Freelance To Founder

Jenna finds herself wanting to build a successful business without sacrificing her values or family time. Preston Lee and Dawn Andrews share what it takes to design a leadership role that truly fits your life, offering compassionate insights for ambitious professionals navigating the complex terrain of work-life integration. Support our show sponsors -> ⁠https://freelancetofounder.com/sponsors⁠ Submit your own question -> ⁠https://freelancetofounder.com/ask⁠ Connect with Dawn on Linkedin -> ⁠https://www.linkedin.com/in/freerangethinking/⁠ Listen to Dawn's Podcast -> ⁠https://open.spotify.com/show/5tFfxkHltyeAeetz9ao4pu Learn more about your ad choices. Visit megaphone.fm/adchoices

For Nicole, what started as a quest for freedom through freelancing has morphed into a complex leadership challenge—managing a team that seems to consume more time than the work itself. Preston Lee and Dawn Andrews explore the art of creating standard operating procedures (SOPs) that transform team management from a headache into a strategic advantage. They reveal the secrets to empowering your team, reducing management overhead, and reclaiming the entrepreneurial freedom you originally sought. Support our show sponsors -> ⁠https://freelancetofounder.com/sponsors⁠ Submit your own question -> ⁠https://freelancetofounder.com/ask⁠ Connect with Dawn on Linkedin -> ⁠https://www.linkedin.com/in/freerangethinking/⁠ Listen to Dawn's Podcast -> ⁠https://open.spotify.com/show/5tFfxkHltyeAeetz9ao4pu Learn more about your ad choices. Visit megaphone.fm/adchoices

Amanda is standing at a pivotal moment in her leadership journey—wrestling with the internal doubts that plague many first-time team leaders. As she steps into her new role, the weight of proving herself feels overwhelming. Preston and Dawn Andrews dive deep into the psychology of leadership, revealing how vulnerability, communication, and embracing risk can transform imposter syndrome from a paralyzing force into a catalyst for growth and confidence. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Dawn on Linkedin -> https://www.linkedin.com/in/freerangethinking/ Listen to Dawn's Podcast -> https://open.spotify.com/show/5tFfxkHltyeAeetz9ao4pu Learn more about your ad choices. Visit megaphone.fm/adchoices

Jason from our listener community is stuck in a common entrepreneurial trap—feeling overwhelmed by the administrative demands of maintaining his LLC. Preston Lee and Bobby Casey dive deep into why business structure matters, how to manage compliance without losing your mind, and the critical steps every business owner needs to know about protecting their assets. Bobby Casey, founder of Business Anywhere and an international tax lawyer, breaks down the essential reasons why entrepreneurs should never shy away from proper business structuring. From liability protection to strategic asset management, this episode is your roadmap to understanding the sometimes mundane but critically important world of business administration. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask George's Freedom Builders Academy -> ⁠www.freedombuildersacademy.com Learn more about your ad choices. Visit megaphone.fm/adchoices

Parker is stuck navigating the murky waters of freelance finance, desperate to transform his business from a mere survival mode into a strategic growth machine. Preston and George Thomas dive deep into the critical financial strategies that separate struggling freelancers from successful business owners. From understanding revenue forecasting to building a financial support team, this episode cracks open the playbook for freelancers ready to take control of their financial future and scale their businesses with confidence. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask George's Freedom Builders Academy -> ⁠www.freedombuildersacademy.com Learn more about your ad choices. Visit megaphone.fm/adchoices

Lana has built a successful freelance career but finds herself paralyzed by the complexities of retirement planning. Preston Lee and financial expert George Thomas unpack the essential strategies for independent professionals to build sustainable wealth. Diving deep into retirement accounts, investment opportunities, and wealth-building tactics, this episode provides a comprehensive roadmap for freelancers looking to secure their financial future without the safety net of traditional employment. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask George's Freedom Builders Academy -> www.freedombuildersacademy.com Learn more about your ad choices. Visit megaphone.fm/adchoices

Lauren is navigating a pivotal moment in her entrepreneurial journey—her business has taken off since becoming a parent, but she's struggling to find harmony between her family's needs and her business ambitions. Preston and Lindsay dive deep into the messy, beautiful reality of being a parent-entrepreneur, sharing hard-earned wisdom about energy management, setting boundaries, and creating a life where both your family and your business can thrive. This episode is a raw, honest look at how to grow your dreams without losing sight of what matters most. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Lindsay -> ⁠⁠https://www.DearFoundHer.com⁠⁠ Follow Lindsay on Instagram -> ⁠⁠https://www.instagram.com/DearFoundHer⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices

Nicole is standing at a critical crossroads in her entrepreneurial journey. After leaving corporate America to start her own business, she's wrestling with doubts and financial uncertainty. Preston and Lindsay dive deep into the crucial strategies for new entrepreneurs facing this make-or-break moment: understanding that business success is a marathon, not a sprint, and learning how to navigate the challenging early stages of building your own venture. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Lindsay -> ⁠https://www.DearFoundHer.com⁠ Follow Lindsay on Instagram -> ⁠https://www.instagram.com/DearFoundHer Learn more about your ad choices. Visit megaphone.fm/adchoices

Amanda is standing at a critical crossroads in her entrepreneurial journey, wrestling with one of the most challenging questions every bootstrapper faces: How do I strategically spend my limited funds without taking on investors? In this powerful episode, seven-figure entrepreneur Lindsay Pinchuk breaks down the exact playbook for making smart financial decisions that can transform a bootstrapped business from surviving to thriving. With candid insights from her own entrepreneurial path—building a multi-million dollar company from just a $500 investment—Lindsay reveals the nuanced art of investing in your business, from strategic hiring to game-changing software and network opportunities that actually move the needle. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Lindsay -> https://www.DearFoundHer.com Follow Lindsay on Instagram -> https://www.instagram.com/DearFoundHer Learn more about your ad choices. Vi

Kevin is standing at a pivotal crossroads in his professional journey—transitioning from managing teams to becoming a solopreneur. Preston Lee and Moe Choice dive deep into the mental and strategic shifts required when moving from leading groups to leading yourself. With insights from Moe's extensive background as a six-time co-founder and leadership coach, this episode unpacks the emotional landscape of going solo, building support networks, finding the right mentors, and discovering the unique freedom of being your own boss. Support our show sponsors -> ⁠⁠https://freelancetofounder.com/sponsors⁠⁠ Submit your own question -> ⁠⁠https://freelancetofounder.com/ask⁠⁠ Connect with Moe on Linkedin -> ⁠⁠https://www.linkedin.com/company/moechoice/⁠⁠ Join Moe's FREE webinar -> ⁠⁠https://moechoice.com/podcast⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices

Daniel is trapped in a calendar packed with work, questioning the true meaning of a "freedom-based business." Preston and Moe dive deep into the nuanced world of solopreneurship, unpacking what freedom really means—and it's not just about having an empty calendar. From passionate contribution to strategic positioning, this episode reveals how to create a business that doesn't just provide income, but fuels your daily excitement and purpose. Support our show sponsors -> ⁠https://freelancetofounder.com/sponsors⁠ Submit your own question -> ⁠https://freelancetofounder.com/ask⁠ Connect with Moe on Linkedin -> ⁠https://www.linkedin.com/company/moechoice/⁠ Join Moe's FREE webinar -> ⁠https://moechoice.com/podcast Learn more about your ad choices. Visit megaphone.fm/adchoices

Alex has built a solid freelance income but feels trapped in a cycle of trading time for money. Seeking to transform his business from a job-like grind to a strategic growth engine, he asks a critical question: How do you know when it's time to completely redesign your business or just keep working harder on what you've already got going? Preston and Moe dive deep into the strategies that help freelancers break free from the "bricklayer" mentality and become true business owners who sell transformative outcomes. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Connect with Moe on Linkedin -> https://www.linkedin.com/company/moechoice/ Join Moe's FREE webinar -> https://moechoice.com/podcast Learn more about your ad choices. Visit megaphone.fm/adchoices

When bad contractor experiences leave you gun-shy about hiring, how do you rebuild trust and create a successful team? Emily's struggle with past hiring mishaps is a common challenge for freelancers and agency owners. In this episode, Preston and Kevin Rice dive deep into the art of effective hiring, offering practical strategies for finding, integrating, and supporting contractors that truly add value to your business. From communication techniques to creating robust systems, they reveal how to transform hiring from a source of stress to a powerful growth strategy. Support our show sponsors -> ⁠⁠⁠⁠https://freelancetofounder.com/sponsors⁠⁠⁠⁠ Submit your own question -> ⁠⁠⁠⁠https://freelancetofounder.com/ask⁠⁠ Connect with Kevin on Linkedin -> ⁠https://www.linkedin.com/in/kmrice/⁠ Listen to Kevin's podcast -> ⁠https://www.ceosandabcs.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices

Mark is stuck in the freelance grind—working nonstop and wondering how to transform his solo operation into a real company. Preston Lee and Kevin Rice dive deep into the critical moment when freelancers must shift from doing everything themselves to building a sustainable business. Drawing from Kevin's experience scaling a two-person startup to a 200-person agency with a nine-figure exit, this episode reveals the strategic secrets of knowing when and how to start delegating, hiring, and working on your business instead of in your business. Support our show sponsors -> ⁠⁠⁠⁠https://freelancetofounder.com/sponsors⁠⁠⁠⁠ Submit your own question -> ⁠⁠⁠⁠https://freelancetofounder.com/ask⁠⁠ Connect with Kevin on Linkedin -> ⁠https://www.linkedin.com/in/kmrice/⁠ Listen to Kevin's podcast -> ⁠https://www.ceosandabcs.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices

Kevin Rice knows the delicate dance of entrepreneurship and fatherhood all too well. After scaling his digital agency to a nine-figure exit, he discovered the hard truth that success means nothing if it comes at the cost of your family connections. In this powerful episode, Kevin shares his personal journey of learning to be an intentional parent while building a thriving business, offering a roadmap for entrepreneurs struggling to balance professional ambition with meaningful family time. Support our show sponsors -> ⁠⁠⁠https://freelancetofounder.com/sponsors⁠⁠⁠ Submit your own question -> ⁠⁠⁠https://freelancetofounder.com/ask⁠ Connect with Kevin on Linkedin -> https://www.linkedin.com/in/kmrice/ Listen to Kevin's podcast -> https://www.ceosandabcs.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices

Michael is standing at a critical crossroads in his entrepreneurial journey—desperate to break through the seven-figure barrier but unsure how to transform his current six-figure business into something truly scalable. In this episode, Charles Gaudet, CEO of Predictable Profits and renowned business coach, cracks open the playbook for moving beyond referrals and hard work into a strategic, demand-driven growth strategy. From leveraging LinkedIn to understanding the nuanced art of content creation and AI-proof marketing, this conversation is your blueprint for building a business that doesn't just grow, but multiplies. Support our show sponsors -> ⁠⁠https://freelancetofounder.com/sponsors⁠⁠ Submit your own question -> ⁠⁠https://freelancetofounder.com/ask⁠ Connect with Charles -> https://www.linkedin.com/in/charlesgaudet/ Charles' Website -> https://predictableprofits.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices

Jordan is struggling with the modern remote work challenge—feeling like his brain never fully switches off. Preston and Steven dive deep into practical strategies for creating mental boundaries, exploring how freelancers and remote workers can design intentional work rituals that help them transition in and out of professional headspace. From creating dedicated workspaces to developing personal 'commuting' routines, this episode offers a roadmap for maintaining work-life balance in an always-on world. Support our show sponsors -> ⁠https://freelancetofounder.com/sponsors⁠ Submit your own question -> ⁠https://freelancetofounder.com/ask⁠ Steven Puri's Focus App -> ⁠https://thesukkha.co⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices

Anthony is standing at a critical crossroads in his entrepreneurial journey—he's just hired his first two teammates and is wrestling with the most fundamental leadership challenge: how to spend his time effectively. Preston and Steven Puri dive deep into the art of leadership, unpacking the delicate balance between empowerment and oversight, and revealing the transformative power of deep work in a world increasingly dominated by AI and shallow tasks. From setting clear goals to creating space for meaningful strategic thinking, this episode is a masterclass for any freelancer transitioning from solopreneur to team leader. Support our show sponsors -> ⁠https://freelancetofounder.com/sponsors⁠ Submit your own question -> ⁠https://freelancetofounder.com/ask⁠ Steven Puri's Focus App -> ⁠https://thesukkha.co⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices

Ethan has been hustling for three years, but feels stuck in a business that's just "meh". Preston Lee and Steven Puri dive deep into the critical strategies for transforming a stagnant freelance business into a thriving agency. From identifying true market pain points to finding authentic mentors who have actually achieved what you're aiming to do, this episode provides a raw, no-nonsense roadmap for breaking through entrepreneurial barriers and creating real business momentum. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask Steven Puri's Focus App -> https://thesukkha.co Learn more about your ad choices. Visit megaphone.fm/adchoices

Omar is standing at a critical crossroads in his business, wrestling with a fundamental hiring decision that could shape his team's future. Should he bring on a jack-of-all-trades virtual assistant who can handle multiple tasks, or invest in a specialized VA with laser-focused expertise? Preston Lee and Joey Vitale dive deep into the strategic nuances of VA hiring, revealing a framework that helps entrepreneurs make smarter team-building decisions that scale their businesses effectively. From understanding the power of generalist VAs as "Swiss Army knives" to recognizing when specialized talent becomes essential, this episode unpacks the art of building a flexible, high-performing remote team. Learn how to start small, create robust processes, and empower your virtual assistants to become true partners in your business growth. Support our show sponsors -> ⁠⁠⁠⁠⁠⁠https://freelancetofounder.com/sponsors⁠⁠⁠⁠⁠⁠ Submit your own question -> ⁠⁠⁠⁠⁠⁠https://freelancetofounder.com/ask⁠⁠⁠⁠⁠ Connect with Joey -> ⁠htt