Jennifer A. Garrett
424.453.4989YOUR STRATEGIC LUXURY REAL ESTATE ADVISOR | GLOBAL ACCESS | TRUSTED CONNECTIONS
Jennifer A. Garrett, Esq. brings a distinctive combination of executive leadership, legal expertise, commercial strategy, and global relationships to luxury real estate. A former Fortune 50 executive with senior leadership experience at The Boeing Company and General Electric, Jennifer is also an attorney, U.S. Army Judge Advocate, entrepreneur, brand strategist, author, and trusted advisor. She works with discerning clients who expect more than transactional representation. They value strategic thinking, discretion, sophisticated negotiation, and an advisor who understands that real estate is both a significant financial asset and an important part of how they live, build wealth, and position what comes next.
Throughout her career, Jennifer has operated in complex, high value environments where the stakes are significant and details matter. Prior to entering real estate, she held senior leadership roles at Boeing and GE, where she led commercial strategy, advanced technology initiatives, business development, strategic planning, and major customer pursuits involving multi-billion-dollar programs and transactions. She has advised executives, negotiated complex agreements, led cross-functional teams, and worked with senior leaders across business, government, technology, and the military.
That background gives Jennifer a perspective that extends well beyond the traditional real estate transaction. As an attorney and experienced commercial strategist, she understands how to evaluate risk, negotiate from a position of strength, navigate complexity, protect client interests, and recognize the broader financial and strategic implications surrounding important decisions. For clients buying, selling, relocating, investing, or expanding their real estate portfolios, she brings the discipline, judgment, and strategic perspective developed over decades of leading and advising in high performance environments.
Jennifer has also built a significant brand and network across the professional sports and business communities through her globally ranked Move the Ball® podcast. As host, Jennifer has interviewed CEOs, Fortune 500 executives, entrepreneurs, military leaders, professional athletes, other elite performers, and influential public figures. Her work in the professional sports space has included advising athletes and NFL veterans on brand positioning, visibility, career transition, and monetization, while building a network that spans professional football, motorsports, business, and executive leadership. Combined with the global reach of Christie's International Real Estate, Jennifer's relationships and strategic network provide clients with access to people, opportunities, and properties across markets.
Jennifer's reach extends well beyond Illinois. Through her global business experience, executive and professional sports relationships, and affiliation with Christie's International Real Estate, she is able to connect clients with trusted professionals and luxury real estate opportunities across the United States and around the world. Whether a client is buying, selling, relocating, investing, or exploring opportunities in another market, Jennifer serves as a strategic point of connection, helping clients access the right expertise and resources wherever their real estate goals may take them.
Jennifer also shares her perspectives through two LinkedIn newsletters, Elevated Lifestyles & Estates, which explores luxury real estate, wealth, lifestyle, and global market trends, and The Executive Edge, focused on leadership, career strategy, influence, executive positioning, and brand differentiation.
Jennifer is the best-selling author of Move the Ball: How American Football Can Help You Achieve Your Life Goals and Dominate the Game: How Life Changes When You Show Up. She serves as a Judge Advocate in the U.S. Army and holds seven college degrees, including a Juris Doctor, two Master of Laws degrees in Business Transactions and Taxation, an MBA in Finance, a Master of Arts in Communication and Leadership Studies, and Bachelor of Science degrees in Electrical Engineering and Biomedical Engineering.
For Jennifer, luxury real estate is ultimately about exceptional representation, trusted relationships, access, and creating opportunities that extend beyond a single transaction. She brings the same preparation, discipline, strategic thinking, and commitment to her real estate clients that she has brought to boardrooms, multi-billion-dollar business initiatives, complex negotiations, and high performance environments throughout her career.
Move the Ball®. Build wealth. Create what comes next.
Internationally Recognized
Branding Expert & Podcast Host
2x Best Selling Author
Move the Ball & Dominate the Game
Military Veteran
Army Lawyer (Judge Advocate)