Cheryl Maida
In short: Cheryl Maida is a South Florida professional matchmaker with more than 15 years in the trade. She runs Cheryl Maida, LLC, founded The Black Tie Club in Boca Raton and has been named as Director of Matchmaking at Matchmaking.com. She matters to the dating industry as a human matchmaker who comments on app fatigue, vetting and, in DII's coverage, political screening.
Key facts
| Role | Professional matchmaker; Director of Matchmaking at Matchmaking.com (2025 press); CEO and founder of The Black Tie Club |
|---|---|
| Organisation | Cheryl Maida, LLC Professional Matchmaker |
| Based in | United States |
| LinkedIn profile | |
| Occupation | Professional matchmaker with Cheryl Maida, LLC, based in Boca Raton, Florida [Cheryl Maida - Cheryl Maida, LLC Professional Matchmaker (Li, 2026] |
| Role at The Black Tie Club | CEO and founder of The Black Tie Club, a matchmaking business in Boca Raton; co-founder is John Ferber [The Vibe Dating - A Black Tie Club Production] |
| Role at Matchmaking.com | Named Director of Matchmaking at Matchmaking.com in 2025 press materials [Matchmaking.com Opens New Headquarters in Boca Raton, Florid, 2025] |
| Current role caveat | Her Facebook page describes her as owner of Cheryl Maida, LLC and former Director of Matchmaking at Matchmaking.com [Cheryl Maida, LLC Professional Matchmaker (Facebook)] |
| Career background | Worked as a corporate recruiter before becoming a matchmaker; began by meeting clients in Florida coffee shops [Q&A, 18 June 2025] |
| Experience | Described as having more than 15 years of matchmaking experience [Cheryl Maida Of Matchmaking.com On 5 Ways To Create a Wow! C, 2025] |
| Black Tie Club service model | Screens and vets members, runs Florida background checks and arranges first dates [Boca Raton woman launches matchmaking and dating business...] |
| DII coverage | Quoted by USA TODAY, as reported by DII, saying she began asking clients about political preferences after 2016 [Dating Industry Insights, 4 September 2026] |
Biography
Cheryl Maida is a professional matchmaker based in the Boca Raton and Delray Beach area of Florida. Her LinkedIn profile lists her as a professional matchmaker at Cheryl Maida, LLC, and her Facebook page describes her as the owner of that business. Press interviews say she began as a corporate recruiter and started matchmaking after her father suggested it, first meeting clients in coffee shops from Miami to Jupiter.
She has been linked to two matchmaking brands. The Black Tie Club's website names her as CEO and co-founder alongside technology entrepreneur John Ferber, and a Boca Raton news report describes a members-only service in which staff screen members, run Florida background checks and arrange first dates. In 2025 press releases and interviews she was named Director of Matchmaking at Matchmaking.com, and one local report called her its founder. In an interview she said the business grew out of a partnership with a client. Her Facebook page now lists her as a former Director of Matchmaking at Matchmaking.com, so her current role there is not confirmed.
Dating Industry Insights quoted her in a September 2026 story on political filters on dating apps. DII reported that, according to USA TODAY, she began asking clients about political preferences after 2016 and saw matches fail once political views came out. Her public comments generally contrast personal, vetted introductions with app-based dating.
Also mentioned in
Questions about Cheryl Maida
Who is Cheryl Maida?
A South Florida professional matchmaker with more than 15 years of experience, who runs Cheryl Maida, LLC and founded The Black Tie Club in Boca Raton.
What is her connection to Matchmaking.com?
She was named Director of Matchmaking at Matchmaking.com in 2025 press materials. Her Facebook page now calls her a former director, so her current role is not confirmed.
Why did DII quote her?
DII's September 2026 story on political filters cited her, via USA TODAY, as a matchmaker who began asking clients about political preferences after 2016.
What is Cheryl Maida's current role?
Cheryl Maida is Professional matchmaker; Director of Matchmaking at Matchmaking.com (2025 press); CEO and founder of The Black Tie Club at Cheryl Maida, LLC Professional Matchmaker.
Also known as: Cheryl Jaffe Maida.
Sources
- Cheryl Maida - Cheryl Maida, LLC Professional Matchmaker (LinkedIn)
- The Vibe Dating - A Black Tie Club Production
- Matchmaking.com Opens New Headquarters in Boca Raton, Florida
- Cheryl Maida, LLC Professional Matchmaker (Facebook)
- Q&A: Inside the exclusive world of gay matchmaking (Out, sponsored by Matchmaking.com)
- Cheryl Maida Of Matchmaking.com On 5 Ways To Create a Wow! Customer Experience
- Boca Raton woman launches matchmaking and dating business... with a few twists
- Political Filters: Dating Apps' Shortcut to User Engagement, Not Compatibility