@Jay HinrichsI see some corrections in specific marketsI was looking at a STR we had owning in 2020 that seller pulled back and later sold - property is now $600k more than they time / I can’t see it being sustainable for anyone to pay that much as revenues will never come close to cover costs

Depending on the size of the ADU vs the main property, you would probably be looking at either a "heavy rehab" loan - or a "ground up construction" loan.

If things got heavy I would tell them to follow the lease and send their complaint officially in writing, and I will respond accordingly,  usually that ended it.

They can only provide a general liability-only policy through Lloyd's, which doesn't cover the physical structure or contents.If anyone knows of a good insurance provider that offers comprehensive coverage, including protection for the structure itself, I would greatly appreciate your recommendations.

So this plan might not cover the risk scenario if we were to liquidate in a timeframe shorter than what we've planned for.

You can live in one unit and rent out the others (STR can help you save taxes), helping to cover the mortgage.

Using a turnkey condo for short-term rentals on weekends while reducing your commute could be smart, as long as STR income covers costs and local regulations allow it.From tax perspective, if you personally use the STR as you intend, you cannot create losses under vacation home rules.

When a number of tenants fell behind or didn't pay the rents, she defaulted on over 20 of them because she had no funds of her own to cover it.

Their voucher covers the entirety of the rent but I’m curious what type of income I should require for approval as what they report for their monthly income is so much less than I would normally require which is 3X the rent.

Hello,  I ran across a conversion strategy where an annuity company would add a significant cash bonus to my IRA conversion account to cover the conversion taxes so my conversion is tax free to me (well some what).