Journal of Olly Headey. Co-founder & CTO at FreeAgent

Leadership lessons learned

Suhail Doshi, founder of Mixpanel, posted a Twitter thread distilling a decade of experience into fifteen bite-sized ‘lessons learned’ since becoming a founder and CEO at age 20. It’s fantastic advice, not just for CEOs but for anyone in a leadership position having to deal with scaling a team or a company. If that describes you, at any level of experience frankly, you will be able to take something from it.

Certainly much of it compared with my own experience, especially these themes: delegate early, listen intently and learn voraciously.

The Eisenhower Matrix

I’ve only just learned about this prioritisation system despite using it successfully for two decades. I’ve always referred to it as the The Four D’s: Do It, Decide When, Delegate It, Delete It.

Regardless of what you choose to call it, it works wonders.

Jeff Bezos' annual letter 2017

Reading this letter from Bezos you can understand why Amazon are such an enormously successful company. He has built one of the most innovative companies in the work on clear, solid principles and he has obsessively upheld them by being consistent and by reinforcing clarity.

So much good advice in this letter to anyone involved in running a business. Essential reading.


We live in a time where email is something that was invented three generations ago by grandparents. It’s an app among many on our home screens that can send messages, pictures, videos. We have it because Google give it to us, and because you sort of need it to create your Snapchat, your Instagram, your Facebook. At least for the time being.

It’s important to understand history. Lessons of the past teach us how to build a better future. Sending an email will reward you with spam rather than Likes but understanding the history behind it can teach us the importance of open standards in computing, and the dangers of a world of inaccessible walled gardens.

Perhaps it’s because I’m now closer to the grandparents than I am the millennials, or maybe it’s my tendency towards nostalgia, but I look at email, Iike the web itself, as a collective generosity, developed by people for fun over profit for the greater good, in an age that appears to be slowly drifting away. We need more of that right now. Praeteritis ad futura.

A 2015 Mixtape

Now this is what Christmas holidays are for… a mixtape of 75 crackers from 2015. Merry Christmas! 🎄

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