I have been using Quicken Premier for the last several years, ever since Microsoft discontinued its equivalent software called MS Money.
Being an active investor with many accounts (his/her 401k's, IRAs, Roths, brokerages in addition to credit cards), I need some software that can download data from all my online accounts. With very little work, I get records of expenses as little as $0.99 I paid for some seeds on eBay with PayPal, up to large blocks of stock trades and IRA withdrawals.
A while back, we had a thread or two where we exchanged ideas of using something other than Quicken when they raised the price of the software. Being so dependent on software to keep track of my finances, I need some software like Quicken.
I hate to be held hostage, but have not found something to replace it. Perhaps I have not invested enough time, but that's the crux of the problem. I don't want to spend too much time to save a few bucks if Quicken does not upset me too much (it crashes sometimes when doing updates).
PS. What I still have to do by hand: 1) entering interest paid on my I-bonds as the TreasuryDirect site has no provision for Quicken interface, and 2) entering in the daily prices of stock options that I hold (I want to mark them to market values each day until expiry or I close them out). Stock options can be thinly traded, and often have no trades in order to know the market prices. Some sites report prices of the last trades, which could be way outdated. Merrill Edge reports the average of the bid and ask values, and that is better than nothing.