MILWAUKEE LEAGUE AMBASSADOR
GLADIATOR TENNIS
MILWAUKEE, WISCONSIN

The League Ambassador is the local face of Gladiator in Milwaukee, Wisconsin. Leverage your intimate knowledge of the local tennis community to become a part of the one of the fastest growing sports tech companies in the country.

You’ll build relationships across the local tennis ecosystem, shape the launch strategy for your market, and ensure players have an exceptional experience season after season.

This is a part-time role requiring roughly 5 hours per week off court, with heavier involvement during the launch and early growth periods.

About This Position

Advise on Launch Strategy

Based on our proven local market launch strategy and your intimate knowledge of the local market and tennis community, you will advise Gladiator on our local go-to-market launch plan. This involves helping to determine initial league season lengths, supported formats, focused sub markets, validations of marketing plans, and making introductions to other local tennis influencers who may be interested in helping to promote the league.

Build Partnerships

You'll help Gladiator develop win-win relationships with:

Local Park districts
Local Clubs
High school & college coaches
Local Teaching pros
Local tennis influencers
Boutique Tennis shops and tennis community organizations

Drive Player Growth

Conduct individual outreach to local players to get feedback on the league
Encourage player-to-player referrals
Grow brand visibility at courts, events, community spaces, and online

Represent Gladiator at Local Tennis Events

Establish a presence at:

Coaching and teaching-pro conferences
Club / park district events
High school or state finals (if youth offerings launch)
Other relevant tennis gatherings/conferences

Help Plan & Host Gladiator Events

Help partner or run local events, such as:

Social mixers
Tournaments
Awareness events for new players
The end-of-year Colosseum Playoff Experience

Help With Local Grassroots Marketing

Example responsibilities:

Dropping off flyers (materials provided)
Visiting HOAs, clubs, and parks
Conducting local outreach to build brand presence
Supporting schedule validation and helping fill seasonal gaps

What Gladiator’s Central Team Provides

You’re not doing this alone. Gladiator HQ handles all:

Professional league administration and customer support
Marketing infrastructure and local paid media campaigns to drive league recruitment and growth
Technology & automation to run the full league experience
Playbooks for partnerships and expansion strategies

This frees you to focus on community engagement, partnerships, and building player energy in your market.

Ideal Candidate

A passionate tennis advocate
Well-connected in the local tennis community
Outgoing, collaborative, and great at building relationships
Entrepreneurial and excited to grow something from the ground up
Organized, reliable, and eager to try creative growth experiments

Coaches, teaching pros, high-level recreational players, and community tennis leaders often thrive in this role.

Growth & Future Opportunities

As Gladiator introduces new racket sports and racket sport related services streams—the earning and impact potential of your market will increase dramatically.

Top-performing ambassadors may transition into full-time roles or leadership positions across regional operations, community partnerships, or other aspects of the Gladiator platform.

Compensation

Base Rate: $40/hour

Performance Incentives:

Commissions: 50% commission for recruiting new players into the league
Bonuses tied to hitting league size and revenue milestones
Potential equity opportunities via Gladiator’s stock option plan, awarded based on KPIs such as player count, market revenue, and growth trajectory

Long-term potential: This role can evolve into a full-time position and includes opportunities to participate in the expansion of the Gladiator ecosystem on a national and international basis.

About Gladiator Tennis

Gladiator Tennis is on a mission to spread the joy, competitiveness, and community of tennis across the country. With our next-generation digital platform, rapidly expanding player base, and local leagues operating across multiple U.S. markets, we're building a professionally managed, community-driven tennis experience that players love.

NOTE RE APPLICATIONS AND COMPENSATION

This search is being conducted internally by the Employer. McMahon Careers has not verified the projected total compensation.

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To Apply, click below.

Milwaukee Ambassador-Gladiator Tennis