Start speed dating
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.At future speed dating events charge a small admission fee and negotiate with the bar for a share of drink and food sales at the event. There are services online that work specifically with people who want to set up a dating oriented site (including membership capabilities, forums, chat rooms and other features).Some hosting accounts also give you what are called content management systems, or CMS options (see Resources below). However, if you can find your special niche, you will be able to create a successful dating service.
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.
Hand out professional business cards that identify you as a matchmaker and offer special deals for matchmaking services.
Hold a free speed dating event at a bar or restaurant in your town.
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.
Make sure the flyer is specifically addressing people from the demographic you are targeting--for example "Divorced Men for Divorced Women" would be a good headline.
The more specific your dating service business is, the easier it is to target and draw in customers.