steelyman
Moderator Emeritus
After entering transaction data for spending and investing mostly manually for well over 20 years, I have lost the urge to do so in the last couple of years of retirement. I too am using Quicken 2016 and am on the fence about upgrading. I update quotes on line, but everything else is currently done manually. Not much incentive to upgrade, but I could automate updating investment statements and make life a little easier. Sometimes I wonder what life would be like to just quit the detailed monitoring of things financial. I have never found anything earth shattering amiss in all these years of hours of data entry and statement balancing. I guess I will need to do something soon. Or not.
My usage style with Quicken is not too different from what you describe but I don’t do anything that needs specific account information (e.g., institution, acct #, password). That’s just for a feeling of better security.
So I manually enter spending from receipts and investment distributions. There aren’t that many but I’m not one of them there day traders.