Because after purchasing the new rental for $700K that leaves them $300K initially, so take $260K to pay off their mortgage, and still enough left to cover a good chunk of the taxes owed. 

Right now, I'm working with a team that helps find off market properties for investors which has been a great way to dive in and connect with experience professionals in the industry.

I think if the house is paid off and you have a decent interest rate then you should keep it!

If there’s work to be done he can give a pretty good estimate off the cuff.

Everyone’s needs are different, but I definitely wouldn’t write off Hospitable.

high interest rates have hurt cash flow and long term rentals are still a great investment... they're just not going to throw off rental income in the first few years of ownership.

Trading off current cashflow for principal payoff in the future?

I'm assuming I would have to pay it off if I won the house. 

I was more focused on building the portfolio, and it paid off, as I scaled to 50+ rental units in 5 years.I started my own PM when I moved to a different market because I wasn't confident I could find one as good as my previous manager.

Than there are off-site issues such as availability and capacity of utilities and the capacity of access roads, and on-site issues such as depth of bedrock (is it diggable or will you have to blast?)