Sharing an item I recently learned. If you qualify for a Health Savings Account (HSA), typically by having a High Deductible Health Plan (HDCP), the money you put into the HSA is all pretax dollars, and both the initial principle as well as any appreciation are not taxed when used for qualified medical expenses (e.g., actual medical costs, COBRA insurance coverage, or Medicare premiums--not Medigap). This is pretty basic info, but what I found out is that when you turn age 65, the 20% penalty to access the money in the HSA for unqualified (i.e., non-healthcare) expenses goes away. Yes, you have to treat withdrawals used for nonqualified expenses as income for tax purposes; however, you can get access to your HSA money without penalties. This means the HSA growth of pretax dollars is fully in place, similar to a 401(k), so you get the added value of investing with pretax dollars. Any growth on an invested HSA portfolio is never taxed for qualified expenses, and is only taxed as income after age 65 if you choose to tap into your HSA fund for non-medical items (e.g., food, clothing, global cruise). Fully funding an HSA is now my #3 recommendation for younger folks, behind #1: maximize any offered corporate 401(k) match from your company, and #2: fund a Roth IRA where you can get access to your principle without penalty (i.e., provides a very liquid emergency fund, although you can't put the principle back in once you take it out).