I’ve found a solution to one of the Windows problems I mentioned. I’ve now replaced Quicken with a cross-platform solution called Moneydance. Moneydance uses Java, so it runs on Windows, Mac and Linux boxen with all the same features.
One of the things in Quicken that I really would have missed was the debt reduction planner. This is a tool that takes all your existing debt (mortgage, car loans, credit cards, etc.) and puts them together in an organized fashion so that you can maximize the effectiveness of your payments and reduce your overall interest cost. Using this, I was able to put a plan together so we could pay off our house in eleven years without having to live on ramen noodles and tap water.
Turns out that Moneydance has a plugin that does the same thing! Since there is an api, there are several plugins for specific needs such as: stock price updates, exchange rates, and credit card payoff calculators.
Moneydance isn’t free (either as in speech or beer) but it is cheap at $29.99 and well worth the money.
I’ve actually been running it on both Windows and Kubuntu Linux (version 7.04 “feisty”) and it’s been working great, and the time I spent working to make a logical transition (about six hours) made it easy to get running with it.