10 - The Jetstream Effect: Kevin Diemar on Scaling Without the Overhead

How do you grow a luxury service business without sacrificing quality or cash flow?

In this episode of 5 to 50: Financial Strategies for Growing Companies, host Jeff Rudner sits down with Kevin Diemar, CEO and President of Unity Jets and former Wall Street trader, to uncover how Kevin scaled a private jet brokerage using relationship-driven strategies and an asset-light model. He shares powerful lessons on maintaining high-touch service, hiring smart, and managing emotional highs and lows in business. Kevin also shares how he evaluates angel investments by focusing on authenticity and connection. Whether you're scaling a client-focused business or exploring private markets, this episode offers practical, real-world insights for building lasting success.

What you will learn:

• How to pivot from transactional to relationship-based models while maintaining profitability
• The "Never Too High, Never Too Low" principle for managing emotions 
• Why transparency and honesty are crucial for building long-term client relationships 
• How to scale a service business without compromising quality 
• The "Asset Light" strategy for growing a service business while maintaining cash flow
• How to identify and capitalize on market opportunities 
• Why letting successful ventures grow naturally is more effective than rapid scaling
• The framework for evaluating investment opportunities 
  
  

Kevin Diemar is the Founder of UnityJets, a global private jet brokerage built on a capital-light model and exceptional client service. A former Wall Street trader and VP of Sales at MarquisJet, Kevin brings deep expertise in high-stakes financial markets and luxury sales. He’s a seasoned CEO known for scaling relationship-driven businesses in private aviation. With strengths in negotiation, business planning, and entrepreneurship, Kevin has redefined what it means to grow a high-end service brand with integrity and precision.

• Kevin Diemar on LinkedIn
• UNity Jets Website
• Jeff Rudner on LinkedIn
• Proseer Website
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Previous guests include: Sabrina Valle and Jessica Quon, co-founders of the Jam Stand and Mighty Picnic, Tom Hunt, Founder and CEO of Fame, Kenny Dettman, Founder and CEO of TaxNow, Rick Zullo, founder and managing partner of Equal Ventures, Adam Schwartz, founder and CEO of Parable and former co-founder of TeePublic.

Check out our three most downloaded episodes:

• Scaling Smarter: Adam Schwartz on Data, AI, and Entrepreneurial Growth
  
  
• The Exit Playbook: Johan Hoernell’s Secrets to Scaling and Selling

• Pivot & Prosper: Scaling a CPG Brand the Smart Way with Sabrina Valle and Jessica Quon