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# Keep Evolving
- URL: https://microcapclub.com/keep-evolving/
- Published: 2026-10-15T10:20:43.000Z
- Updated: 2026-10-15T12:51:03.000Z
- Author: Ian Cassel
- Tags: Education

By 1969, Miles Davis was already a legendary jazz musician. Kind of Blue (1959) was already considered the greatest album of the entire genre. But by the end of the 1960’s, Davis's albums weren’t selling like they once did. At the age of 43, he felt like a relic of the past playing a previous generations music. 

He could have kept his style the same. There was still an audience that loved him and would keep loving him, but they were shrinking. 

Instead of staying the same he decided to evolve. 

In August 1969, he walked into a recording studio with electric pianos, an electric guitar, two bassists, and multiple drummers. Electric instruments meant rock n roll. Jazz in the 1960’s defined itself partly in opposition to rock and roll. But he told his producer not to interrupt. Just record and let it run. The result was Bitches Brew. 

The jazz establishment hated it. Critics called him a sellout. Other jazz musicians called him an artistic traitor. 

But promoter Bill Graham heard Bitches Brew and loved it. So much so, that he asked Miles Davis to open for Neil Young, the Steve Miller Band, and even the Grateful Dead. 

Miles Davis found a new audience for his music. The album peaked at No. 35 on the all-genre Billboard Chart, the highest of his career. In 1971 it won a grammy, and in 1976 it became his first gold record. It has since gone platinum. 

It is fascinating. The audience he risked losing was the same one he was already losing. The move that could have ended Miles Davis’s career as a serious artist was the only move that could keep him a serious artist. 

He was either going to be happy playing old hits or evolve and create new ones. 

In life, business, art, and investing, sometimes you must risk who you are for what you can be. 

The same goes for stock picking. 

Buffett started as a short-term cigar butt stock trader. He then started taking control of companies. He then realized it’s better to take control of companies of higher quality, so he doesn’t have to fix or sell them. The point is he kept evolving, pushing out his circle of competence. If he stayed a cigar butt investor, he would have become a relic of the past by age 40 instead of a legend. 

The most underrated skill in investing isn't finding great stocks. It's being willing to change how you find them, where to find them, and how you value them and invest in them.

Don’t let how you invest today become your identity. “I’m a resource investor, bitcoin investor, growth investor, deep value investor, etc.” Don’t label yourself because it will slow you down from evolving and growing into a better investor. The investor you were meant to be. 

If your last big win was 10 years ago it isn’t "the market’s fault". It’s proof you stopped growing and evolving as an investor. Don’t spend the next 10 years bragging about the returns you had 20 years ago.

The way you started investing should not be the way you finish. If you don’t cringe at some of the investments you made 10 years ago, even some of the winners – YOU AREN’T GROWING. 

Inside every stock picker is a better stock picker. 

Keep evolving. 

![](https://microcapclub.com/content/images/2026/07/61ROriaWzmL._SL1500_.jpg) 

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