Sure you can. If you want to measure the success of your matchmaking company in market terms, you could charge users for your matchmaking service and then return their money if they don't get married. You put your money where your mouth is by betting on the success of the couples you suggest.
I think companies don't try this strategy because it would be too expensive for the end user. You would need to charge thousands of dollars to make up for the hard work of matchmaking and the risk of bad matches. Not something an internet startup can do at scale.