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Freelance to Founder
Millo
499 episodes
1 day ago
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.
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Entrepreneurship
Education,
Business,
Self-Improvement
RSS
All content for Freelance to Founder is the property of Millo and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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.
Show more...
Entrepreneurship
Education,
Business,
Self-Improvement
Episodes (20/499)
Freelance to Founder
Why You're Still Afraid to "Sell" Yourself
Feeling uncomfortable promoting your business? You're not alone. Many freelancers struggle with the fine line between effective self-promotion and feeling like a pushy salesperson. In this episode, Preston Lee and George Azar dive deep into strategies for marketing your services genuinely and confidently. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with George -> ⁠https://brightbudget.com Learn more about your ad choices. Visit megaphone.fm/adchoices
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1 day ago
16 minutes

Freelance to Founder
The Real Truth About S-Corps (Don't Get Tricked)
Navigating the world of business taxes can feel like walking through a minefield of conflicting advice and flashy marketing promises. In this eye-opening episode, Preston and George Azar pull back the curtain on S-Corp elections, revealing the nuanced truth behind those tantalizing internet ads claiming massive tax savings. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with George -> ⁠https://brightbudget.com Learn more about your ad choices. Visit megaphone.fm/adchoices
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2 days ago
28 minutes

Freelance to Founder
Should You Hire a Bookkeeper? (This Might Surprise You)
Managing finances can make or break a freelance business. In this episode, CPA George Azar breaks down the critical decisions around tracking your money – from simple spreadsheets to professional bookkeeping services. If you're wondering whether it's time to upgrade your financial tracking, this episode offers practical insights that could save you time, stress, and potentially money. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with George -> https://brightbudget.com Learn more about your ad choices. Visit megaphone.fm/adchoices
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3 days ago
18 minutes

Freelance to Founder
How to Budget When Your Income Fluctuates
Freelancing offers incredible freedom, but it also comes with financial uncertainty. If you've ever stressed about managing your money when paychecks vary from month to month, you're not alone. In this episode, Preston and George dive deep into practical strategies for creating a solid financial foundation, even with an unpredictable income stream. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with George https://brightbudget.com/ https://www.youtube.com/@BrightTaxTalk Learn more about your ad choices. Visit megaphone.fm/adchoices
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6 days ago
21 minutes

Freelance to Founder
Client Asks for Favors—What Should I Do?
Freelancing can be challenging, especially when clients expect ongoing work without additional compensation. In this episode, Preston and Chanda Coston dive deep into a common freelancer dilemma: how to handle clients who continuously ask for small free favors after a project is completed. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Chanda Instagram, Facebook & TikTok: @chanda__co LinkedIn: ⁠linkedin.com/in/chandacoston⁠ 1:1 $21 Tiny Challenge ⁠https://join.chanda-co.com/home-page-page Learn more about your ad choices. Visit megaphone.fm/adchoices
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1 week ago
13 minutes

Freelance to Founder
Switch From Hourly to Flat Rate (w/out Losing Money)
Switching from hourly to flat rate pricing can feel like navigating a minefield for freelancers. In this episode, Preston and Chanda break down the strategies that will help you confidently transition your pricing model, protect your revenue, and position your services as a premium offering that clients will love. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Chanda Instagram, Facebook & TikTok: @chanda__co LinkedIn: ⁠linkedin.com/in/chandacoston⁠ 1:1 $21 Tiny Challenge ⁠https://join.chanda-co.com/home-page-page Learn more about your ad choices. Visit megaphone.fm/adchoices
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1 week ago
18 minutes

Freelance to Founder
Is It Best to Drop Late-Paying Clients?
Freelancing offers freedom, but it can also bring financial uncertainty—especially when clients drag their feet on payments. In this episode, Preston and Chanda dive deep into a common freelancer nightmare: managing clients who consistently pay late while trying to maintain a healthy, stress-free business. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Chanda Instagram, Facebook & TikTok: @chanda__co LinkedIn: ⁠linkedin.com/in/chandacoston⁠ 1:1 $21 Tiny Challenge ⁠https://join.chanda-co.com/home-page-page Learn more about your ad choices. Visit megaphone.fm/adchoices
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1 week ago
14 minutes

Freelance to Founder
Should You Fill Income Gaps w/ Low-Paying Clients?
Every freelancer faces moments of financial uncertainty. When bills are mounting and opportunities seem scarce, the temptation to accept low-paying work can feel overwhelming. But is compromising your rates really the smart move for your business? In this eye-opening episode, Preston and guest Chanda Coston dive deep into the critical question: Is it ever smart to take on low-paying clients just to fill an income gap? Their insights will help you make financially savvy decisions that protect your business's future. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Chanda Instagram, Facebook & TikTok: @chanda__co LinkedIn: linkedin.com/in/chandacoston 1:1 $21 Tiny Challenge https://join.chanda-co.com/home-page-page Learn more about your ad choices. Visit megaphone.fm/adchoices
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1 week ago
20 minutes

Freelance to Founder
5 Places to Get More Leads and Attention
Struggling to grow your freelance business and attract quality clients? In this episode of Freelance to Founder, Dr. Noah St. John breaks down his proven MAPSSS method for generating leads that can transform your business from a side hustle to a thriving agency. Support our show sponsors -> ⁠⁠https://freelancetofounder.com/sponsors⁠⁠ Submit your own question -> ⁠⁠https://freelancetofounder.com/ask⁠⁠ Connect with Noah -> ⁠https://noahstjohn.com/⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices
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1 week ago
20 minutes

Freelance to Founder
These Habits May Be Holding You Back
Breaking free from self-imposed limitations isn't just about willpower—it's about understanding the deep-rooted habits that keep you stuck. In this eye-opening episode, Dr. Noah St. John reveals the psychological mechanisms behind procrastination, fear, and success, offering freelancers a transformative roadmap to move from survival mode to founder status. Support our show sponsors -> ⁠https://freelancetofounder.com/sponsors⁠ Submit your own question -> ⁠https://freelancetofounder.com/ask⁠ Connect with Noah -> https://noahstjohn.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices
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2 weeks ago
24 minutes

Freelance to Founder
How Long Does It Take to Succeed?
Freelancing promises freedom, but the path to steady income can feel uncertain. In this episode, Preston and Meredith dive deep into the strategies that help freelancers build a reliable revenue stream, sharing practical insights from their own experiences of transitioning from uncertain earnings to a stable business model. Support our show sponsors -> ⁠https://freelancetofounder.com/sponsors⁠ Submit your own question -> ⁠https://freelancetofounder.com/ask⁠ Connect with Meredith: Website: ⁠⁠www.pageandpurpose.com⁠⁠ LinkedIn: ⁠⁠https://www.linkedin.com/in/meredith-rice-cooley/⁠⁠ ⁠⁠Free Weekly Resource on how to make the jump from Teaching to Copywriting Learn more about your ad choices. Visit megaphone.fm/adchoices
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2 weeks ago
19 minutes

Freelance to Founder
What We Wish We Knew Before Jumping In
Embarking on a freelance journey can feel like navigating uncharted waters. Many aspiring freelancers get stuck in the preparation phase, overthinking branding, websites, and perfect portfolios instead of taking the most crucial first step: getting clients. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Meredith: Website: ⁠⁠www.pageandpurpose.com⁠⁠ LinkedIn: ⁠⁠https://www.linkedin.com/in/meredith-rice-cooley/⁠⁠ ⁠⁠Free Weekly Resource on how to make the jump from Teaching to Copywriting Learn more about your ad choices. Visit megaphone.fm/adchoices
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2 weeks ago
17 minutes

Freelance to Founder
Our Biggest Lessons Learned as Freelancers
Freelancing isn't just about the work you do—it's about understanding yourself, managing your time, and staying flexible. In this episode, Preston Lee and Meredith Cooley dive deep into the most valuable lessons they've learned while building their freelance businesses, offering insights that go far beyond simple tactics and touch on the personal growth required to truly succeed as an entrepreneur. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Meredith: Website: ⁠www.pageandpurpose.com⁠ LinkedIn: ⁠https://www.linkedin.com/in/meredith-rice-cooley/⁠ ⁠Free Weekly Resource on how to make the jump from Teaching to Copywriting Learn more about your ad choices. Visit megaphone.fm/adchoices
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2 weeks ago
17 minutes

Freelance to Founder
Balancing Self-Employment Dream with Full-Time Job
Dreaming of launching a freelance business while working full-time can feel overwhelming. What if you could strategically carve out time, optimize your schedule, and build momentum without burning out? In this episode, former teacher turned copywriter Meredith Cooley shares her proven strategies for transforming side hustle aspirations into reality. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Meredith: Website: www.pageandpurpose.com LinkedIn: https://www.linkedin.com/in/meredith-rice-cooley/ Free Weekly Resource on how to make the jump from Teaching to Copywriting Learn more about your ad choices. Visit megaphone.fm/adchoices
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2 weeks ago
21 minutes

Freelance to Founder
How We Got Our Very First Clients
Breaking into freelancing can feel like an impossible challenge when you're just starting out. But what if landing your first client is simpler than you think? In this episode, Preston and AJ Cassata dive deep into practical strategies for new freelancers looking to secure their inaugural client, sharing personal stories and actionable advice that can transform your freelance journey. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with AJ -> https://www.youtube.com/@ajcassataofficial https://www.linkedin.com/in/ajcassata/ Learn more about your ad choices. Visit megaphone.fm/adchoices
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3 weeks ago
11 minutes

Freelance to Founder
Buying Back Your Time as a Freelancer
Freelancing offers freedom, but it can also lead to working more hours than ever before. In this episode of Freelance to Founder, Preston and AJ dive deep into a listener's struggle with time management, offering practical strategies for freelancers feeling overwhelmed and overworked. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with AJ -> https://www.youtube.com/@ajcassataofficial https://www.linkedin.com/in/ajcassata/ Learn more about your ad choices. Visit megaphone.fm/adchoices
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3 weeks ago
16 minutes

Freelance to Founder
Why You're (Still) in the Feast-Famine Stage
Freelancing can feel like riding a rollercoaster of unpredictability. One moment you're scrambling for leads, the next you're buried under a mountain of projects. In this episode, Preston and AJ dive deep into practical strategies for stabilizing your freelance business, transforming sporadic opportunities into a consistent, sustainable income stream. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with AJ -> https://www.youtube.com/@ajcassataofficial https://www.linkedin.com/in/ajcassata/ Learn more about your ad choices. Visit megaphone.fm/adchoices
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3 weeks ago
18 minutes

Freelance to Founder
Stuck with Low-Paying Clients? Here's the Fix...
Preston and AJ dive deep into strategies that will help you break free from the local client trap and attract high-value, premium international clients. Learn proven tactics for transforming your outreach, positioning your agency, and landing the clients you deserve. Links: Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with AJ -> https://www.youtube.com/@ajcassataofficial https://www.linkedin.com/in/ajcassata/ Learn more about your ad choices. Visit megaphone.fm/adchoices
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3 weeks ago
21 minutes

Freelance to Founder
Can You Raise Rates w/out 'Scaring' Away Clients?
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 clients, work less, and earn more. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with AJ -> https://www.youtube.com/@ajcassataofficial https://www.linkedin.com/in/ajcassata/ Learn more about your ad choices. Visit megaphone.fm/adchoices
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3 weeks ago
19 minutes

Freelance to Founder
Is "Find a Niche" Outdated Advice?
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 Christine break down the myths about specialization and offer invaluable insights for finding your unique professional path. 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
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4 weeks ago
16 minutes

Freelance to Founder
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.