It’s time to start “requalifying” for your job each year

I was listening to the Tim Ferriss Show awhile back and on this episode, his guest was Harley Finkelstein, the President of Shopify. At some point during the interview, the idea of requalifying for your job each and every year came up. At Shopify, “particularly on the leadership team, [everyone] has to requalify for their… Continue reading It’s time to start “requalifying” for your job each year

How to build a $15M company working 40 hours or less as a CEO

How to work 40 hours or less as a CEO; take all the vacation you want and still be productive. It seems impossible right? How can a CEO only work 40 hours or less and still be effective? How can a CEO take all the vacation they want (within reason) and still get shit done?… Continue reading How to build a $15M company working 40 hours or less as a CEO

How to take a mini-retirement

Photo Credit: Accidentally Retired

How to plan, save for, and structure a mini-retirement I left my high paying CEO role in June, 2020, and though I had never planned on leaving when I did, circumstances and perhaps fate intervened. Our company was divested from a large multinational corporation to a much smaller multinational startup, and I could not come… Continue reading How to take a mini-retirement

Summer travel season is upon us, so use your damn PTO people!

Don’t work on vacation. Just don’t. As a former CEO, I am here today to give you permission to not only take your vacation, but remind you to not to work during your trip. Not only do I want you to use your entire vacation allotment, but I want you to actually enjoy it. Too… Continue reading Summer travel season is upon us, so use your damn PTO people!

Obsession and focus are the key drivers to early retirement

Obsession is all you need to succeed There is no way around it, but when I step back and look at myself in the mirror, I have to face the facts. I have an obsessive personality. Anytime I embark on a new business venture or even a hobby, I go all in. I get obsessed,… Continue reading Obsession and focus are the key drivers to early retirement