Freelance to Founder
Millo
Freelance to Founder is a call-in show helping real-life freelancers grow their businesses and escape the feast-famine lifestyle.
The podcast is hosted by Preston Lee, a former freelancer who has started, built, and even sold successful businesses of his own.
Preston is joined nearly every weekday by other expert founders, freelancers, and entrepreneurs to help you take your solo business to the next level.
You can submit your questions at FreelanceToFounder.com/ask
If you enjoy content from shows like The Futur, Being Freelance, The Accidental Creative, Smart Passive Income, or The Side Hustle Show, then you'll love Freelance to Founder.
Join us every weekday to take the next step on your journey from ... freelance to founder.
The podcast is hosted by Preston Lee, a former freelancer who has started, built, and even sold successful businesses of his own.
Preston is joined nearly every weekday by other expert founders, freelancers, and entrepreneurs to help you take your solo business to the next level.
You can submit your questions at FreelanceToFounder.com/ask
If you enjoy content from shows like The Futur, Being Freelance, The Accidental Creative, Smart Passive Income, or The Side Hustle Show, then you'll love Freelance to Founder.
Join us every weekday to take the next step on your journey from ... freelance to founder.
Episodes
Mentioned books
Dec 29, 2025 • 13min
The Power of a Mindset Shift
Transitioning from a solo freelancer to a business leader isn't just about hiring employees—it's about fundamentally changing how you approach work, leadership, and success. In this episode, Preston and Vijay dive deep into the critical mindset shifts required to move from being the person who does everything to the leader who enables others to do their best work.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Vijay ->
StartupSystem | Read My Book | Follow me on Substack Learn more about your ad choices. Visit megaphone.fm/adchoices
Dec 23, 2025 • 18min
Are You Thinking Big Enough?
Breaking free from the day-to-day grind isn't just a dream—it's a strategic necessity for freelancers and small business owners looking to transform their work. In this episode, Preston and Vijay Rajendran dive deep into how to create a meaningful vision and actionable roadmap for your business, offering insights that go far beyond traditional growth strategies.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Vijay ->
StartupSystem | Read My Book | Follow me on Substack Learn more about your ad choices. Visit megaphone.fm/adchoices
Dec 22, 2025 • 19min
From $90/hr to $750/hr
Freelance writing can feel like a financial rollercoaster, with many creators struggling to price their services confidently. In this revealing conversation, Preston and Amy Suto crack open the complex world of freelance pricing, sharing hard-earned strategies that transform how independent professionals value their work.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Amy ->
Book: https://amysuto.com/power
Website: https://MakeWritingYourJob.com Learn more about your ad choices. Visit megaphone.fm/adchoices
Dec 19, 2025 • 20min
How to Work Less (Yes, That's OK)
Freelancing offers incredible freedom, but it can also lead to overwhelming stress and exhaustion. Many freelancers find themselves trapped in a cycle of constant work, juggling client demands, marketing efforts, and administrative tasks. But it doesn't have to be this way.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Amy ->
Book: https://amysuto.com/power
Website: https://MakeWritingYourJob.com Learn more about your ad choices. Visit megaphone.fm/adchoices
Dec 18, 2025 • 20min
Will Freelancers Survive AI?
The world is transforming FAST, but creative professionals aren't going extinct—they're evolving. In this eye-opening episode, Preston and Amy Suto dive deep into how freelancers can not just survive, but truly thrive in the age of AI, revealing surprising opportunities for those willing to adapt and specialize.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Amy ->
Book: https://amysuto.com/power
Website: https://MakeWritingYourJob.com Learn more about your ad choices. Visit megaphone.fm/adchoices
Dec 17, 2025 • 19min
Feeling Overwhelmed?
Feeling overwhelmed by the endless tasks of running a solo business? You're not alone. In this episode of Freelance to Founder, Preston and guest Amy Suto dive deep into practical strategies for automating your workflow, saving time, and protecting your mental energy.
Support our show sponsors -> https://freelancetofounder.com/sponsors
Submit your own question -> https://freelancetofounder.com/ask
Connect with Amy ->
Book: https://amysuto.com/power
Website: https://MakeWritingYourJob.com Learn more about your ad choices. Visit megaphone.fm/adchoices
Nov 28, 2025 • 20min
Why We Struggle to Delegate
Vijay Rajendran, a founder coach and author of The Funding Framework, dives into the crucial art of delegation. He explains how effective delegation distinguishes successful founders from struggling freelancers. Topics include the delegation spectrum, the importance of feedback loops, and managing perfectionism. Vijay offers practical strategies like setting clear outcomes and embracing servant leadership to empower teams. With insights on reducing mistakes and fostering autonomy, he provides a roadmap for entrepreneurs to scale their businesses efficiently.
Nov 27, 2025 • 18min
How to Navigate Your First Big Project
In this conversation, Vijay Rajendran, a founder and startup coach with expertise in AI ventures, shares crucial insights on leading your first big project as a freelancer. He discusses identifying your unique strengths and assembling a complementary team, avoiding the trap of hiring duplicates of yourself. Vijay emphasizes the importance of hiring for diverse roles and leveraging tools like the Working Genius assessment to align team members' work styles. He also warns against the pitfalls of poor communication and suggests testing a short-term team before committing.
Nov 26, 2025 • 16min
Why You're Still Afraid to "Sell" Yourself
George Azar, CPA and founder of Bright Budget, shares his expertise in helping freelancers navigate finances. He discusses the common struggle with self-promotion, highlighting strategies for authentic marketing without feeling pushy. Azar emphasizes the importance of aligning with clients' values and targeting the right audience, positioning genuine relationships as crucial for organic referrals. He also recommends networking locally and being patient, as cultivating connections can lead to future opportunities.
Nov 25, 2025 • 29min
The Real Truth About S-Corps (Don't Get Tricked)
In this insightful discussion, George Azar, a CPA with nearly a decade of experience, shares expert insights on the complexities of S-Corporations. He debunks common myths about big tax savings from S-Corp elections, emphasizing the importance of understanding marginal versus effective tax rates. George outlines the self-employment tax burden for freelancers and explains the significance of reasonable salary requirements. He stresses the need for a careful cost-benefit analysis before choosing the S-Corp path, warning against biased advice from some advisors.
