Kevin  My initial reaction would be to recommend against this as it appears you are putting all your eggs in one basket, meaning real estate. 

My first reaction is if you’re looking to do high end flips, then I think it’s worth understanding your tax liabilities.

Reactions to your points - would love your feedback given you are clearly very experienced in this. 1.

I had the same general reaction @Chris Seveney did...I like to distinguish between what's possible and what's likelyLots of posters:"I can't believe how high the closing costs are on my loan - no one told me this""I don't have a down payment how do I get one""This tenant turnover is costing me thousands of dollars!"

I was able to mitigate but you really have to understand people and the various reactions to stuff they may have. 

Set an alert on here for "Buffalo meetup" and you'll get notifications.Without knowing your entire situation, my first reaction is to recommend you house-hack.

IF I'm going to make extra principal payments to pay off a "low(er)" interest rate mortgage early (compared to today's rates), my gut reaction would be to pay off the highest interest rate mortgage first.

Your clear message here is one of emotion in reaction to how you perceive tenants will treat you.

My wife and I have already discussed what our reaction might be if we do get cash calls from any of our syndications/funds and while we would look at each situation in detail, it's likely we would refuse.

@James Wise my knee-jerk reaction when I read the e-mail this morning was "Huh, so your telling me it's about to get a whole lot easier to negotiate for seller contributions".