There are even sites that specifically match young women to rich men.
You can either set up a local dating service in your town (from home to start), or set up a dating site to capture memberships from people all over the world.
The more specific your dating service business is, the easier it is to target and draw in customers.
Start off by fixing up a few of your single family members and friends with other people in your community on blind dates at no charge.
Post colorful flyers targeted for single people in your town in local stores and businesses with your 800 number listed (you can get one for as little as per month for your business calls--see Resources below) advertising yourself as a local matchmaker.
Many timid young ladies find it daunting to ask the guys out even when it is for something as promising as a Sadie Hawkins Dance and Scavenger Hunt. Speed dating events are becoming popular all over the world.
This will establish your reputation as a matchmaker and help your name spread through word of mouth if the matches are successful.
In the future you can charge a reasonable fee for making matches and grow from there.
Contact your local state commerce office to ask about licenses required to operate a dating service in your town or city, though it is likely that you will only need to register for a standard business license with your state (see "Resources" for a link to find your state's website).
Decide on the specific theme of your dating service business--interracial couples, millionaires with good looking men or women, divorced women with divorced men or busy business people.