The Future of Generalist Work

Knowledge and productivity are like compound interest...The more you know, the more you learn; the more you learn, the more you can do; the more you can do, the more the opportunity - it is very much like compound interest.

The person who focuses on one task and sees it through to completion—even if they work in a somewhat slow or outdated manner—beats the endless optimizer who jumps from tool to tool and always hopes a new piece of technology will help them finish what they start.

Model managers of tomorrow will need to learn the same things. They’ll need to know which AI models to use for which tasks. They’ll need to be able to quickly evaluate new models that they’ve never used before to determine if they’re good enough. They’ll need to know how to break up complex tasks between different models suited to each piece of... See more

This has been the core question I’ve sat with for the last decade—how to balance money and meaning on the entrepreneurial path. And there are three archetypal ways that I’ve seen people approach the question:

• The deferred life plan


• Being bivocational


• Choosing to integrate

Collapse the talent stack every chance you get .

As I reflect on the teams I’ve led and hundreds of start-ups I’ve worked with, there is a consistent unfair competitive advantage i’ve witnessed when the talent stack was collapsed - when the lead designer was also the product leader, when the front-end engineer was also a designer, when the designer... See more

Management systems have been designed to provide reliability and efficiency, not adaptability and agility. Many of the tools and practices of modern management are geared towards solving problems and eliminating deviations in processes, behaviors, and practices. Because of this framework, management training and leadership development is often... See more

Generalists have the advantage of interdisciplinary knowledge, which fosters creativity and a firmer understanding of how the world works. They have a better overall perspective and can generally perform second-order thinking in a wider range of situations than the specialist can.

Keep a curiosity inbox. Whenever you get a new idea, write it down in a specific note or on a dedicated page in your notebook. Then, each time the idea pops back into your mind, give it a mark or increase its rating. Over time, you’ll develop a ranked list of ideas based on your long-term interests. This strategy allows you to continue exploring... See more

Taking a nontraditional path will force you to grapple with what matters

The greatest benefit of a nontraditional path is that you have to figure out what you care about. Rather than an employer telling you what you should value, you have to do the hard work of determining what you value for yourself. This may sound self-evident, but in a world... See more