I purchased a property they managed and was unable to get absolutely no communication or return calls from the property managers.

And every year the same families came up from Mexico to do the harvesting for us and then returned .

Pros: pay off mortgage sooner, one account for everything (all cash + deposits + expenses are paid from the HELOC)Cons: higher interest expense, higher opportunity cost (putting all your cash into the HELOC means you aren't investing it into other things that could yield higher returns)

And if construction doesn't start up soon and return to precovid growth, you're going to see a nice gap that helps drive occupancies even a little further up until it does. 

I will return to this situation in the end of this post, but first let me show you why the age of a person can be tricky when it comes to the IRS.

If an early buyout opportunity arises, I’m happy to secure a solid return for all involved.

Eventually, after finally admitting he could not obtain a loan, he failed to return my capital, and completely stopped responding just long enough until the banks were unable to reverse any payments.

I have a buddy that has been doing flips for a few years and he now has investors approach him asking to get in on his flips so he lets them cover the down payment/entry fee's for 30% return on their money.

Here is how the Roth conversion works: you can convert anytime between January 1st and December 31, and you will receive a 1099R from your IRA custodian or 401k plan administrator before January 31st of the following year, which will be included in your tax return filing and that is when the taxes will be paid: at the time you file your tax return. 

I would find a property that can provide you both.I used to aim for 8% cash on cash return + 4% appreciationGiven where the market is now, it is likely hard to find 8% cash-on cash and a 4% appreciation.I think 4% cash-on cash and 4% appreciation is do-able.