Even as a passive investor, having a boots-on-the-ground team makes the process way smoother and less stressful.

A stress free property is hard to find.I would not consider selling the property while the tenants are there.Whether you need to 1031 depends on what your living standards are and what income you will make at retirement.If you gross $3,200 a month, you still will likely continue paying repairs, insurance, taxes, etcYou likely won't be paying interest or principal.3,200 x 12 = $38,400Assuming 3% annual inflation, that amount increases to $47,000 after 7 years.You can subtract your expenses from this amount to see what you will net.If you are an tech employee making a nice salary, you hopefully saved money in a taxable brokerage account or a retirement account.

This is why it is stressed to have a contingency fund in your budget, but do you have enough?

And others that have been going bankrupt like Starcity were more because of COVID and ending in cashflow problems because of the decreased occupancies. 

Beyond basic numbers, how do you stress-test deals to make sure funding won’t become a problem?

It is a lot easier said than done, but it's better to avoid the stress and cut your losses early on.

If the numbers don’t work locally, forcing a deal usually creates stress instead of momentum.

If you have property in MO, I'd focus on building long term, trusting relationships there with professionals who have your best interest in mind so that when you do have an issue, they'll jump in and make it disappear so you can sleep at night.Sorry you are dealing with this- it's stressful and frustrating for sure, been there many times.

It would depend on your market but what I have seen is new construction was going up every phase but now has leveled off or decreased.  

I will also say, it provides a lot more functionality than just base prices (im sure other products do also). it can decrease prices as dates get closer to encourage bookings, minimum night bookings, increase prices when rentals in the area are booked.