HSA Conversions for Very Early Retirees

I've written previously about the incredible opportunity of using your HSA as a stealh retirement account (for those who can afford to do so). More recently, I wrote about a variation on that strategy for folks who were not maxing out their Roth contributions. Today's post is about a strategy that some very early retirees … Continue reading HSA Conversions for Very Early Retirees →

Leveraging Your HSA to Increase Your Roth Contributions

I've written previously about how folks who can afford to both contribute to a Health Savings Account (HSA) and pay their current out-of-pocket medical expenses from their checking account can use their HSA as a stealth retirement account. It's better than either pre-tax or Roth retirement accounts because as long as you eventually use the … Continue reading Leveraging Your HSA to Increase Your Roth Contributions →

Three 90-Minute Presentations Every School District Should Give To Their Employees (and here are the resources to do it)

I've (actually, we've) been offering my Personal Financial Literacy for Colorado Educators course for four years now. I decided to offer this initially because, based on my interactions with fellow Colorado educators, there seemed to be a large percentage of them who didn't know some key aspects of financial literacy (and, specifically, how their defined … Continue reading Three 90-Minute Presentations Every School District Should Give To Their Employees (and here are the resources to do it) →

2026: New Year, New Limits

As we are about to turn the page (click the arrow?) on the calendar to move into 2026, there are many changes that happen around taxes. These include tax bracket changes, changes in the limits of what you can contribute to various retirement accounts, and a variety of other changes. The following is by no … Continue reading 2026: New Year, New Limits →

PERACare vs. ACA Marketplace: 2026 Edition

I've written previously comparing our options for health insurance in retirement (2024, 2025). In both years insurance through the ACA Marketplace was easily the better choice. But for 2026 there are big changes to both PERACare and the ACA Marketplace that are going to make the comparison much closer (and more complicated). The big change … Continue reading PERACare vs. ACA Marketplace: 2026 Edition →

The Extraordinary Opportunity of Starting Early (and Privilege)

Note: This post is going to assume a lot of privilege. It's not going to address the very real issues of income inequality and systemic disadvantage, as those are a bit beyond my wheelhouse (although I do have pretty strong opinions about policy changes we should make that could at least help address those issues). … Continue reading The Extraordinary Opportunity of Starting Early (and Privilege) →