My friend's dad always wanted to be a millionaire. As pre-pubescent boys more focused on Magic the Gathering and ollies, his dad would constantly extol the virtues of index investing on Vanguard. He was a gym teacher who lived modestly and found a simple joy...
It's that time of year. The leaves have turned, the Halloween decorations have been replaced by candy canes, menorahs and inflatable Olafs. And with the arrival of Black Friday comes Frozen 2 - lord help us all. Meanwhile in board rooms, conference rooms, and Zoom calls...
I recently got sucked into the rabbit hole of credit card hacking. It all began with the purest of intentions. I wanted to ditch my Chase Sapphire card's annual fee in favor of a straight 2% cash back card. But this five minute task quickly...
Screw you Instagram. Your years of digital snooping have trained your pernicious algo to know too much about me. My yearnings, my anxities, my guilty pleasures...
The best part of not having a corporate job is no longer having the Sunday Scaries. I had them every Sunday for fifteen years; or 780 consecutive weekends. My friends and I anthropomorphized this dread by giving it a name: Mr. Scary. We were young bankers...
Elon Musk was nearly broke in 2008, borrowing money from his homies to cover his rent. "About four months ago, I ran out of cash," he stated during his divorce proceedings. His brother Kimball confirmed his precarious position, "Oh yeah. [He’s] in debt. More...
Passive income is the Daenerys Targaryen of personal finance. It scorches the earth of our work-centric society giving birth to freedom, pleasure and financial independence. It anchors so many calculations, such as the never-ending quest find your tipping point, or your "Number." The allure of The...
Don't miss the follow-up post on the Portfolio Approach to Passive Income. The most satisfying part of Microsoft Excel is the F9 key. It ignites (some might say, "refreshes") any complex financial model; with a single tap, it can tie together tabs, inputs and conditional IF...
The day my daughter was born was the day I stopped saving for her college education. Yup, you read that right. She wasn't even a day old and under some conservative assumptions, her 529 College Savings Plan was fully funded. I started investing in this...
There's no playbook for coming up with business ideas. You could identify your own pain points to see first-hand what products could be improved. You could spot an injustice in the world and commit to its eradication. You could back into seams of opportunity using...