Like the personal finance app Mint.com you can connect all accounts and ruin reports from expenses income etc..It looks like you can have multiple users, scan receipts from your phone app that will update automatically on the desktop platform, and it even lets you create/delete categories and account types.

He swore up and down that Quickbooks desktop version was way better, faster, and cheaper. 

NJ had a delay in Section 8 payments a few years ago in which some landlords were not paid for 3 months due to system issues. 3 months ago one of our largest housing authorities computer system was hacked causing major delays in applications, lease renewals, inspections, etc.

So having a tough time computing at what price this makes sense.... if I can convert the POF to TOH that would ideal but will likely take time and effort and comes with risks. 

That is something you can do on a desktop computer and take lots of notes on.  

Nowadays almost zero people can gain a significant advantage at sports betting (his edge went to under 1% after building out a computer for >$3MM), and he was also unable to place his own bets due to his reputation as a crusher. 

Perhaps, let a computer pump out a monthly bill for the tenant one month in advance.

Not sure that still the case now-a-dayWell, that's the way I did if I want to find more info on the local properties by drive down to the county recording office and login to their computer and do research.

I like the idea of having them text me a picture of one of their accounts.... maybe that should be an actual photo of their account directly from their computer screen....

After that, you'll want to hire an assistant, get an office, have more desks and computers, etc.