The assistance is needed because of other pressing business interests. 

Low rates made some people a lot of money but also now that rates have normalized many are getting crushed in some investments.Right now rates need to stay near where they are and government needs to slow the printing press

Coming from a landlord, "at least they are paying" I think, reinforces a negative stereotype in our industry.If they do not have respect for this part of your signed contract, they will also flout other parts - whether or not you are aware of it.I would press them for a notice to vacate in writing for May 1, and if they hesitate at all, I would make sure you issue you own notice to terminate/non-renewal in plenty of time to be compliant with your jusidiction.I think you know this already, but I would not have let them go this long without paying for damages. 

Even the real and substantial buyers are getting pressed.

In the financial press they're predicting next year for cuts already.

We get a lot of bad press about slumlording and it is often OOS investors who let their property go to hell and the DNS starts getting complaints about trash and condition.

The median existing-home sales price increased 4.8%, reaching $393,500—the highest price ever recorded for March, NAR reports.Meanwhile, builders pressed the brakes on new-home construction, sensing buyer hesitancy from rising mortgage rates.

He keeps pressing for us to submit the paperwork (confirming his residency at the unit), but If I don't do it, what happens with the rent?

If you can't manage those issues in a vacuum, you're going to have to press the sell button and therefore lose the scaling process.With how today's movement is going, you can't just copy & paste what people did 2010 till 2022.

Given the fact that I described that I was already an investor in RE, showed cash available and completed all information requests as asked, one would be hard-pressed to see me as a non-qualified prospect.