Been studying nonstop for the past ~2 weeks learning deal/market analysis and listening to podcasts daily.

Start the eviction process.My lease includes a holdover clause that says staying beyond the termination date results in "holdover" and the renter will be penalized a rate equal to 4x the rent, charged daily through the day of termination.

Stuff like moisture invasion does NOT get cheaper by waiting to fix it.What you're going to fight is a buyer thinking you're trying to sell services and over-emphasizing some problems - It's not you, just buyers.Only thing I'd say from looking at similar things is if it's a 1-page report and 10 pages of ads, that doesn't go over well. 

It is also a mixed bag of results regarding using any underlay and moisture barrier. 

As you would expect, fitness tenants and full-service restaurants may not be chomping at the bit to sign leases, but daily-needs tenants (like pharmacies and grocery stores) are doing deals.

A loan officer or mortgage broker can quote the daily rate for you, and how they arrive at that rate. 

From the rough outline that I have been provided, it appears that a condo complex will be ineligible if any of the following apply:- Is transient in nature, offering hotel type services (including those offered by the HOA or management company) such as registration services, rentals on a daily or short-term basis, daily cleaning, central key systems, etc.- Is professionally managed by a hotel or resort management company that also facilitates short term rentals for unit owners- Has obtained a hotel or resort rating for its hotel, motel, or resort operations through hotel rating providers including, but not limited to, travel agencies, hotel booking websites, and internet search engines.- Projects or HOAs that are licensed, or have a designated licensed agent, have a permit to operate, or are registered, as a type of transient housing for the rental of non-HOA owned units.- The HOA receives revenue from, or pays expenses for, hotel type services including a registration desk/rental registration desk, or an onsite rental operator's desk, or a rental website/hosting platformI would imagine, just like in Destin, FL, that there are plenty of cities across the country where there are front desks and management companies running a large majority of the STRs in their complex. 

From the rough outline that I have been provided, it appears that a condo complex will be ineligible if any of the following apply:- Is transient in nature, offering hotel type services (including those offered by the HOA or management company) such as registration services, rentals on a daily or short-term basis, daily cleaning, central key systems, etc.- Is professionally managed by a hotel or resort management company that also facilitates short term rentals for unit owners- Has obtained a hotel or resort rating for its hotel, motel, or resort operations through hotel rating providers including, but not limited to, travel agencies, hotel booking websites, and internet search engines.- Projects or HOAs that are licensed, or have a designated licensed agent, have a permit to operate, or are registered, as a type of transient housing for the rental of non-HOA owned units.- The HOA receives revenue from, or pays expenses for, hotel type services including a registration desk/rental registration desk, or an onsite rental operator's desk, or a rental website/hosting platformI would imagine, just like in Destin, FL, that there are plenty of cities across the country where there are front desks and management companies running a large majority of the STRs in their complex. 

What were some common daily challenges when dealing with your tenants?

If you're a seasoned veteran, what was your daily experience like when you first started, and what do you wish you had incorporated or left out?