What happens when you're always the one people call for help… and one day you realize, this is the business? In this episode of the OhanaPreneurs Podcast, Sharon sits down with Bill Ruddy—property manager, lifestyle business builder, and true Ohana leader. From watching homes as a favor to creating a community-rooted service model, Bill shares how trust, relationships, and intentional leadership helped him take the leap into entrepreneurship. We talk about the difference between selling and serving, the courage to go from employee to owner, and how surrounding yourself with the right people changes everything. If you've ever wondered whether you're already doing the thing, this conversation is your confirmation.
How Bill went from being “the guy people call” to building a purpose-led business
Why trust—not sales—became the foundation of his brand
The pivotal moment that gave him the courage to start his own company
How BNI (Business Network International) gave him his business backbone
The relationship principle that turns strangers into long-term clients
Why being intentional with your time starts with knowing what truly matters
How to protect your energy while showing up fully in business and life
A service-based entrepreneur or real estate professional ready to scale without losing your values
A mid-career professional ready to move from corporate to calling
Building a relationship-first business and craving more intention
Curious how trust, referrals, and networking can replace traditional marketing
🎧 Part 2 is coming next: We dive into the systems that sustain this trust—including Bill’s unique 75-point inspection, seasonal strategy, and how he avoids burnout while managing multiple properties.
Quotes to Remember:
“People don’t want to be sold to. But if you meet their need, they’ll scream your virtues.” – Bill Ruddy
“You don’t build trust by talking. You build it by listening—deeply.”
“Having the Ohana around you doesn’t just give you courage—it gives you clarity.” – Sharon Otaguro
Check Out your FREE OhanaPreneur Resources at: ohanapreneurs.com
Connect with BILL for Questions or if you're in the Volusia County Florida region for your Free 75-Point Home Inspection at:
Email: bill@lifestylerealty.group or Phone: 386-290-3019