As my current property management contract is up for renewal and also my tenants leases is ending by end of this month, I reached out to them for new offers.

As best I can I point out either evidence of issues if we can see them when we show homes, so you don't waste inspection and option money on homes you end up not really wanting to buy.   

And you'll never stop learning.  

Live with it for 6 days until the end of the month and then raise the rent 30-50% or just don’t renew.

I don't suggest doing arbitrage for many years to figure out the market (and the ropes), but rather, one can start with a sub-lease and then relatively quickly choose to buy if the conditions are good while continuing to profit from the sub-leased property until lease end. 

Security deposits soften the blow of tenants that stop paying or vacate before end of lease.

I feel I could continue leveraging content here on BP and other reputable sources for coaching without giving up this much in profit.

This is a viable strategy, but keep in mind you may not always end up with the property, particularly if there is equity, generally 20%+ above payoff amount as it may be picked up by a 3rd party bidder. 

If it being uninhabitable ends the lease or if the lease continues. 

The property is a means to the end of supporting/growing/etc the business.