Bookkeeping is one of the first things a business owner should outsource.

Baselane is a bookkeeping software that is designed for landlords, I've been using it over a year and it's helped me stay organized as my portfolio has grown.

Here's the difference between the two - a CPA typically has to have a bachelor's degree in accounting and masters level of education then pass a series of difficult accounting exams, while an accountant may have zero qualifications; this could be your local bookkeeper who learned everything on the job.There is also an Enrolled Agent.

Properly categorize the expenses.That should help you with your bookkeeping.

., and also need bookkeeping/accounting software.

If you are trying to do them yourself and continuously fall behind, it might be a good idea to look into hiring a bookkeeper.

I have always found the best PM companies are good communicators (both with the owner as well as tenants) & have good bookkeeping capabilities. 

After several rentals, consider hiring a bookkeeper if accounting isn't your thing. 

I have not used Stessa, but it maybe cheeper for you to just have your accountant do the book keeping for you.

I think the main thing is do you have a book keeping system in place that allows you to efficiently break out all income and expense from the triplex, especially come tax time?