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#320: From Navy Command to Executive Coaching: Building Transformative Teams with Jeff Servello, USNA ‘02

Service Academy Business Mastermind

Release Date: 04/24/2025

#333: Revolutionizing Agriculture Through AI-Powered Farm Finance with Ajit Purandare, USMA ’95 show art #333: Revolutionizing Agriculture Through AI-Powered Farm Finance with Ajit Purandare, USMA ’95

Service Academy Business Mastermind

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Need financing for your next investment property? Visit:  Want to join us in San Francisco, CA on October 7th & 8th? Visit:  ____ This week on the SABM Podcast, we’re joined by Chase Millsap (USNA ’05), Brett Lea, and Alex Sabga-Brady, the producers behind D-Day to Today: The Band of Brothers Legacy, a forthcoming documentary exploring the lasting impact of the HBO miniseries Band of Brothers on modern-day service members and military culture. Chase Millsap is a U.S. Naval Academy graduate, former Marine infantry officer, and Army National Guard Special Forces veteran. After...

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Need financing for your next investment property? Visit: https://www.academyfund.com/

Want to join us in San Antonio, TX on June 11th & 12th? Visit: https://www.10xvets.com/events

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Jeff Servello is a seasoned leader and trusted Principal Advisor specializing in executive coaching, leadership development, and crisis response. A U.S. Naval Academy graduate, he also holds a Master of Professional Studies in Leadership, Education, and Development from the University of Maryland. 

Over the past 20 years, Jeff has led award-winning teams, managed billion-dollar resources, and coached cross-functional units to high performance in complex environments. He piloted multi-functional operations supporting global missions, oversaw $5M budgets, and directed the professional development of over 700 emerging leaders. As chief architect of an enterprise-wide talent plan, he increased retention rates by 12% and streamlined candidate screening for 800+ individuals annually.

Today, Jeff partners with new and emerging leaders through Provision Advisors, helping them scale and sustain growth. His passion lies in empowering small business owners and future leaders to reach their full potential.

In this episode of the SABM podcast, Scott chats with Jeff about:

 

  • The Start of Provision Advisors: Turning years of Navy mentorship and leadership into a business helping teams perform at their best.

  • How They Stand Out: Helping leaders prevent crises before they happen and communicate clearly when they do.

  • Jeff’s Path: From Navy XO and CO to executive coach, partnering with his brother to grow the firm.

  • Lessons Learned: Adapting military leadership skills to business, learning the art of sales, and understanding how small shifts in mindset drive big results.

  • What’s Next: Expanding his coaching practice and helping businesses scale with stronger, more resilient teams.

 

Timestamps:

  • 00:59 Journey into Coaching

  • 01:54 Provision Advisors and Family Dynamics

  • 04:44 Coaching Philosophy and Techniques

  • 10:34 Leadership Lessons from the Navy

  • 17:31 Tools and Assessments for Effective Coaching

  • 26:27 Goals and Future Aspirations

  • 30:07 Connecting and Networking

 

Connect with Jeff:

 

If you found value in today’s episode, don’t keep it to yourself—share it with a colleague or friend who could benefit. And if you’re a Service Academy graduate ready to elevate your business, we’d love for you to join our community and get started today.

 

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A special thank you to Jeff for joining me this week. Until next time!

-Scott Mackes, USNA ’01