SUMMARY:In this episode of the Homegrown Hustle, host Matt Eickman sits down with Jim Keenan, CEO and Founder of POR, LLC (Emotional Wellness Services) and co-founder of Cannesota. We unpack Jim’s journey from clinician to entrepreneur—how he built a multi-service behavioral health company, leveraged those fundamentals into new ventures, and now navigates growth, regulation, and innovation in emerging markets. With PhD-level insight, Jim and Matt explore the intersection of mental-health services, business scalability, leadership mindset, and industry disruption. Expect deep dives into strategic timing, culture building, regulatory navigation, mission-driven entrepreneurship, and the hard lessons of launching complementary businesses across sectors.KEY TAKEAWAYS:Transitioning from practitioner to founder: stepping out of “doing the work” into leading the work.Building mission-driven culture in service-oriented businesses and sustaining it during scale-up.Choosing the right moment for diversification and how mental-health services principles apply to other industries.Navigating heavily regulated sectors: regulatory strategy, compliance, and growth channelling.Leveraging relationships, trust, and referral ecosystems as core growth engines in service enterprises.Dealing with failure, pivoting without losing integrity, and learning from operational mis-steps.Implementing systems and infrastructure early to support scale, without losing agility or mission focus.Practical tactics for founders: hiring for culture fit, investing in leadership development, building data systems, and balancing mission + margin.CHAPTERS:0:00 – Introduction: Matt Eickman and guest Jim Keenan3:15 – Jim’s early career: clinician roots, founding POR, LLC11:40 – Defining mission and vision: how POR’s culture was built19:55 – The shift: from service-provider to CEO-entrepreneur27:30 – Launching Cannesota: timing, market conditions, regulatory context35:10 – Regulatory dynamics: what to know in emerging industries43:05 – Building a referral & relationship ecosystem – lessons from mental-health services50:45 – Scaling challenges: infrastructure, leadership, systems58:20 – Failure & pivot stories: what didn’t work and why1:06:10 – Tactical advice for founders: culture, hiring, data, growth1:14:30 – Future vision: where Jim is headed next, advice for listeners1:18:50 – Close & key take-away recap46:00 Defining Hustle47:27 Balancing Family and Business52:31 Finding a Business MentorGUEST RESOURCES:Facebook: http://facebook.com/jameswkeenanhttps://www.facebook.com/POREmotionalWellnessWebsite: https://poremotionalwellness.com/#HomegrownHustle #FounderJourney #MissionDrivenBusiness #ScalingUp #MentalHealthEntrepreneur #RegulatoryStrategy #BusinessCulture #GrowthMindset #ServiceBusiness #EmergingIndustry

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