Agreed, it seems like money might not be the barrier here. It also sounds like you are still bootstrapping (so to speak). You've identified a market, which seem

Agreed, it seems like money might not be the barrier here. It also sounds like you are still bootstrapping (so to speak). You've identified a market, which seems to grow organically. Some (traditional business) problems you might have. - Sales. Looks like you need boots on the ground to get small businesses to advertise and owners to list property - Acquisition. How are customers (ie renters) finding you. - Advertising? Are you at the point where you need to spend money to advertise? Small scope might be useful here: local ads, flyers, etc... My suggestion, target your next (physically close) market, apply and refine your existing strategy. Find a more remote market, and see what's required to replicate your local success.