I would just suggest to keep things simple "overpay" for the property and just treat it all as basis in the property. 

Create a simple spreadsheet or written list to compare the features of each and identify the ones that align with your requirements.

Possible, but not simple. 

The really simple answer to this question is this: the vast majority of Americans are too broke to pay attention, much less pay their own broker.

No matter how simple you think your system is, somebody else coming in and sitting down and taking over Is probably not going to go as smoothly as you think.

This sounds like a pretty simple thing to fix.I don't like your lease.

Would be super simple if it is set up like a stock where you can buy in and sell off as needed to effectively spread the gain over a period of tax years.

The challenge that many borrowers run into when looking for larger equity lines with limits  of $250k+ is that they typically require full income verification (not always bank statement and DSCR exist) with lower DTI ratios (43-50%) however although the repayment scheduled is based off a simple interest only payment, (usually a 30 year amortization schedule with the initial draw period of 5-10 years) the qualifying rate is based off of the converted twenty year amortization schedule (240 equal installments) of the payback period.

The answer is actually very simple. 

Simple math will always win.