Trust. Results. Experience.

Maestroe Sports & Entertainment is the ultimate evolution of more than thirty years of experience in the sports and entertainment industry. We have unparalleled expertise in sponsorship, activation, sports property development and digital executions covering sports, brands, performing arts and municipal programs with deep relationships and capabilities both domestically and internationally.​

Our Services

Unparalleled Expertise


With over $100 million in corporate sponsorship sales completed on behalf of sports properties, performing arts organizations, and municipal programs, Maestroe has industry-leading experience and relationships to drive revenue on behalf of our clients.


From bespoke experiences and activations, to prospective partnership identification and deal negotiation, Maestroe specializes in optimizing the sponsorship and activation business strategies of its clients.


Maestroe excels in sport property development, from ideation to execution. With dozens of sports & entertainment properties created and grown from grassroots to global, Maestroe is an ideal partner to create your business plan and bring your property to scale.


With over one hundred events produced and managed internationally, Maestroe has the established relationships, experience, and partnerships necessary to accelerate the global growth for our clients.


Maestroe’s in-house creative agency can provide a suite of services on behalf of our clients, including: Communication Strategy, Social Media Strategy & Execution, Digital Content Creation, Event Content Capture, Art Direction & Design, Branding Toolkits, and more.


Our Team


Gabby Roe


As President of Maestroe, Gabby oversees all verticals of the company including sponsorship sales and activation, new property development, event operations, brand integration, web/digital strategies and execution, business plan creation, budget/financial planning and execution, among several other areas. Gabby’s career spans for more than 30 years with experience in the high-growth sports space including his time at Beach Soccer Company (BSC), Major League Lacrosse (MLL), Pro Beach Volleyball (AVP) and ASA Entertainment. Gabby is also a recipient of the Sports Business Journal’s Forty Under 40 award.


Ben Kessler


With 10+ years of experience, Ben’s scope of influence covers many areas of the sports business including sponsorship sales, ticket sales, event planning and operations, activations, marketing, community relations and fan engagement. Ben has been on the forefront of pitching, negotiating and implementing numerous sponsorship deals. His knowledge and experience within the sports industry allows brands and properties to come together to create long term partnerships that break the norm. Ben graduated from Indiana University with a degree in Sport Marketing and Management and currently resides in Philadelphia, PA.  Before coming to Maestroe in 2016, Ben worked for Philadelphia 76ers, Philadelphia Union, IU Athletics and EMG Sports Agency.


Jake McMenamin

Business Development Manager

Jake supports all aspects of business development and client retention across Maestroe’s portfolio of clients and partners. Jake’s 5+ years of experience covers a wide array of skillsets within the sports industry including sponsorship sales, brand activations, events, team operations and market research. With his diverse background, Jake is committed to creating deep and meaningful relationships with his clients. Jake is originally from the Philadelphia area and received his degree in Sport Management from the School of Sport, Tourism, and Hospitality Management at Temple University. His industry experience includes MarketCast, Philadelphia Union, Comcast Spectacor, and a previous stint at Maestroe. He is excited to be back with the organization again!

Kelly McGee

Kelly McGee

Client Services Manager
As the Client Services Manager, Kelly provides support to Maestroe’s portfolio of clients and partners, including developing customized sponsorship sales proposals and brand marketing strategies, and planning and executing sponsorship activations. Kelly also oversees all PR and marketing initiatives for Maestroe. Kelly graduated from Temple University with her bachelor’s degree in Kinesiology and a master’s degree in Sport Business.

Join our team!