It was around 2 in the morning, and I hadn't slept in days. I was feeding a baby a bottle with one hand while holding my phone in the other. My wife had just given birth to twins a few days earlier. I was looking at the state of my investments. The chart on my screen looked like this: When the startup I worked for was acquired in 2014 I had received a $200k windfall. Being clueless about investing, I spent an hour investigating options and then chose to put it all into a robo-advisor. Over the next few years I kept adding money as the shares from the acquisition vested. The results weren't bad : 10.6% annual returns . But I had underperformed the market and that didn't sit well with me. I want to get to the next rung on the wealth ladder . The lifestyle I desire requires wealth of around $10M net worth. I want a house on the water in Florida and a boat. Now don't get it twisted: this isn't something I need . It's certainly not going to make me happy . I know...
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