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Investing & Retirement

Should you be hand-picking stocks? Timing the market? Or taking the “lazy portfolio” way out?

Investing and Retirement are complicated and consequential topics. The articles below address these complex ideas.

I hope you enjoy them! And let me know what other questions you’d like me to dig into.

teacher teaching students about geography using a globe

Teachers Are Getting Taken Advantage Of

Educators are getting taken advantage of. They have amazing benefits, like summers off and pensions. But their investing world is the opposite of amazing. It’s infamously predatory. Their 403b programs introduce them to suboptimal advisors who too often guide teachers into poor investments.

gray concrete suspension bridge

Selling and Surviving

“Jesse – I don’t understand why you hold bonds. I don’t know why anyone holds bonds. Can you explain the “problem” with a 100% stock portfolio?”

activity club course golf

Golfers Are Investors

I’ve been playing a little golf in my own life, and I had a small epiphany after my latest adventure chasing balls through the woods: golf and financial literacy are basically the same.

pencils in stainless steel bucket

Bucket Your Money

An easy way to level up your finances is to bucket your money. It’s a mental accounting trick that helps both your objective financial plan and your subjective financial mindset.

abstract accuracy accurate aim

Streaks and Skill

My thoughts on investing have shifted over the years. New ideas consistently challenge me and force me to question my assumptions. The biggest: is there skill in investing?

photography of clown with green hair

It Feels Bad

The economic world feels bad right now. But times like these—and your reactions to them—make all the difference.