What's your plan to win against all the cash buyers in the marketplace?

And then you submit both the signed tax cert and the fee to the County Treasurer for posting to the county system.And I'm not aware of any robust secondary market, auction marketplace, or trading platform for tax deeds/tax liens/tax certs.

Are there any red flags/additional information I should look for when assessing a tenant's bank statement?

The upside is definitely there.Your assessment of B-/C+ neighborhood is probably accurate, though I would lean more towards B-.  

The tenant is still ONLY responsible for their personal contents.All In (aka All Inclusive) - This is the highest level of condo insurance in the marketplace. 

From what I've seen, you can market it through Zillow, Cozi, Apartments.com, Craigslist, Facebook Marketplace, the MLS, etc.

I sort of view analytics (very different from simply capturing data) as a foundational element of any business in today's marketplace. 

Gross Rent 10,800Vacancy @6% -648Net Rent 10,152Prop Tax (180/mo) 2,160Insurance (est.) 500Repairs & Maintenance(5%) 540Prop Management (8%) 864HOA (220/mo) 2,640Net 3,448Debt Service (262.61/mo) 3,152Net before consideringcapex or assessments 296I don't know what your insurance, repairs & maintenance, or prop management cost will be but I suspect these are fair estimates.

If you didn't factor that in that could make for the 12k difference in a 4 month span in a declining market.If the market keeps dropping and new inventory hits and cuts down prices even more you will wish you would have kept this buyer.Maybe get the buyer to bring some cash to closing to make up the difference or you could finance the rest but the lender might not allow that and not disclosing could be defrauding the lender.The reason is the lender will assess more risk of default if the buyer has additional payment besides the senior loan.

My suggestion would be download both a copy of the tax liens to be auctioned by the county and a list of assessment data (you may be able to download or purchase from the county or a third-party source such as CoreLogic), then match up the two lists.