Is your question.1) low / no equity FSBO, >60days on market MLS listings, expired listings have some percent who have too much debt to take a reasonable offer so they are "stuck". 

Plan to not renew lease once it expires and conduct ~8k in renovations to modernize and re-list for $1295/mo.

The lease terms have not changed; your current lease is still valid, and expires on (April 30th, 2020 or whatever date).Starting January 1, 2020, if you have a maintenance request or another concern, please call or text Morgan at (phone number), or email (email address).

The agent was crying telling us her contract with the seller will expire in a week, and getting $1,000 commission is better than getting nothing.I thought about after all these years.

Current lease term (expiration date, month-to-month)7.

I need to download from the MLS expired list (single family residence, status - expired, Jefferson county KY, price range 130K-350K, expiration date - last month).

See if your Realtor is willing to send you a list of expired properties everyday and you can try and talk to the seller directly if they remain off the market. 

Huge mistake apprently because I did not put a expiration date on it.

When does the lease expire?

What if anything is preventing a seller and end buyer "hooking up" and working a deal  after the assignment contract expires?