Could get a policy with it as a second/vacation home, but expect I'd run into claims issues if BnB renters caused a problem.

@Shawn ChervinskisSee Section 408(b)(2) of ERISA for more information on this exemption.The office space or services are necessary for the establishment or operation of the plan;The contract or arrangement under which the office space or services are furnished is reasonable; andNo more than reasonbale compensation is paid for the office space or services.Regulations issued by the Department clarify the terms “necessary service” (29 CFR 2550.408b-2(b)),”reasonable contract or arrangement” (29 CFR 2550.408b-2(c)) and “reasonable compensation” (29 CFR 2550.408b-2(d) and 2550.408c-2) as used in section 408(b)(2).

The  unit is rented consistently and is functional but also needs upgrades, new siding (has 2 layers), Some rooms could benefit from re-wiring and more insulation,   Painting is always an issue as it is not plaster but older thin wallboard. kitchen is fairly new, bathroom could use upgrade, upstairs bedrooms have some pitched ceilings but I don't think based on the foundation/construction it is a candidate for a full second story and it had a new roof a few years ago.

It is extremely common for PM companies to accommodate for external contractors - as mentioned above, it is your property at the end of the day. 

Lots of issues with HOA, insurance, natural disasters etc.

The issue is that the carpet has buckled badly and needs to be re-stretched, a job which shouldn't take more than a few hours.

Not an HOA issue if its considered part of the unit and not common area.

There are specific requirements for the solo401k.You must be a business owner with no common law employees and earned income to supplement the 401k plan.

The amount of people relying on RAFT for first, last and security is extremely common in lower income areas since they are typically living paycheck to paycheck and it is hard to come up with deposit to move into a new place.

The belief that "no one takes better care of my own properties than myself" is commonly held, as well as thinking that the extra profits would help them scale up quicker.