But I will say that 1031 will not apply, that needs to be a longer-term hold/investment. 1031 applies to rentals, STRs, MTRs that are held for much longer. 

When ADU is complete, rent it or move in and remodel main house.After a few years, I think it is highly likely (again wouldn’t count on it, but would leave the possibility open) that CO allows and encourages those who build ADUs to subdivide their properties so that more people can own their homes.sell the ADU and main house separately, benefit from enormous upside.

I have also been talking with some people in the business.

VRBO does not seem to do the same guest verification or background checks as Airbnb and you have to opt in to Damage Protection (insurance or deposit) which I've read can detract people from booking.

People realize they are not going to get 1/3 of value whether it takes a month or a year because of holding and closing costs.

As someone who’s just getting started, I’m focusing on connecting with the right people and learning how to present opportunities effectively.

- At a high level often people set goals that don’t align with their overall life goals.

These are deals that people can find on and off market, they just need to be creative on what they can do to the property to make the deal a deal  

The contractor will give you better pricing the more you use them, some GCs increase their price, but those are the ones you would like to not use (side note, of course with inflation you need to pay your people right, but it needs to be reasonable).

No, banks do not allow a seller held second now a days due to risk and new guide line changes.