Where do you suggest I spend some money to benefit the business?

Unless you plan to room rent long-term, you should make sure your room leases expire at the same time. 

Question 4: I plan on selling the property without a selling agent.

I'm a professional in another unrelated field and the time I spend to manage the rental properties are not worth my hourly.

If this is a lousy plan , which step should I change? 

Real estate needs careful planning and strategy.

I am planning to use Rentredi to manage the property.

My company is veteran owned and operated.I am interested in working with investors in the San Luis Obispo, Arroyo Grande, Nipomo and Santa Maria areas, but open to outside areas in California.I plan on getting my general contractors, as soon as I qualify to take the exam, to become an ADU builder.

As a property manager, I would wait until 7/1 to start the eviction process so you can check to see if they have vacated prior to spending the time and money to file an eviction.

You should only consider switching when your current software has a significant flaw or lacks features that force you to spend excessive time on workarounds.