Who has sloppy bookkeeping and servicing records?

I want to make sure my bookkeeping is in order as I look for my second property and so on.  

A bookkeeper might get $15.00 an hour on a salary, you need to profit after taxes over that including employee expenses to be profitable.Most in RE are usually buying a job, see if your "earnings" are on par with similar job functions, you may be under paid!

I am not very experienced with book keeping or accounting but it seems to me that security deposits and refunds are liabilities for the balance sheet but not income and expenses.

Enlist the help of an experienced bookkeeper or accountant.  

I have all of the necessary connections in to put into place (online and drop off payment options, maintenance company, yard care company, attorney and book keeper) to piece this together.

Even my bookkeeping business is done mostly from here.

For instance, you can send online invoices in QuickBooks desktop, and maybe outsource your bookkeeping to a professional who will enter it in monthly instead of annually before tax time. 

and bookkeeping (tool for this?) 

@Michael LeeI use cozy for rent payment and beaver for bookkeeping and preparation of Schedule E.