As a property owner, this is clearly a risky decision, that's why I think the future of BootRent would have some sort of startups valuation algorithm to give property owners some help in making that decision.
"Reputation" indicators depends on trust by the asset owners. And when it comes to money handling, building a reputation takes a long long time. I'm just saying. I mean, think of it in this way, if I am your first deal, why would I want to believe in your reputation indicators? I don't even know your system. I'd recommend providing the asset owners with estimated revenues based on the average revenue of the sector in which the startup operates. A counsel by the VCs about why they funded the startup could also help a lot.