What is the Asset You Least Want to Lose?

“By the time I have money to burn, my fire will have burnt out.” –Unknown I was speaking with a friend recently, and this friend bet that I would become bored in retirement. “You’ll go start some other company because you have the entrepreneurial fire burning within you,” my friend said (I paraphrase). “Nope. I’ll […]

Continue reading...

Why Do We Rarely Buy Disability Insurance?

“The only thing wrong with immortality is that it tends to go on forever.” –Herb Caen I remember getting the call from my wife. She was back in Charlottesville spending a week at her home office while I stayed in Texas. She’d started getting a slight tremor – a tic like she was shaking her […]

Continue reading...

Once You’ve Won, Stop Playing the Game!

“All Steve [Schwartzman, Blackstone’s CEO] kept saying throughout breakfast,” my friend told me, “is ‘how the F* is Larry Page worth $15 billion and I’m only worth $3 billion’.” –via James Altucher (source) When people think about how money relates to their personal life goals, they usually go through four stages, which are different from […]

Continue reading...

To Err is Human, But What If an Algorithm Errs?

“To err is human: to forgive, divine.” –Alexander Pope How many of you have used a GPS to get somewhere when you were driving? I am a big fan of using Waze (we even call her “Wendy” when she gives us directions), the application that is supposed to account for current traffic conditions on your […]

Continue reading...

I’m Good Enough, I’m Smart Enough, and Doggone It, Monkey Brain Likes Me

“I deserve good things, I am entitled to my share of happiness. I refuse to beat myself up. I am an attractive person. I am fun to be with.” –Stuart Smalley, Saturday Night Live Have you ever sat on the train (or in the bar or at a party) next to someone who wants to […]

Continue reading...

Is Your House Actually Causing You to Lose Purchasing Power?

“Purchasing power is a license to purchase power.” –Raoul Vaneigem “The only honest dollar is a dollar of stable, debt-paying, purchasing power.” –Senator Robert Owen How many of you have heard this one? Your house is your biggest investment. With the burst of the housing bubble in the 2008 timeframe, a lot of people who […]

Continue reading...