There were issues syncing the reservation calendar, and it is nearly impossible to reach a customer support representative with Booking.com as an individual STR owner.

That doesn't mean they are true, factual or objective. 

If a cash out refinance, many lenders will allow the cash out to satisfy the reserves requirement.DSCR lenders generally let you vest either individually or as an LLC.

So while you may get several numbers for an individual, not all numbers will still be active for that person so the total accuracy rate will go down.

If a cash out refinance, many lenders will allow the cash out to satisfy the reserves requirement.DSCR lenders generally let you vest either individually or as an LLC.

I've met plenty of individuals with far more experience than me who have offered referrals, advice and so on but I'm looking for more handholding than is reasonable to ask for someone to provide for free.

They know the market, understand contracts and law, are experts at negotiation, provide a second (objective) set of eyes, and more.

When a child LLC (disregarded entity) is used to hold each property, and all of the tax reporting is done on the tax return of the parent entity, does each  individual child LLC need to file the BOI Report, or only the parent LLC? 

Quote from @Chris Seveney: This really boils down to each individual situation.

We are doing 300+ homes so individual LLCs isn't realistic in this scenario.