Category: Leadership

Leadership Moment: The Perfect is the Enemy of the Now It’s been a crazy month here, and despite some great plans for the newsletter, I kept failing to execute on them – and there’s a leadership lesson right there: sometimes, you build up your own requirements for success so high that, in failing to meet…

Leadership Moment: Begging Forgiveness, or Planning Harm? Two weeks ago, I wrote about the entertaining experience of watching a hotel clerk completely ignore me for ten minutes. To be clear, at any point I could have advocated for myself. I could have written my checkout note on a piece of paper, and then called my…

Leadership Moment: Performance vs Practice Kymberlee Price led off her post for International Women’s day with “I hate International Women’s Day.” It’s actually not that provocative of a post: Kymberlee objects to the one-day marketing campaigns that aren’t backed up by actual work. I agree with her points, and go one step further: what I…

Leadership Moment: Customer Acknowledgement I was recently in Tel Aviv. If there’s one thing that Israelis of all stripes seem to be universally proud of, it’s the bad customer service you’ll get in Israel. It’s an odd badge of honor. I was checking out of my hotel. I got in “line” behind a couple who…

Leadership Moment: Snowmageddon? Or is that NOmageddon? While I’m now enjoying the lovely weather in Tel Aviv, last week I was home outside Boston, prepping to leave, when I was joined by my whole family, since school was closed for the impending snow storm. The storm was a dud, however. rain, wintry mix, and a…

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…