You definitely wont get an app like that for free, so how much would you be willing to pay to a company to submit it for you, vs spending 10 minutes once a month to submit taxes? 

There are a lot of options out there.Some of the most useful items BiggerPockets members have identified are features that save time so they can spend time working on their next property.

After spending 16,000 he's paying 2850.

Your strategy takes advantage of your employment cash flow and ability to control discretionary spending.  

For the 2-3 months of dry heat, (that most of us spend in the pool or at the lake) we get to enjoy 9-10 months of pure joyous weather without extreme rain, snow, hurricanes, tornados or any other extreme conditions. :)

Can you spend money on a CRM, automations, VA calling service, a VOIP phone system, etc?

I would spend a few bucks on nice ads in local magazines and/or do flyers in areas that are higher income. 

I've trained people at my jobs when I was a senior accountant to controller.I've used Yardi Enterprise (old desktop client software)Yardi Voyager 6s & 7sYardi Genesis2Reason why I say you won't be able to find a tutor is because no one is going to spend $15K a year to use as a training platform to mentor and tutor people.

If you have at least $2,000 to spend or once you scale to that point you could run ads to get your seller leads to come to you and usually these people are just scrolling and your ad pops up that you're looking to "pay cash for homes." 

In cities like Cleveland, Columbus, and Cincinnati, you could buy multiple properties for the same $200K-$250K you’d spend on one in a pricier market.