Go to etsy and search for landlord spreadsheet.

Since they are solely transaction based and don't have to deal with tenants after they move in:1) Many are only interested in getting their commission and moving on2) Many think they are doing everyone a favor by working with a lease client, because they could be making so much more working on sales transactions3) Many complain about screening processes as they only see them as:---Potentially costing them their commission if their client isn't approved or finds something else during the process---Slowing down their commission payment4) NEVER allow an agent to screen a leasing prospect as they have a conflict of interest!

Based on the rider, this has to be a secondary home for at least 1 year.

I will qualify for REP status based on STR loophole.  

The idea is that they might be upset about the increase but will realize they are still getting a good deal when they search around and find out similar units are renting for $50-100 more than their renewal rate. 

First - Have a conversation with your CPA to see if will be beneficial. it appears that you are unsure based on the phrase "hoping it would benefit us".

Why would you evict the tenant based on this info???

.- the topics I search on BP appear to all be pre/mid covid, and have some recovery discussions post Irma.

I am not 100% sure on this though so I would definitely advise talking to a professional.Lastly, based on your portfolio and your questions, it sounds like you are a high learner but haven't been making that great of returns in your portfolio.

The more let's just say rambunctious your tenant base is the more you will have to landlord.