However, our current situation is a bit unique and has a human aspect we can't overlook.The potential tenants in question are in immediate need of housing, and we have the opportunity to provide them with a safe and comfortable place to live.

However, I want to know when should I give that aspect of the business.

Otherwise, the landlord could hire you to collect bookings, fire you, and keep all the money.I recommend you look at other aspects of your management contract.

You really want to surround yourself with experts on every aspect of STR investing from insurance to financing, REI analysis, tax strategy, growth and marketing plans, etc... people who are good at this have teams of specialists guiding them.  

But after further research I could do the same arbitrage lol, so cash-flow is not really problem for me right now.I think one good aspect of real estate is that because it's always in short-supply,so even the low-educated homeowner is almost always win and we don't need to be very advanced in financial/engineering like in equity investment. 

I will look further into these aspects to make sure we choose the right target market for us!

Yes, there are limited neighborhoods where it is walkable but I would not be selling that aspect.  

From a tax efficiency aspect, a lien on investment real estate equity is by far superior to 401(k) or an IRA.Paul

Additionally, if there's a particular aspect of real estate you're eager to explore or learn more about, let me know, and I'll do my best to provide valuable insights.

I highly recommend managing them yourself, at least the bill paying, tenant screening, rent collecting aspects, and finding reliable plumbers and heating/cooling people- these are the services you'll use the most.