Obviously the higher the rent increase, the higher likelihood of them leaving.

My leases all have annual rent increases.

On paper, it makes sense to adjust rent based on things like the number of occupants, payment history, or how well the unit’s cared for.

Rent by the room is a great strategy for cash flow (I house hacked my first house and did exactly this). 

Owner occupants may want to make certain cosmetic improvements such as an updated lobby or halls, new mailroom, increase the number of doormen etc.

I've seen studies that show 72.5% of real estate professionals report increased productivity when using a CRM.There's many studies on this in general but as a Real Estate Agent, which CRM do you use?

Eventually, Class A property values increased to the point that even increasing rents didn't allow them to cashflow upon purchase.So, the flood of new investors switched to buying Class B properties.

You need to know if your mortgage permits it on your current house, and be sure you can both rent that cheap for yourself and rent your place out for that much money before you do anything.

Rents go up over times will this tenant be able to afford more rent going forward?

The numbers definitely work better once you factor in Section 8 bypassing the rent cap.