Do they have the necessary resources to stay on top of all the tax issues such as 1031 exchanges, 754 Step-Ups, etc.Feel free to send me a private message if you have any questions here.A couple articles you can read that will be helpful:https://www.biggerpockets.com/forums/51/topics/1206189-cost-...https://www.biggerpockets.com/forums/51/topics/1204912-how-t...

This includes understanding your budget, securing financing if needed, and determining what you can comfortably afford.Research is key.

Lenders are reaching out to Fannie Mae and Freddie Mac to have the minimum increased, since this is an issue that will not go away as insurance companies raise premiums to stay profitable, and HOAs try to avoid paying higher premiums by increasing the deductibles (or sometimes they need to do both to afford a policy at all). 

I’d buy there as much as I can comfortably afford regardless of MTR strategy.

You have to have eyes on your project every day to stay up-to-date and worst case, weekly.

When you are investor friendly it means you understand the metrics of the buyers property search.I have seen so many agents get comfortable and simply add their new buyers to the "Hot Sheet" and they blast the buyers with properties that do not even fit the buyers cash flow needs or budget.

How else do you expect them to make money to stay in business?

If you want to optimize you could identify the busy season and make that STR friendly and then the rest of the year block it for longer stays.

Do you allow single night stay?

As you keep learning, you'll get more comfortable with the numbers and figure out which strategy works best for you both.