Freelance to Founder

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 -> ⁠https://indielaw.com⁠ @TheJoeyVitale on all social media Learn more about your ad choices. Visit megaphone.fm/adchoices

Melissa is standing at a critical crossroads in her freelance business—overwhelmed by workload but paralyzed by the fear of delegation. Preston and Joey Vitale dive deep into the art of hiring your first virtual assistant (VA) without risking your business's reputation or quality of work. From accountability strategies to building emotional safety for new team members, this episode provides a roadmap for freelancers ready to scale their business while maintaining peace of mind. Support our show sponsors -> ⁠⁠⁠⁠⁠⁠https://freelancetofounder.com/sponsors⁠⁠⁠⁠⁠⁠ Submit your own question -> ⁠⁠⁠⁠⁠⁠https://freelancetofounder.com/ask⁠⁠⁠⁠⁠ Connect with Joey -> ⁠https://indielaw.com⁠ @TheJoeyVitale on all social media Learn more about your ad choices. Visit megaphone.fm/adchoices

Keisha's agency is at a critical turning point. As her business grows, she's wrestling with the ultimate entrepreneurial challenge: how to build a team without losing control or compromising quality. Preston Lee and Joey Vitale dive deep into the strategic art of hiring, revealing a nuanced approach to scaling your business from a one-person show to a thriving agency. From the risks of top-down hiring to the power of building a team from the bottom up, this episode is a masterclass in smart team expansion for freelancers ready to level up. Support our show sponsors -> ⁠⁠⁠⁠⁠⁠https://freelancetofounder.com/sponsors⁠⁠⁠⁠⁠⁠ Submit your own question -> ⁠⁠⁠⁠⁠⁠https://freelancetofounder.com/ask⁠⁠⁠⁠⁠ Connect with Joey -> ⁠https://indielaw.com⁠ @TheJoeyVitale on all social media Learn more about your ad choices. Visit megaphone.fm/adchoices

Hannah is wrestling with a critical question every growing freelancer faces—when and how to implement professional contracts that protect both parties and set the stage for successful client relationships. Preston Lee and business lawyer Joey Vitale crack open the playbook for creating contracts that do more than just protect your business—they build trust, clarify expectations, and serve as a powerful communication tool for freelancers looking to level up their professional relationships. In this episode, you'll discover how to transform contracts from intimidating legal documents into strategic assets that help you communicate clearly, set boundaries, and establish a foundation for long-term client success. Support our show sponsors -> ⁠⁠⁠⁠⁠https://freelancetofounder.com/sponsors⁠⁠⁠⁠⁠ Submit your own question -> ⁠⁠⁠⁠⁠https://freelancetofounder.com/ask⁠⁠⁠⁠ Connect with Joey -> https://indielaw.com @TheJoeyVitale on all social media Learn more about your ad choices. Visit megaphone.fm/adchoices

Luis is standing at a critical crossroads in his agency's journey. Clients keep requesting additional marketing channels—email, influencers, partnerships—but he's worried about becoming a "do everything" agency that loses its core focus. Preston and Jason Fishman dive deep into the strategic art of service expansion, revealing how to grow your offerings without sacrificing quality or diluting your expertise. From finding your niche to intelligently adding complementary services, this episode is a masterclass in scaling your agency with intention and strategic insight. Support our show sponsors -> ⁠⁠⁠⁠https://freelancetofounder.com/sponsors⁠⁠⁠⁠ Submit your own question -> ⁠⁠⁠⁠https://freelancetofounder.com/ask⁠⁠⁠ Jason Linkedin -> ⁠https://www.linkedin.com/in/jafishman/⁠ Jason's Business -> ⁠https://www.digitalnicheagency.com/⁠ Jason's Podcast -> ⁠https://www.youtube.com/@digitalnicheagency Learn more about your ad choices. Visit megaphone.fm/adchoices

Samantha is wrestling with one of the most critical challenges for new freelancers: how do you actually price your services based on value? Preston Lee and Amy Suto dive deep into the nuanced art of pricing your freelance work, breaking down the myths of the starving artist and revealing strategic approaches to valuing your unique expertise. From understanding the emotional weight of your deliverables to calculating a sustainable business rate, this episode is a masterclass in transforming your creative skills into a profitable business. Support our show sponsors -> ⁠https://freelancetofounder.com/sponsors⁠ Submit your own question -> ⁠https://freelancetofounder.com/ask⁠ ⁠⁠⁠Buy Amy's new book -> ⁠⁠https://amysuto.com/power⁠⁠ Join Amy's substack -> ⁠⁠https://www.makewritingyourjob.com/⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices

Beatriz has been a graphic designer for six years, working for others, but now stands at a critical crossroads. She wants to start freelancing as a digital artist but finds herself wrestling with an internal conflict: how can she confidently charge for her creative work without feeling like she's "selling out"? Preston Lee and Amy Suto dive deep into the psychological hurdles creatives face when transitioning from employee to freelance professional, offering a compassionate and strategic roadmap for valuing your art, understanding your worth, and building the confidence to get paid what you deserve. Support our show sponsors -> https://freelancetofounder.com/sponsors Submit your own question -> https://freelancetofounder.com/ask ⁠Buy Amy's new book -> ⁠https://amysuto.com/power⁠ Join Amy's substack -> ⁠https://www.makewritingyourjob.com/⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices