After over a year of having this list in my summary, I've finally checked off one item!

Financial To Do
[ ] update wills
[ ] invest IRA rollover money
[x] stock basis into Quicken
[ ] annual review with broker
[ ] review life and disability insurance
[ ] earthquake/disaster box
[ ] move $40k to 529 plan

I finally bought the latest Quicken, downloaded all our investment info, and manually plugged in the basis for my mutual funds. Not sure why the basis didn't download as I was setting it up, but no matter. Now at least going forward I can try and use Quicken's analysis tools to look at the portfolio. (I tried using the Morningstar x-ray tools, but couldn't get it to save properly.) My goal is to review it quarterly, using the estimated tax deadline as a prompt.

Currently we have 10 different mutual funds, all American Funds, in 3 accounts with a full-service broker (taxable, my IRA, and my ROTH), and then 3 more accounds with a lot of cash in Etrade (taxable, DH's IRA, DH's ROTH), DH's current 401k, and I'll soon open a SEP-IRA.

Then we have 5 bank accounts -- checking, savings, and business with Wells Fargo, and checking and savings with Etrade. It's too much, really. I moved most of our checking/savings money to Etrade last summer, but haven't finished the process of cleaning up the old accounts.

I've decided to manage our budget and checking/savings accounts exclusively with YNAB, and only keep investment info in Quicken. I've been using YNAB for about 6 months now and am very pleased with it.

DH did a bunch of 401k rollovers into his IRA, but hasn't invested the money yet. Hopefully we can find the time to make some decisions on that money soon! It would be nice if that were the next box to get checked off...