For over 20 years, I’ve been a tennis club member. Player levels range from beginner to ex-professionals. Everybody gets along and rallies around a sport they enjoy, no matter their level of wealth. But I just realized something odd. And the realization wouldn’t have come had I not become a father. After three years of […]
Where Are All The Adult Athletes? Sports And Your Career Read More »
Since 2012, I have tried hard to stop playing the status game. After all, leaving my job in banking meant losing status at age 34 when folks are usually coming into their own. After my career was over, I turned down multiple TV show appearances, podcast interviews, and speaking gigs. To be able to just
When To Play The Status Game Again: Money, Fame, And Impact Read More »
One of the main reasons why I wrote my WSJ bestseller, Buy This, Not That was to help readers feel less regret by making wiser choices. Regret is one of the worst feelings, especially if it is a type of regret that could have been prevented through knowledge. The easiest way to stop saying, “If
Conduct A Regret Minimization Exercise To Help You Move Forward Read More »
Here in the San Francisco tech startup scene, we have a term called “the trough of sorrow.” The trough of sorrow refers to the sadness that comes after a setback or a big win. After a setback, you’re tasked with finding product-market fit to survive given your company has a limited runway of cash. You
Overcoming The Trough Of Sorrow: Defeating An Emptiness Inside Read More »
If you’re in the market for a vacation property you will likely have to decide between purchasing a single-family home or a condo. However, what if you have enough money to buy a single-family mansion for $10+ million versus a condo at a luxury resort for $500,000+? I used to think a single-family mansion for
Vacation Property Comparison: Single-Family Mansion Vs. Resort Condo Read More »
Have you ever wondered how you can get life insurance for free? I’m not talking about getting free life insurance from work. The life insurance amount usually isn’t enough. I’m talking about how to get free life insurance outside of work. My wife and I have life insurance because with have two young children, a
How To Get Life Insurance For Free: Make More Money Read More »
One of the main reasons why people delay having children is its cost. Rising prices for daycare, preschool tuition, and shelter plus the opportunity cost of not working, partially explains why our population replacement rate is declining. The cost of raising children worried me so much that I actually had a $1 million net worth
The Unexpected Financial Benefits Of Having Children Read More »
Are you a stay-at-home father or father who spends a lot of time with his children? If so, you may be second-guessing your decision to spend so much time with them during their early years. Without some reciprocating love, you might be wondering whether your effort is worth it. You see, the more time and
The Age Children Begin Loving Their Fathers As Much As Their Mothers Read More »
Lending money out or asking to borrow funds from friends and family can be quite a conundrum. One of my tennis buddies told me a funny story about borrowing money from his parents. He was 28 at the time and asked for a $30,000 loan to buy a condominium. Since his parents had the spare
Lending Money To Friends And Family: How To Determine When It’s OK Read More »
One of the worries about entering the decumulation phase is that you might start spoiling your adult children. If you end up giving your adult children so much money, you might just take away their motivation to work! Being able to earn your own money and provide for your family creates one of the most
The Fear Of Spoiling Adult Children By Giving Them Money Is Overblown Read More »
