This year, 96% of my transactions are already tagged for 2024, so I expect to do about 1 hour of cleanup before I send to my CPA.Don’t get me wrong—I’m still learning new ways to simplify tax prep every year.

So that's my Rx for you; do LESS, simplify, don't chase grand-slams swing for the bases, focus on the simple obvious, be a good landlord. 

You do that, it's going to be best place to start because I am betting from there you will seek how to simplify things. 

@Anca R. and everyone, thanks for the shout out.To simplify the process the best I can, I'll address and break down each concern. 1.

Yes I know I'm over simplifying this.

I have often stated there are two ways to make money in Real Estate....The California method and the Texas method (I certainly understand there are many more ways to look at investing but I am OVER simplifying).  

Tools like BiggerPockets calculators can help simplify the numbers. 

Great service, offers everything on one platform just like Cozy ( https://app.rentredi.com/)Rent-Remind: Simplified platform for <10 properties.

We're trying to get rid of the added stress of monthly repairs and simplify things.

I am the only real estate investor with my bookkeeper and at first she thought this was a little overboard but once she started setting rules in Quickbooks to simplify her work she quickly realized how simple this method makes things.