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3 Popular Real Money Games for 2025
The following article is a sponsored partnership with Aviagames. The world of gaming has evolved far beyond just entertainment. In 2025, real m…
Safeguarding Your Future from AI: The Existential Crisis Playbook
Artificial intelligence (AI) is causing an existential crisis for many workers, myself included. With the rise of AI, I’ve often found myself wonderi…
Do Not Zoom in On Monthly Returns
Clients got worried about their investments last month. But I want to encourage them (and you) to zoom out to the bigger picture.
What Do the Wall Street Journal Commenters Want?
Originally, this essay was supposed to be about the futility of extreme New Year’s resolutions. There were going to be jokes about announcing your in…
Got a question?
This one is going to be very brief. I’m putting together a FAQ. If you have a question you’ve always wanted to ask, drop it in the commen…
Sinking Funds, Market Momentum, & Your Pile of Good Things 🤗
Good morning, HTM family! A friend sent me this quote a few years ago, along with this great tip… “What if, instead of thinking about solving y…
The Oldest Bad Joke on Wall Street
It's that time of year again. The Wall Street wizards look in their crystal balls at the next year of stock performance.
Gratitude for 2024
Happy Holidays, everyone! I hope you are enjoying the holidays as much as RB40Jr. He loves winter break because he doesn’t have to go to school. Life…
Closing the Financial Door on 2024
Wrap up 2024 with these essential tasks, tax tips, and investment insights from a seasoned FAANG FIRE pro. Get ready for 2025 with smarter, more stra…
It’s Not Rocket Science
What lessons can we take from weight loss success and Daylight Savings, and apply to make better personal finance decisions?
ISO: Patina
For the last four years, we’ve spent Thanksgiving with a few of my husband’s brothers and their families in a Colorado ski town (though the trip is f…
Bill Bengen Created the 4% Rule. Now He Thinks We Can Withdraw More
Once upon a time, in southern California in 1994, there lived a man named William Bengen.⠀ His friends called him Bill. Bill was a Brooklyn kid who s…
On Time
The “Passion Planner” was first sucked into the gravitational force field of my striving at an internship in 2016, thanks to a young colleague who re…
Can Trump Push Jerome Powell Out of the Fed?
Has the Federal Reserve gone too far? Many Americans are critical of the Fed’s move to raise interest rates sharply, pause for years, and then slowly…
Happy Vesting + RSU Workshop
This week, many of you will be having RSUs landing in your brokerage account. If you felt stuck on what options you have, this post will go through a…
Redefining the Terms
A few weeks ago, I watched The Substance through my hands. During particularly bloody scenes, I would study Thomas’s face as he grimaced, attempting …
I’m Always Paying Myself For A New Phone
Every two years or so, I get a new phone – usually whatever is the newest iPhone available. In this most recent case, I noticed the battery on …
You Need an Estate Plan
If you are reading this, you probably need an estate plan. If you have children, live in states like California, you owe it to your family to have an…
You Received a Windfall: Now What?
When you receive a windfall, careful planning and mindful decision-making can help you maximize its positive impact on your life.