My emphasis in Business School was Economics so........ 

I don't think that's a good idea, you are not getting much of a discount, the property needs a lot of work and you don't have the capital (25% down plus rehab) or the experience to take it on.Most important for your first deal is that you have a good experience and not lose money.

Furthermore, there was a greater emphasis on preventing the claim or incident from occurring in the first place. 

you will just lose money.good luck

In other words, over the course of time the business owner will hits bumps in the road where they lose money.  

Some of your properties may be rapidly appreciating while others may be stagnant or losing value.

Here's the best lesson I can give to those trying to figure out the paralysis issue:  the true entrepreneur (who gets things done) does not care if they lose money.

I have enough in savings to pay for it but I keep asking myself should i just sell it and get it off my plate and lose the low interest rate or bite the bullet and do a big rehab and continue renting it out.

The easiest way is to Be prepared to lose the money you put in to the deal, and screw over the seller’s credit, or pay off the loan in full.

I could have great income streaming for multiple years and then some economic hit like Covid or the next pandemic and work could go out the door for multiple months.It comes down to a fear of losing a bunch of work and not being able to find more, while I have to be paying off property.Thats why I’m debating if waiting a lot longer and saving up a large savings account is smarter.