There have been a couple software companies in the past but they have moved more towards institutional investor focused than the small investor.

If your tax situation isn’t too complicated, you could try handling it yourself using good software, but if you want peace of mind, a CPA could be worth the investment.Since your parents have experience, you might lean on their advice while you learn the ropes.

However, every time my contractor submits the applications, the city requests new revisions.

For tasks like asset dispositions and  depreciation, you’ll need more robust tax software, or even better, the assistance of a tax professional.I’d highly recommend you not try to handle this on your own.

I'm about to rent out my first property and would love a recommendation on an app to use to screen applicants, submit maintenance requests, and receive rent. 

(Here's how we keep it all straight.)Project management software (Asana)-> Order of operations-> Responsibilities -> Deadlines-> Notes-> SOPsDaily Contractor Check-in Calls/Texts-> Roadblocks-> Resolutions-> ResultsIn Person Walkthroughs-> Our Property Manager-> My Business Partner-> Our Realtor-> MyselfHow do you drive results for your renovations?

Get a good accounting software to track everything.

By forming a property management company, you could deduct business expenses like office supplies, software, and possibly a home office, which you wouldn’t otherwise be able to claim.

Or may be we should jail and fine mortgage loan officers who issued pre-approvals and then approved the deal/contract with buyer before underwriters went over every dot and T in all the documents submitted buy seller and retail buyer? 

We see probably 30-40 garbage scenarios submitted a week where the purchase price is WAY TOO HIGH.