With rent demand being so high, it can be hard to make the numbers work, and it is so easy for property managers to fill units, that there is little justification for taking on the risk of dealing with Airbnb issues.To illustrate, I will give a personal example.

you need a team, and the best way to set up a team and look at properties is in person.

Every client's pain point will vary, a good sales person will find their pain points and you can tell them why you are better than evolve. 

It depends on what tenants you have in the property, but I personally would be hesitant to remote manage. 

Additionally I don’t want to dip into my personal primary residence rainy day fund.

When you get a personal guarantee and lend to someone who has assets etc. - they have a lot to lose.

It takes actual thought and a programmer's mind to be able to build a CRM into something that's actually effective (sure a basic person could setup a phased text message or email automation, but it's tying everything together with opportunities, automated campaign re-entry/follow-up, social media integrations/automations, etc that is the real value).

@Sam Sarno Hi Sam,I personally love this area!

I'd suggest meeting people in person and investing in B properties or better in growing markets.

That's not really a full story so it's hard to say, but generally, if you don't feel secure or confident in the person you hired, you shouldn't have hired them.