Category: Leadership

Leadership Moment: Leaning In for the Needy This past Shabbat our synagogue graduated seven new adult Torah readers, which deepens our bench of people to leyn Torah (chant from the Torah) each week. Learning to leyn Torah isn’t as easy as “can you read Hebrew?” Reading the Hebrew isn’t all that difficult. The large symbols…

Leadership Moment: Letting Go A few weeks ago, Cloudflare let go a number of folks in its sales organization, and one of them (let’s call them AE) recorded the experience, and shared it online. It’s a long video, but to summarize: An HR representative, and a member of sales management (not AE’s manager or director,…

Leadership Moment: To Everything There is a Season It’s been an open secret in Foxborough this football season that it’s team captain Matthew Slater’s final year. In the pregame warmups before the Patriots’ final game, players and coaches came out wearing a tribute hoodie. And yet, when asked about how it felt at the start…

Leadership Moment: Rebuilding Burnt Bridges Carta, a stock/cap table management platform for startups, got itself into a bit of hot water recently. As a business that interacted with secondary customers (in this case, employees of the startups), it started engaging in a secondary market (selling shares of the startup to third parties), leveraging knowledge of…

Leadership Moment: College Applications Our eldest child has recently been accepted into List College at the Jewish Theological Seminary, in a joint program with Columbia University. We are elated to have successfully completed this phase of the application process, particularly given that we submitted only one application thus far. I often emphasize the importance of…

Leadership Moment: Happy Holidays I got a flurry of last-minute holiday greetings last week. Almost universally, they said things like, “Happy Holidays” or “Greetings this holiday season.” The challenge, of course, is that they waited until after Hanukkah was over, and most of the time, the accompanying imagery was quite evocative of Christmas. Receiving those…

Leadership Moment: Overlawyering It feels like I’ve been commenting on university leadership a lot lately, and maybe that’s because MIT, Harvard, and Penn have been providing a masterclass in how not to lead large organizations. Those three university presidents were in front of Congress last week (which is always a circus), and were repeatedly asked…

Leadership Moment: No Teams Left Behind It’s always interesting news when a company’s board fires its CEO, as OpenAI did with Sam Altman. When a large chunk of the company threatens to resign, and then Microsoft swoops in with a job offer too good to be true – no need to use Teams! – and…

Leadership Moment: Thanksgiving Dinner For many of my readers, today will be a day when you sit down with extended family and friends and share a Thanksgiving meal. There are many reasons to feel gratitude on this day, even if not everything is right in our world. But Thanksgiving is arguable most centered around gratitude…

Leadership Moment: Visibly Representing I spent the weekend alternating between terror and belonging. My wife and I went to Frankfurt to celebrate our 20th anniversary by watching the Patriots play an international game. As a Jew, a lot of friends had cautioned me to be careful, especially given the antisemitic unrest blooming all across the world.…