Wantrepreneur to Entrepreneur | Start and Grow Your Own Business 1283: Why Waiting 15 Years Was His Best Move... and How He Built a 40K+ LinkedIn Audience w/ Troy Fine
In this powerful episode, Troy Fine, co-founder of Fine Assurance, shares his incredible journey from a 15-year career in cybersecurity to launching his own firm. Motivated by a desire to honor his entrepreneurial father and live a life without regret, Troy unpacks the patient, calculated approach he took to build a business that serves his life, not the other way around. He reveals how he turned the "boring" world of compliance into a platform for thought leadership, amassing nearly 40,000 followers on LinkedIn by being authentic and educational. This episode is a masterclass for any wantrepreneur or entrepreneur on how to build a powerful brand, attract the right clients by focusing on trust, and achieve true work-life harmony by building a business around your "why."
💡 What You'll Take Away For YOUR Business
- 🚀 How to turn deep industry experience into a powerful personal brand and a thriving business.
- 💬 The “so they can” sales framework that transforms a technical service into a must-have business solution that unlocks growth for your clients.
- 💡 Why giving away your “tribal knowledge” for free on platforms like LinkedIn is the fastest way to build trust and attract high-quality leads.
- 🚫 The power of saying “no” to wrong-fit clients to protect your mission, reduce stress, and build a healthier business from day one.
- ⏳ How patience and calculated risk can build a stronger foundation for long-term success than rushing into entrepreneurship.
- 👨👩👧👦 How to architect your business around your life priorities (not the other way around) to achieve true work-life harmony.
- 🤝 Why finding a trusted co-founder can be the key to balancing the immense demands of entrepreneurship and family life.
📝 About Troy Fine
Troy Fine is the co-founder of Fine Assurance, a firm dedicated to helping SaaS, fintech, and health tech startups meet their cybersecurity compliance goals. With 15 years of experience in the governance, risk, and compliance space, Troy has become a leading voice in his industry, known for making complex topics accessible and even entertaining. His unique perspective comes from blending deep technical expertise with a natural talent for sales and authentic brand building, proving that you can build a massive following by educating, teaching, and being yourself.
🎯 Troy’s BEST Piece of Advice for Wantrepreneurs and Entrepreneurs
"Really know your why."
📢 Memorable Quotes
- “I didn't want to live my life with this big regret… I don't want to be on my deathbed regretting never taking that chance. So I'm taking the chance.” – Troy Fine
- “We say no to customers more than they say no to us, but we're okay with that. That's how we build trust.” – Troy Fine
- “If you can take something that's very complex and boil it down into something very basic that anybody off the street can understand... then you're gonna build a brand.” – Troy Fine
💡 Actionable Takeaways
- ✅ Define your personal and professional "why" and write it down. Use it as the foundation for your next major business decision.
- ✅ Identify one piece of "tribal knowledge" in your industry and share it on LinkedIn this week. Focus on teaching, not selling.
- ✅ Practice the "so they can" framework. Rewrite your primary service offering to focus on the outcome and benefit for your customer, not just the feature you provide.
🔗 Links & Resources