I am active duty military and plan to use the property for deployments/holidays for my family to stay near relatives until I separate in 4 years, then to use that property as one of several future investment properties.

Sounds like this could possibly be a Schedule C activity so keep self employment tax in mind.

I am actively expanding my STR consulting business!

I don't think the HOA can restrict what a tenant does within their own unit (the lease can), they can prevent activities in common areas.

You can still do it...get with an active Broker and hustle your butt off....!

Thanks to everything I’ve learned from the podcasts, books, and this community, my wife and I currently own:A triplex in MaineA single-family rental in San AntonioA single-family primary residence in Las Cruces, NM, which will become a rental when we move in a few monthsFor context, I’m an active-duty Army officer with about 12 years left until retirement, and my wife works for a university in Boston.

Which is a tax when you do an active business in your IRA but it is essentially the same thing. 

Cash for keys is definitely the best way to get people out in the day when I was very active at court houses steps cash for keys was by far the best way to get folks to move and bad tenants in a state with bad eviction laws to me would be the preferred method. you simply pay them when they are leaving the house not before.. that works fine and you give them more than 1k .. you make it worth their while..

I don't care if I'm ahead or behind of anyone else because my goals are not relative to anyone else's progress.I get your point that staying active keeps your skills sharp and that if you're active when others aren't you will have access to opportunities that they do not.

I get FinTech is a high-risk activity, but imagine the industry will consolidate to one or a few strong players.