HUGE assessments are happening and more coming. 200k assement I saw this week, can you say crash, then it will spill over the houses.

@John N CookI don't have much experience with ROBS... but the C-Corp requirement will mean that your C Corp has to file and pay its own taxes - unlike a Single Owner LLC, which can file within your personal tax return.  

I went to my local courthouse to see how to purchase houses in the bidding format and saw several big fish there.

I might be tempted to walk my butt into the owner's office -- does that LOOK like a place the owner spends 70 hours a week (lots of personal items on the walls?

However, this generic statement is useless for many reasons:- your two years are never identical- even if you expect them to be identical, we don't know the future, and things can change- you likely have a number of special factors that change your tax outcome, some of which I mentioned above and others mentioned in earlier comments on this threadWe are also assuming that you're selling outright for cash and not reinvesting, although you have other options such as installment sales (aka owner financing), reinvesting into REITs/DSTs, opportunity zone funds and more, as mentioned in other comments.Finally, nobody brought up what I consider the single most important factor in your decision process: you sell when you have a good offer, period.

The house is located within walking distance to shopping, schools, and entertainment.

Purchase price: $290,000 Cash invested: $100,000 Sale price: $549,000 4 Bedroom 2 bath house bought from an estate in a great Broad Ripple location.

I'm a Lender out in San Bernardino and and currently house hacking.

LLC for your direct investments (when you own a rental house for example).

NONE of my owner have ever gone to court, only the attorney and I have gone.