As far as hiring the other trades, this can be difficult from a distance, who is helping locally?

Boston is expensive just as any other major city so you might have to pivot outside of it. 

Other wise they would have bought it at the auction and would have told you they owned them so you would not waste your time and money bidding.. that's the other play these redemption buyers play.

I also spent a lot of time networking with other investors and professionals to get advice and tips.

DSCR Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

Others repeat what gurus tell them.

Kissimmee & Downtown Orlando for STRs – Market Overview•Kissimmee is one of the most popular STR markets in Florida due to its proximity to Disney World and other major attractions.

This approach has not only improved our operational efficiency but also helped us stay on top of opportunities without getting bogged down by the details.Have any of you tried alternative strategies or found other methods that work even better?

Are there any other events that could occur which according to a lender would constitute the start of the seasoning period?

You are competing against other owners who have a much lower basis and/or debt cost to cover.