The Future of Generalist Work

If consumer behavior is evolving as a result of technology, businesses either compete to get ahead of it, they perpetually react to it, or they belittle it. One of the most problematic aspects around digital maturity is that technology is both part of the solution and also part of the problem.

Today, management is a skill that only a select few know because it is expensive to train managers: You need to give them a team of humans to practice on. But AI is cheap enough that tomorrow, everyone will have the chance to be a manager—and that will significantly increase the creative potential of every human being.

It will be on our society as a... See more

Managers should always be prepared to give away their people, and when the time comes for a high performer to leave, Shen argues that managers will actually be better off for it.

Pulling from the ethos of Molly Graham’s blockbuster Review article “Give Away Your Legos,” Shen has architected her own framework for how managers can avoid being caught... See more

My aha moment of the value of first principles thinking was when I was at Dropbox. We would hire a ton of really smart people that had never done sales and had them do sales. There are a lot of disadvantages to that, but I do think it led to a ton of innovation. That's how we got our very innovative go-to market motions because a lot of those... See more

The important training is not STEM, coding or how AI works. (The market will take care of that.) It’s about how people work—and how businesses so often make money by manipulating people to buy things they might not need. Instead, people can learn how to manipulate themselves .

Rather than compete with computers, people need to learn how to use and... See more

Every. Single. One. of the startups that I've worked with have some

co-founder (or early team) dynamic that implicitly shapes their lasting culture.

These practices may be well-known and honored, or they may be hard-coded yet unspoken (like the pie in my story above). Either way, they are a part of the company’s DNA — its nature.

As an Ops Leader,... See more

We need resumes that include transition and points of inflection.

Bulletpoints of accomplishments can get redundant and reductive. With AI on the rise, just doing the job might not the most important thing to prove. Things are changing quickly.

We need resumes that show agility– an ability to learn and adapt.

These passion job organizations are burnout factories. Every year, a new crop of eager recruits comes in, grateful to have landed a job doing work “they love” — and every year, a significant percentage of the existing workforce churns out. Some have been there that single year, others for five. They leave not because they’re not good “fits” for the... See more

That’s what -1 to 0 feels like: messy, confusing—squiggly. The hardest part is escaping. What ultimately leads you out of the mess is conviction, a state you must build incrementally and internally. And conviction and certainty are not the same.

For many people, -1 to 0 is also about deciding how you want to work. In a startup? In a big team? As a... See more