Post-Mint App Personal Finance Software Hunt

[Tom Sproul]

I began a quest for personal finance / accounting software that will help me keep tabs on my cash flow / net worth.  Mint did a decent job for me previously, and Credit Karma is less adequate.  I read a forum post on a personal finance blog about a user using YNAB and Credit Karma together to problem solve.  This looked intriguing, but I'm worried that YNAB is less user friendly for my situation.

Queue the back story: I work as a realtor with a small RE investment portfolio, and my wife is a more stable W2 Engineer.  We have many accounts to cover my day job, our properties and our personal finance.  I'd like to have some kind of "dashboard" to keep tabs on all the mortgages, cash flows, etc.  I'm wondering if YNAB is too simplistic (i.e. one mortgage, not 3+) and I need to graduate to some kind of small business accounting software that can spit out P&Ls.  I love how Mint was "semi-automatic", and did a decent job on its own although you needed to come in and tweak categories.

All this to say, are there any other Mom & Pop investors out there with more complex personal finance that have found useful software solutions?  Can YNAB handle my complexities?  Should I just bite the bullet and hire a bookkeeper?  TIA for your thoughts!