No? Okay, okay -- then Mike Perham from https://sidekiq.org is pretty great. I’d list others, but a lot of great single person businesses eventually turn into more than a single person business. And because of that, none come to mind right now other than Sidekiq.
(Currently trying to think of more...)
it might be hard to bootstrap such a business and compete with established competitors with major market share as the value of a matchmaking business surrounds growing a marketplace of people to offer many possible opportunities for matches to people who sign up (it might even be a bunch of different sub markets, some two sided, some one sided, etc).
i believe plentyoffish (founded by a single single person, iirc) tackled this by initially offering a free service without any revenue source, until the value of the business was realised by selling it with its large free userbase to an established competitor.
another downside of a dating & matchmaking business model is (at least for some segment of customers) if you succeed in making a good match for them then you remove them from your target market, and they cease being customers.
Kiss- Yep, the band- Gene Simmons. he talks about how he runs it alone in Me. Inc: https://www.amazon.com/gp/product/B00I2PG3TW