Dedicated Financial Experts
Explore the expertise and commitment of FlightLead Financial’s team, showcasing our core professionals who guide your financial journey with precision and care.
Joe Cummings
Founder & Financial Advisor
Shane Ungerank
Life & Legacy Strategist
Katy Blevins Calabrese
Operations Manager
Meet Joe
Joseph Cummings, originally from Philadelphia, PA, retired from the United States Navy after 20 years of dedicated service, serving as a Helicopter Crew Chief, Door Gunner, and Rescue Swimmer. With over 4,000 flight hours onboard Sikorsky’s MH-60S “Knighthawk,” he has extensive experience in both land and shipboard based deployments, including numerous Humanitarian Assistance Disaster Relief Operations. Joseph achieved the rank of Chief Petty Officer and proudly maintained an impeccable flight record throughout his career.
Alongside his military service, Joseph holds a Bachelor’s Degree in Organizational Management and is a Certified Financial Education Instructor. He has also earned certifications as a Series 6, 63 and Series 65 Investment Advisor Representative.
Introduced to financial management through Opus Wealth Strategies in 2015, Joseph’s curiosity and dedication led him to pursue knowledge in wealth management. He is deeply committed to educating and empowering his clients to make informed financial choices. Leveraging his military background, education, and successful transition from Naval Service, Joseph is uniquely positioned to assist military personnel in anticipating their future financial needs and providing expert guidance to achieve their goals.
Joseph is happily married to his wife, Tara, and is the proud father of two energetic sons, JR and Bowen, who loves his beautiful mullet and has a strong aversion to wearing pants. In his leisure time, he enjoys tinkering in the garage, hunting, and flying.
Meet Shane
Shane Ungerank is a life insurance specialist with FlightLead Financial in Chesapeake, Virginia, proudly serving clients throughout the greater Commonwealth. Holding his Life Insurance and Annuities license and a bachelor’s degree from Liberty University, Shane combines formal life insurance, estate planning, and financial education with real-world experience to help clients build, protect, and grow their wealth.
He brings over 21 years of leadership and technical expertise from his career in the United States Navy. His work in high-pressure, high-stakes environments developed his ability to analyze complex systems, assess risk, and create structured, effective solutions – skills he now applies directly to wealth risk management protection.
Shane is eagerly working towards attaining his Series 7 and 65 securities licenses. His vision is to provide a comprehensive advisory model that integrates investment management, financial planning, and tax strategy into a single, client-focused platform. He looks forward to working with individuals and families at all stages of life, with particular experience supporting high-earning professionals, military members, veterans, and clients preparing for retirement.
A strong advocate for financial literacy, Shane prioritizes educating his clients so they feel informed, empowered, and confident in their financial decisions. His approach is mission-oriented, practical, and rooted in trust.
Meet Katy
Katy Blevins Calabrese is an accomplished operations leader with nearly 20 years of experience optimizing systems, strengthening teams, and driving organizational performance across high-stakes sales, business development, and client-service environments. Known for her ability to create structure in complexity, she blends a strategic, analytical mindset with an authentic, relationship-driven leadership style. Throughout her career, she has been recognized for building scalable operational frameworks, elevating service delivery, and fostering the culture, communication, and accountability needed to support sustainable growth.
Before transitioning into financial services operations, Katy served as COO for a national consulting firm, where she oversaw day-to-day operations, process improvement, and cross-functional project execution. Her deep expertise in workflow design, systems implementation, and internal communications was instrumental in refining operational efficiency and enhancing the client experience. A former Inside Business Women in Business honoree, she has a long record of supporting business owners, teams, and emerging leaders through strategic planning, education, and targeted operational solutions.
Grounded, steady, and purpose-driven, Katy brings a people-first approach to leadership. She believes that operational excellence is built on clarity, integrity, and trust – and that well-supported teams deliver exceptional results. Outside of work, she is dedicated to her family, active in her church community, and passionate about developing and mentoring future leaders. Her commitment to service, continuous learning, and thoughtful stewardship shapes both her work and the way she shows up for others.
Our clients consistently praise the exceptional guidance and personalized support they receive.
Joe Cummings
Financial Advisor