It’s a lot to keep track of, especially when researching multiple markets.Would greatly appreciate any advice/insights from experienced investors who've navigated these challenges :- How do you approach understanding and evaluating short-term rental regulations when considering a new market?

So you really need a downpayment + 15k to be in the game.

I’ve worked for some group home providers where they employ a maintenance worker who handles some of these issues (usually if the have multiple homes in a specific geographic location) and I’ve worked for homes where the handiest employee fixes things and that option doesn’t always have the best outcomes.

The sooner you use a system like this, the easier it will be to keep track of it all when you have multiple properties. 

I am also considering multiple rentals and it appears that I have found a pretty good property manager based on feedback I have. 

I’ve done multiple cash-out refi with DSCR loans.

I suggest having smart TVs and let them log into their own accounts, preferably with a guest mode so they auto-log out after a certain number of days.For catering to families, I would concentrate on providing amenities like puzzles and games. 

Let’s unpack your ROI question in a way that reflects the reality of your financing setup.When calculating ROI with multiple loans, you’ll want to include all financing components in your cash flow analysis.

If done right, a well purchased flip will have multiple exits.

There are multiple billion dollar companies dumping money into the city, such as Intel, Google, and Amazon.I'd be happy to share some areas where you'll see the most cash-flow.