Recently did a clean-out of several disruptive, law and lease-violating tenants, but have been coming up empty in finding solid replacements, and could really use some revenue coming in again. 

I decided to start with a clean slate on the new platform.

3.Hot tub maintenance for short-term rentals: cleaning & water changes?

Ensure it is clean and updated2.

Then we would be profiting a clean $2k a month from just this property alone and still have money for a down payment for a house hack. 

A $89 / night rate is not cheap after a $150 cleaning fee is attached.The cleaning fee still had to be paid or absorbed.

Tenant moves out, you spend $600 on cleaning and repairs, you file a claim, and Obligo pays you $600 in three business days.Here's the real good news: Obligo pays you every time.

You discover his unauthorized dog trashed the carpet in the living room, destroyed a couple doors, and the entire place needs cleaning.

Best,GZHello @Gabriel Zepeda,As @Andrew Abeyta correctly mentioned, there is not a direct and clean way to use 1031 exchanges to pay off debt on your existing portfolio.  1031s are great for lots of things, and they're really important to serious investors; however, they are not very useful as a tool for deleveraging. 

I've heard of mentees who started cleaning up construction areas on a flip at the end of each work day or picking up supplies at Home Depot and delivering them to the job site.