We could all use a little laugh break in the workday, right?

Why don’t you find another spot and I won’t charge you breaking the lease.”

Everything I've purchased personally, including a recent 4-unit purchased last month, has been heavily cashflow negative initially and it usually takes a good amount of work to get it to cashflow or break even within a relatively short period of time....6-12 month approximately.

You were correct that you can discourage/block an applicant from applying without breaking a fair housing policy if your application process requires them to tour. 

Let me break it down based on your scenario and the updated market landscape.Replacement Property and MortgageYou're correct that your replacement property must be equal to or greater than the value of the property sold ($440k in this case) to fully defer taxes.

We stayed away from anything breaks the rules....The STR we own technically in East Naples which is 100pct legal.

Most lenders break scores in 20 point buckets so a 720 score would get a better rate than 700-719.

Any time you "are trying to be nice" or "give them a break", not only do you undermine the legal foundations of your lease, you embolden the unethical tenants to move the boundary further in their favor.

but there is case law that allows you to break some terms of a mortgage agreement if something is unenforceable, for example the sub-to community relies on the Supreme Court cases which say it's not required to notify the lender when you transfer the deed/title. 

Sometimes the best investments are the ones you wait for.Here’s the kicker: utilities and zoning can make or break these plays.