But like @Ryan Harrell and @Min Zhang said, be prepared for a counteroffer or an outright rejection.As a rule of thumb, if I were you, I’d ask myself: if I had to pay full asking price for the property, would I still want to do the deal?

Same w/ the folks down at planning & zoning, they're super helpful. i'm in knoxville so happy to talk property specifics. sounds like a cool play. you'll be fine as an owner occupant and city STR rules.  

.📜 Know the rules – No "deal-making" in the forums (that means no advertising, pitching services, or looking for partners).

I haven't seen anything better than that myself.But... converting a rental property to your primary has some different rules. 

If using an LLC (aka a "Checkbook IRA"), you get direct control but must ensure compliance with IRS rules.

And the rules surrounding replacement are much more relaxed.  

In terms of incomes I use the 30% rule.  

Asking in the correct forum will get a better response.Read the RULES!

As big as you are, you should consider moving the properties into multiple LLCs (my personal rule is no more than $1M in single familys in one LLC, but this may need to be higher in your area). 

So, if you like the idea of the tax-free bucket, you can wait until 59.5 to take "normal" withdrawals, but here are a few creative ways to use the tax-free money early without penalty:You can do MBDR in your company's 401k plan and leave after age 55 and no longer worry about the 10% penalty (Rule of 55)Utilize 72T - Pay yourself the same amount every month until you are at least 59.5Move the money to a self-directed IRA (SDIRA), where you can use the Roth IRA to purchase RE10k of earnings can be pulled tax-free for first home purchaseThe principal can always be withdrawn tax-freeNot really anything anyone plans for, but there are some exceptions for medical expenses as well that can be a nice plan Z if you blow through other emergency fundsI do this in my company's solo 401k because it gives me the most control over the funds, but it can easily be done in a company 401k if their plan rules support it.