What actually drives solopreneur success in 2025? It’s not another tactic, a new platform, or a tighter productivity system. It’s connection—inner, outer, and upward.
In this conversation, Scott Perry sits down with author, entrepreneur, and human-connection expert Jennifer K. Hill for a wide-ranging exploration of how consciousness, stillness, and intentional relationships shape the way we build and run our businesses. Jennifer shares the unexpected story behind her first book going viral on Conan O’Brien, how selling her recruiting firm pushed her toward deeper work, and why she now teaches the “Golden Triangle of Connection”: self, others, and purpose.
They dig into autism, identity, and belonging; the power of silence in decision-making; what Deepak Chopra and Donald Hoffman taught her about consciousness; and why most people stay stuck in businesses and lives they didn’t consciously choose. Jennifer also breaks down the simple but clarifying “Plus Two” energy framework and the 168-hour audit—tools that help solopreneurs see what they’re actually committed to.
If you’re building a business that’s supposed to support your life (not devour it), you’ll find plenty to chew on here.
What You’ll Learn
• Why connection to self is the missing foundation for most solopreneurs
• How generosity—not networking—creates durable opportunity
• The one question Jennifer asks every new connection
• How consciousness and free will actually show up in daily business choices
• A practical way to audit your week and uncover hidden commitments
• The energy metric that helps you decide which clients and collaborators stay
If this episode hit home, speak up!
Drop a comment. Tell me what idea landed hardest for you. If you want more solopreneurs doing meaningful work to hear conversations like this, hit Restack and help spread it!
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For solopreneurs building a business that fits their life:
If you want weekly, principle-based guidance that actually helps you move your business forward, subscribe to Transcendent Solopreneurship on Substack. It’s where I share the clearest, most actionable insights on building a purpose-driven, prosperous solo business.If you listen to this show, you’ll want to be there.










