So the question becomes based on their individual and personal tax situation what is the estimated tax burden they'd save? 

I had the chance to meet him this past weekend at a summit in Virginia, and I found him to be incredibly kind and full of valuable insights.

You should estimate th property value using recent sales data.

I have some of the required funds in a HYSA, but will most likely need to draw from another account and I'm curious which method is the most efficient in terms of taxes/capital gains, penalties, loan repayments, etc.Based on my previous transactions in the market, I estimate ~$45k cash to close: $20k for the down payment, $15k for closing costs and prepaids, and $10k of starting reserves.

There's a good chance the issue(s) you face has already been discussed and answered.Ask questions in the appropriate forum.

By my estimates, pricelabs cost me approx $25K last year in lost revenue for some of the same reasons you've listed in your post.

Hey All, I’ve found an off market duplex in need of some repair (estimate unknown as I haven’t been inside yet).

They guy who had never invested in real estate had no chance. 

(The floors are tile and terrazzo, so it is easy to clean up spilled paint.)We haven't gotten an estimate on the painting from a painter yet. 

There's a good chance the issue(s) you face has already been discussed and answered.Ask questions in the appropriate forum.