When you get self-hosted up and running, you may also want to consider open sourcing the private cloud portion as well. Think of it more as a marketing thing. Many companies <5 people tend to either go all-in on the cloud, or their own servers if bootstrapping. For teams on the cloud, they don't need your product, yet. For teams who are running their own private clouds, they do. Eventually, they'll grow into the cloud and bam, they start paying you.

It's a long game, but might be worth it.