Education and risk control...and a spinoff from the education is more risk control

They resigned a lease with me on a continuing month to month basis.  

I was thinking about changing my offer based which would hedge myself against an eviction and vacancy over winter. (8-10K reduced offer) I'm not sure if I should continue or not.

The house has had continued use as a duplex so I could purchase and leave as is but I could not go to a triplex as it was not a permitted use under the newer or older zoning...

Now they will consider less than two years with some evidence that the business will/continue to be successful i.e. you're in the same industry you were in previously, you bought a thriving business with an existing cutomer base etc..

Typically, the same applies to LLCs where you and your spouse are sole members.Actual Lenders Title Insurance states;CONTINUATION OF INSURANCEThe coverage of this policy shall continue in force as of Date of Policy in favor of an Insured after acquisition of the Title by an Insured or after conveyance by an Insured, but only so long as the Insured retains an estate or interest in the Land, or holds an obligation secured by a purchase money Mortgage given by a purchaser from the Insured, or only so long as the Insured shall have liability by reason of warranties in any transfer or conveyance of the Title.

Should I continue with existing tenant.

My current properties cash flow nicely but I have little room for error due to continual reinvesting.

No different than people accepting poor service at a place of business by continuing to patronize it and creating a sense of norm around accepting poor service.

Finish your education, get established in a career with a couple of years of employment and use that time to live the most frugal life style possible to save up the cash needed for the necessary DP and reserves.