Your Wins. Our Mission.
TRANSFORMING SPORTS OPERATIONS WITH AI-POWERED STRATEGIC SYSTEMS
INCREASED MARGINS. OPERATIONAL STABILITY. HIGHER PERFORMANCE.
EXECUTED WITH MILITARY PRECISION.
$20M+
in documented cost savings
40+
executive workshops
30+
Core Processes Improved
THE WINGMAN SOLUTION
ELIMINATE THE FRICTION. RECOVER YOUR MARGIN.
STOP REVENUE LEAKAGE
The Friction
Margin loss from line abandonment, broken processes and costly sponsorship make-goods.
The Wingman Solution
We apply AI-powered Lean Six Sigma methodologies to your high-velocity functions, converting operational drag to documented profits.
CLOSE THE EXECUTION GAP
The Friction
Top talent is at 110% capacity. Major stadium projects stall in the silos between teams.
The Wingman Solution
We are your operational architect. We manage timelines, vendors, and cross-org hand-offs so your projects cross the finish line on time.
POWER YOUR FUTURE
The Friction
Siloed goals and AI Hype that fail to align with the organizational vision.
The Wingman Solution
We build your Internal AI Playbook and deploy Hoshin Alignment, ensuring everyone is flying in the same direction.
WINGMAN SPORTS OVERVIEW
WHO WE ARE
Meet Reid Mason,
Founder & CEO
Reid Mason is the Founder & CEO of Wingman Sports. He brings over two decades of leadership and operational experience from the U.S. Navy and senior enterprise roles, where performance, accountability, and execution were mission-critical.
24-year U.S. Naval Officer (Former)
MBA from top 25 Business School
Black Belt, Lean Six Sigma
PMP certified
AI Strategy & Leadership certification from MIT
Who We Serve
PROFESSIONAL SPORTS TEAMS
We serve the front offices of professional sports teams—NFL, NBA, MLB, NHL, MLS, and international leagues.
COLLEGIATE ATHLETIC PROGRAMS
We partner with Division I athletic departments facing the complexity of modern college sports.
SPORTS-ADJACENT BUSINESSES
We work with sports retailers, venues, leagues, and entertainment properties that operate with the same complexity as pro teams.
WHAT WE FIX
Front Office Costs Are Rising Faster Than Revenue.
Operational excellence is no longer optional—it's survival.
The sports industry is professionalizing at breakneck speed. AI, streaming complexity, and fan fragmentation have pushed front office costs up 25%+ in five years. Meanwhile, the gap between operational complexity and organizational capability has never been wider.
Organizations that master strategic planning, AI integration, process excellence, and program management will thrive. Those that don't will keep bleeding millions while competitors pull ahead.
ai
MASTER AI BEFORE COMPETITORS DO.
Organizations investing in AI strategy now—for fan engagement, dynamic pricing, performance analytics, and operational efficiency—will dominate the next decade. Those waiting will be left behind.
65%
FAILED PROJECTS COMPOUND LOSSES.
With 65% of strategic initiatives missing timelines or budgets, poor process discipline doesn't just waste money—it kills competitive advantage when you need it most.
$5-15M
INEFFICIENT PROCESSES BLEED MONEY.
Clunky workflows, manual tracking, and undocumented systems create a "friction tax" that costs organizations $5M-$15M annually in leaked revenue and rework.
CHAOS
COMPLEXITY OVERWHELMS.
Revenue disappears into ticketing inefficiencies, sponsorship fulfillment gaps, stadium operations bottlenecks, and disconnected data systems—organizations can't fix what they can't see.
how can we be your wingman?
Schedule a confidential consultation to discuss how Wingman Sports can partner with you to take your organization to the next level.