I'm probably not understanding something. How is $250k ARR enough to build a team with? I would think you would need to be a magnitude higher at least to support a team off of that, especially if you are bootstrapped and have no cash reserves.
8 killer sales agents. Part salary say: 24k commission 25% of new contracts or
2 killer sales agents. 95k 2% commission or
1 marketing person 75k and two killer sales agents 75k plus 10% commission
50k+ could pay for everything else provided no rent is involved.
This means that the next 12 months one of the priorities will be building a stable team to support the growing customer base. Depending on the vision and the pace they widh to grow, this can be focussed on more sales, more engineering, more support, etc.