Most of the folks who seem to think they will have a few extra hundred thousand lying around to fund investments and nonprofits and the like are not noticing the fact that physician salaries for the current crops of doctors are at best flat, and lagging behind inflation. Certainly not the kind of income potential of the prior generation of doctors. You will be able to be comfortable, buy a house, save for retirement, and put the kids through college, but likely will not be mansion or gulfstream wealthy. The odds of matching into competitive specialties are the same as the odds of being in the top 10-20% of your med school class. Simple math should tell you most don't manage it. The odds of investing your money and getting a better than 8-10% annual return are incalculable, depends a lot on the economy, but certainly you'd need to invest better than most professionals do over time, which is somewhat unlikely if you do not have more spare time to research things, than most docs. Lots of luck on this "financial plan".