@Whitney Griffith, One Rental at a Time has great content on this and has a recurring guest whose expertise is cost segregation and depreciation.

Does your 2% Asset Management fee recur annually?

You choose.Now, someone up here was right about making random offer to 1) try the market 2) to feel warm a fuzzy with the process to get that anxiety out of you.

I am motivated but somehow the anxiety beats me.

Toilets and Tenants is a great facebook group that will help answer local regulations and the person who runs has recurring monthly meetings with guest speakers on local regulatory changes.  

I don't use it's payment collection option, but instead use Quickbooks Online's invoicing and automated recurring payment feature.

Costs Non-recurring Closing costs - 6% of purchase priceMonthly  % Vacancy and Credit Losses - 5-10% of monthly rent Property Management Fees - 8-11% of monthly rent Real Estate Taxes - actual from folio # Repairs and Maintenance - 5-15% of monthly rent Rental Property Insurance - 2,000 Homeowners/Property Association Fees - 0 Capex reserve - 1% of purchase price Utilities  Water and Sewer - tenant Gas and Electricity - tenant  Garbage - tenant Cable, Phone, Internet - tenant - tenant

Removing plywood over subfloors is giving me anxiety.

Usually I recommend QuickBooks online, you can track income and expenses by property, create recurring invoices which should automate some of the work. 

I work in the healthcare field, but am only two years in and am finding that having other people's health in my hands is causing me mass anxiety (but due to high student loan debt, I feel stuck).