Keep in mind this is just the approach that aligns with my goals the best, which is to build wealth to reach financial independence ASAP!

I'm also approaching the 20th. 

The seller doesn't want to approach the tenants for new leases or an estoppel agreement which is rather strange.

I have decided to sell my duplex but before even listing it because I am getting some minor touch up and repairs done, I have been approach with an offer.

This a value-driven approach.  

@Bill Fitzgerald I do not have a financial background but I believe I have a different approach than the average Joe when it comes to managing my money.

Then take some time re -strategize your investment approach with the new capital.

Also keep in mind the additional tax benefits of this option and that the property pays for the expenses, taxes, insurance, etc, not you.I like your approach in being proactive with your property manager and having a discussion.Finally, and maybe most importantly, what would make you happy?

. :)Don't underestimate your sphere, they should be your best resource, these people know and like you and by approaching them like this it's super low pressure, won't make you feel salesy, and eventually of course if they like you enough to recommend you they'll use you as well.PS.

I have had more than a few attorneys approach me to assist their clients as a personal favor to them after several other Brokers/Realtors had been "eaten" in the process.