Because you succeed with the househack, you are well-positioned, and also highly motivated to go after another property...rinse and repeat, and in 5-6 years, you have 5-6 cashflowing, (hopefully) appreciating, relatively easy to manage LTR single family homes.  ...or, perhaps you go into STRs after you househack--in which case, you will be much better-positioned and much more well-prepared to succeed with the STR (because you'll have the invaluable experiences gained from your previous househack).In skiing, we don't take beginners down double black diamond trails--doing that would endanger them and other people in the area.

@Andrew Pettit there are a lot of us here on BP, and you can also find many at local real estate meetups such as RIREIG and Black Diamond REI.Do you have your first deal yet, or are you looking for someone to help you find and do that first deal (i.e., a mentor)?

@Derek Diamond Thanks for the advice!

Thank you for your reply @Derek Diamond.

@Derek Diamond thanks so much for replying!

Is this a diamond in the rough or do I run from the potential issues?

This is an old, old, old game.....the guys selling the training revive it every few years.....for people who have never heard of it and think it is some “new” strategy.Have you ever heard about attorney Bob Diamond's Tax Overages paid course?

@Derek Diamond thank you for your response!

depending where you buy, by the time you run your numbers income/expense monthly there is no cash flow. in some places where airbnb is popular, investors own and when its time to sell they are asking high asking prices. its not the locals selling at a discount, due to a situation. like anywhere else, you just have to find the diamonds in the rough.

@Derek Diamond Thank you very much for the information!