Consider if refinancing after increasing rents could work, and whether MTR/STR demand is strong enough to sustain long-term profitability.Keep as LTR with Minimal Cash Flow: While this avoids a cash outlay, being cash flow negative or barely breaking even isn’t sustainable long-term.

Yep, that's a good trick, I used it too.....I used to 'forget' something right up front in their face so they would find it and feel good.

They consistently place homeowners in the position of insurers, all while aggressively marketing their own "insurance" that they practically never pay a claim on.Highly unethical, and I am quite surprised that Airbnb hasn't faced a class action lawsuit from damaged homeowners.

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

Face the fear--get yourself in front of more sellers.Little by little, your presentations will become more comfortable, and your success rate will increase.  

RTC stands for "Over the Counter" which itself means, liens that were not sold at the original lien auction and are available no on  a first come first served basis at face value. 

I think one of the biggest risks you face with Cash Out is interest rate risk.It's really difficult to predict where interest rates will be in a 2-5 year time period, so it can also be challenging to model out future mortgage rates.

The challenge newer investors face is that overpriced properties tend to sit on the market for 60+ days and they see them all the time.

Either1) your startup takes off and you can distribute profit fast enough to pay off your debts, or2) you find another source of $100,000 a year (which barely even starts to pay down the $300k, but might provide a better chance for a better loan), or3) you BK and possibly lose the rental houses to creditors (hopefully not, but we don’t know how they are held), or 4) you sell the houses, take the tax hit, work with the IRS on a payment plan whose interest will be much lower than your CCs, and focus on the startup.  

Can you imagine the PR nightmare they’d face in this digital age?