#320: From Navy Command to Executive Coaching: Building Transformative Teams with Jeff Servello, USNA ‘02
Service Academy Business Mastermind
Release Date: 04/24/2025
#346: How EOS Helps Founders Get Their Life Back with Kurt Greene, USMA ‘87
Service Academy Business Mastermind
Kurt Greene is a certified EOS Implementer at EOS Worldwide, where he helps leadership teams build stronger, more scalable companies. A graduate of West Point and an Army veteran, Kurt brings a unique mix of Fortune 500 leadership, HR expertise, and peer-group facilitation experience through Vistage Worldwide, Inc. He works with founders and executive teams to implement practical tools that cut through complexity so they can regain control, align their teams, and get back to their visionary role. Whether partnering with veteran-owned businesses or mission-driven entrepreneurs, Kurt’s work is...
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#345: Helping Veterans Thrive Through Wild Bill’s Franchise with Michael Quilty, USNA ‘88
Service Academy Business Mastermind
Need financing for your next investment property? Visit: ____ Michael Quilty (USNA '88) is a Navy veteran and franchise development leader who's built his career around creating opportunities for others. After years leading growth and strategy across multiple industries, he's now focused on helping fellow veterans transition to entrepreneurship through franchising. At Wild Bill’s, he plays a key role in growing the company’s franchise footprint, and expanding the presence of their nostalgic craft soda brand across the country. Michael’s work focuses on identifying the right partners,...
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#344: Helping High School Students Navigate the Service Academy Admissions Journey with Travis Wittick, USAFA ‘07
Service Academy Business Mastermind
Need financing for your next investment property? Visit: Want to join us in Tampa, FL on January 26th & 27th? Visit: ____ Travis Wittick is the founder of Academy Endeavors, a coaching company that helps high school students navigate the competitive and complex admissions process for U.S. Service Academies and ROTC scholarships. A graduate of the U.S. Air Force Academy and former Air Force hospital administrator, Travis first discovered his passion for mentorship as an Academy Liaison Officer helping students prepare their applications while still on active duty. After...
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#343: Leveraging AI to Close Real Estate Loans Faster with Zach Farkas, Army Veteran
Service Academy Business Mastermind
Need financing for your next investment property? Visit: Want to join us in Tampa, FL on January 26th & 27th? Visit: ____ Speaker Bio: Zach Farkas is the founder of Relos, a proptech company automating real estate workflows to streamline transaction coordination and reduce hours of manual work. Before launching Relos, Zach was the #4 ranked VA lender in the nation, a career he built by focusing not on volume, but on educating veterans about how to leverage their VA home loan benefits. A former Army officer, Zach built his lending business by combining his personal mission...
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#342: Strengthening the Backbone of Business (and Self) with Omar Ritter, USMA ‘00
Service Academy Business Mastermind
Need financing for your next investment property? Visit: Want to join us in Tampa, FL on January 26th & 27th? Visit: ____ Omar Ritter is a West Point graduate, fractional CFO, and the author of West Point to Wall Street: My Journey to Mental Wellness. Currently serving as an Area President at FocusCFO, he helps small and mid-sized businesses improve their financial visibility and achieve sustainable growth. With a career spanning financial leadership, entrepreneurship, and military service, Omar works to strengthen the backbone of small business communities through expert...
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#341: Helping Defense Contractors Work Smarter with AI, Anthony Pinto USNA ‘14
Service Academy Business Mastermind
Need financing for your next investment property? Visit: ____ Anthony Pinto is the founder of Veteran Vectors, an AI consulting and automation company serving defense and government contractors. A former submarine officer with nine years of service, Anthony previously appeared on the SABM podcast in April 2020 while still on active duty, managing real estate deals from overseas. After leaving the Navy and navigating the challenges of military spouse life, Anthony pivoted from real estate to launch Veteran Vectors in 2025. His company helps small and medium-sized defense tech companies...
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#340: Building a National Real Estate Brand for Veterans with Travis Winfield, USN Ret.‘16
Service Academy Business Mastermind
Need financing for your next investment property? Visit: ____ Travis Winfield is the founder of Military Operated Real Estate, and author of the upcoming book Military Money and More. A retired Navy Command Senior Chief with 24 years of service, Travis founded the Winfield Group in Southern California, successfully helping 100-150 military families per year before passing the business to his son in 2024. Recognizing that less than 12% of the nearly 20 million active duty and veteran population has used their VA home loan benefit, Travis launched MORE to create the first national real...
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#339: Growing America’s Padel Community with Dan Fitzgerald, Army Veteran
Service Academy Business Mastermind
Dan Fitzgerald is the Founder of the 40Forty Padel Club, a company bringing one of the world’s fastest growing sports to South Carolina and beyond. A Citadel graduate and former Army Infantry Officer, Dan went on to serve as a TAC officer at West Point, teach leadership, and build executive teams as a recruiter before discovering padel during his travels to South America. Hooked from the very first game, Dan saw an opportunity to introduce the sport to the U.S. market in a way that was both affordable and community-driven. Today, he leads 40Forty Padel Club with the mission to make padel...
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#338: Building Affordable Survival Communities at Fortitude Ranch with Drew Miller, USAFA ‘80
Service Academy Business Mastermind
Need financing for your next investment property? Visit: Want to join us in San Francisco, CA on October 7th & 8th? Visit: ____ Drew Miller is the CEO of Fortitude Ranch, a survival and recreational community for disaster preparedness and everyday use. A former Air Force intelligence officer and longtime prepper, Drew founded Fortitude Ranch over a decade ago, creating a network of secure rural compounds supported by professionally organized teams and sustainable resources. With eight locations nationwide, Drew’s mission is to offer members affordable access to well...
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#337: Bringing Institutional Discipline to Multifamily Investing with Curtis Cullen, USMA ‘09
Service Academy Business Mastermind
Need financing for your next investment property? Visit: Want to join us in San Francisco, CA on October 7th & 8th? Visit: ____ Curtis Cullen is the Co-Founder and Managing Principal of Convolo Capital, a real estate investment firm focused on small to mid-size multifamily syndications across the Southeast and Sunbelt markets. A West Point graduate, Curtis served as an Infantry and Aviation officer, including time as a Battalion Operations Officer, before exiting the Army in 2018 to pursue a career in commercial real estate. After the Army, Curtis built his business and finance...
info_outlineNeed 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:
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The Start of Provision Advisors: Turning years of Navy mentorship and leadership into a business helping teams perform at their best.
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How They Stand Out: Helping leaders prevent crises before they happen and communicate clearly when they do.
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Jeff’s Path: From Navy XO and CO to executive coach, partnering with his brother to grow the firm.
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Lessons Learned: Adapting military leadership skills to business, learning the art of sales, and understanding how small shifts in mindset drive big results.
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What’s Next: Expanding his coaching practice and helping businesses scale with stronger, more resilient teams.
Timestamps:
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00:59 Journey into Coaching
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01:54 Provision Advisors and Family Dynamics
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04:44 Coaching Philosophy and Techniques
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10:34 Leadership Lessons from the Navy
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17:31 Tools and Assessments for Effective Coaching
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26:27 Goals and Future Aspirations
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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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Leave us a 5-star review!
A special thank you to Jeff for joining me this week. Until next time!
-Scott Mackes, USNA ’01