How do you get to know a market like this without extensive research that can take months by literally finding out what all the neighborhoods are, exploring all of them, talking to people in all the neighborhoods, etc.?

Ex) Don't give rent due date extensions for a tenant who waves to you everyday vs never giving one to a tenant to repeatedly flips you off. 

I have extensive experience with PM in Cleveland .

Tampa has appreciated extensively recently and buying a home for $95000 is really difficult.The only possible alternative is buying a distressed home and BRRRing it.

After kicking the can down the road for about 6 months the "Bank" came back and said they had a better offer of $20k over my offer and were planning to let my offer expire after 4 extensions unless I increased my offer, which my realtor convinced me was still a good deal.

At this point, you should request that the seller signs an extension of time for closing.  

The repayment terms for a 401k participant loan are equal monthly/quarterly payments of principal and interest (typically prime plus 1%) over a 5 year term (longer if used to acquire your principal residence).Please note that if you take a full $50,000 and then pay back the loan, you can't take another $50,000 until 12 months after the first loan was fully paid back.Per the loan offset rules that went into effect with the 2018 Tax and Job Act: if you leave your job and the loan is current at the time you leave your job but then the loan goes into default because you left your job, you will have until your tax return deadline (including any timely filed extension) to make the loan current by depositing the outstanding balance into an IRA (and thereby avoid the taxes and penalties that would otherwise apply).

I've done extensive research and flown out a few times to lock in on the areas I like.

I used that map to find properties I wanted and also took my laptop, extension cord, etc. to the sale and would pull open the map and see each property as it was auctioned off.The auctions are fast...you have to be prepared to bid fast.York County takes business checks also...so I was able to pay for the liens with my business checks.Here is my final map:  https://drive.google.com/open?...

This is a space I have extensive experience in.Good luck.