Excellent food for thought
In this thread regarding risks. I won't try to add anything as it would only be opinion based not fact driven. In terms of Mint's usability, I have a strong positive opinion formed through focused use over the last 8 months.
I'm finding it invaluable as a budget tracker/spend tracking tool that is showing me where the money is really going with a minimum of effort. I am using it exclusively for this purpose and have no interest in investment or debt tracking in there, nor am I tracking separate small business expenses in here although that would be simple to do as well. So, personal tracking of our family spending is the focus. I'm actually finding it enjoyable to see where the admittedly very large amount of money we spend is going in relevant and detailed categories. For us, this is for FIRE planning and I would offer that this or a similar routine is mandatory preparation to understand and tune spending before you make decisions.
In our case we live significantly below means so I'm not trying to "budget" using the tool. I'm trying to really see where the money is going and fix problems. We have made and acted on several revelations already.
The orientation is towards the future when our income will be investment return driven and not nearly so large (but still large by any standard). We will have fixed problems and be in a good position to have the diligence to not overspend and if we do, fix it quickly. Mint does the classification work for you quite effortlessly and learns, and gets it right on its own the next time it sees the same or a similar transaction. Minor manual intervention gets the fixes in when needed and then you are 95+% on automatic. The trend graphics, computations and transaction registers are powerful and drill right down to transaction level to make changes, manual additions or fix mistakes.
Mint is really ideal for my application. The fact that it is free is almost unreal but a direct function of the Internet economy. I would certainly pay for it.