But, of course, you must do due diligence to ensure the market will not recover in the short to medium term.What are the signs of a weak or stagnated market?

In my opinion, the short answer is to use your cash and refinance it into a 'standard' loan if you are going to rent it or sell it when you are done. 

I own an investment property in Tampa (at least I hope I still do after Milton goes through but we are not in a flood zone).I was wondering where home prices go on functional homes following a large natural disaster like a flood, fire or hurricane.I was thinking prices would go up shortly after the disaster since many other homes were damaged or destroyed, therefore supply is low and demand is high.The reason I ask is because I have a refi coming up following a fix & hold purchase.

Places that have little to no appreciation upside above the rate of inflation or a well executed purchase for a short term, mid term, or rent by the room strategy. 

The short answer to whether licensed real estate brokers/agents should obtain their NMLS mortgage broker license is: Yes. 

Or you can short term rent (STR) the ADU and start collecting now.

"We are sorry your check in experience fell short of your expectations. 

And then I also own 5 short term rentals that I manage passively myself.

In the short term, I aim to replace my monthly income from my current entry-level job, I dont make a ton of money so this shouldn't be too difficult.

The one thing to keep in mind is that a HELOC is a great short term debt instrument.