Looks like Jon Bombaci and @Andrew Freed would be your best contacts out that way.

No - absolute max for DSCR is 85% LTV and that is extremely rare and typically not workable in this rate environment anyways.Standard/common max is 80% (acquisition and rate-term refinances) and 75% Cash-Out Refis

What about rate and term refinancing?

Something to look into in your case.I would recommend having the seller send message to all people already booked with your new listing & have him contact AirBNB or VRBO to cancel those reservations due to a sale.

You can then rent at market rate but have to register it with the town annually and abide by their annual inflation rules.

I’ve been manually scouring Zillow/MLS for deals, but it’s time-consuming, and I’d love to streamline this.2.Has anyone experimented with using machine learning models (like classifiers or regression models) to rate properties based on their condition from MLS listing photos?

I won't just write them all here but I highly recommend contacting a qualified 1031 intermediary to walk you through the process.

The main reason I decided to sell rather than hold was the rising interest rates.

If you're comfortable living where you are, equity in your current property or your savings rate would be the two other ways to get your next one which is going to be much slower.

Mortgage rates and PMLs are 8-12% plus points right now so the deal has to be a low enough entry.