But, part of his point is that IF I do not qualify, it may be a long time before I can take advantage of those losses from the bonus depreciation anyways.

You may take a loss, but you'll hopefully learn some lessons and do better next time.

It is so important to buy property that you set yourself up for success with (they pencil out) and mitigate the risks of loss. 

However, given that the STR it is technically ‘attached’ to my Primary residence, could I still offset loss years against my W-2 income?

You end up paying double.Just some food for thought from an REI and bookkeeping firm owner.I'm happy to discuss more and get into the weeds.

Regarding your questions:1) Typically, the landlord's insurance should cover the cost of the tenant's hotel stay during repairs, as it's considered a loss resulting from the property's condition.2) If the pipes were shared with other units, responsibility might fall on the HOA to address the issue.

See the attached breakdown of losses for more details.

I had to book a hotel at same place they holding: Total expense: $1000 + $500 + Food/Toll/Gas = about $1,800ish Schedule : 8:30am to 5pm.

They did make up rules as they went along because lender #3 (we dropped him) cut the qualifying income by 35% based on pandemic k1 losses but lenders #1, and #2 did not count them at all since capital ownership was <20%.

@Kirk Garner here's our standard copy & paste food for thought:).Recommend you first figure out the property Class you want to invest in, THEN figure out the corresponding location to invest in.If you apply Class A assumptions to a Class B or C purchase, your expectations won’t be met and it may be a financial disaster.So, when investing in areas they don’t really know, investors should research the different property Class submarkets.