal & Contract Tool? [not-audio_url] [/not-audio_url]

Duration: 15:56
Drowning in proposal and contract paperwork? Clay and Preston reveal the surprising truth about client management tools—it's not about finding the perfect software, but something else entirely. Support our show sponsors…
Did I Just Lose Money? [not-audio_url] [/not-audio_url]

Duration: 14:27
Have you ever sent a proposal, completed extra work, and then panicked about sending the invoice? Laura did exactly that—and she's convinced she's about to lose a valuable client. But here's the thing: the disaster she's…
Is It Just Me? Or... [not-audio_url] [/not-audio_url]

Duration: 24:04
Is it just me, or does it seem easier to close a sale when you're a freelancer than as a full agency? Amy Bridges asked this question which lead Preston and Clay to tackle the counterintuitive truth about sales, retentio…

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