The Head of Product, Customer Service, and the CTO of Slack were sitting in the front row at an important conference. This was peak Slack; we were all the buzz, the fastest-growing enterprise software company in history. The conference speakers were singing out praises, and at that precise moment, Slack was down. Again. I wish… more
If you want to teach a Californian kid about cold, have him fly out to New York in January. Have him pack poorly and then have him walk out of JFK airport at 3pm with aforementioned poor packing, and watch what happens. Wait until the sliding door opens. Wait for it. And watch. I did… more
For this piece, I am going to simplify management a bit. Let us assume there are three different hats you wear as a manager. They are: the Leader, the Fixer, and the Coach. I will briefly explain each role and then explain how I’ve screwed up each. I’m going in reverse order because I’m building… more
First start-up. We’re between Layoff #2 and Layoff #3. There’s a new VP of Engineering running the show and while he’s been hired with the guidance to “turn the ship around,” the tech economy is a wreck and his first official act is throwing passengers overboard so we don’t sink. Now this will be the… more
The most common conversation I’ve had during the last three start-ups was the growth conversation. Some version of: “Rands. I am here. How do I get there?” For leadership-minded engineers, there are four career paths available to you. I will describe three briefly, and then I’ll talk about the fourth one a lot. The first… more
First job. Scotts Valley, California. Zero clarity what a manager did, but Rick seemed like a nice guy and he pointed me in the right direction. Mostly. Rick was demoted after we didn’t ship for three years and Linda showed up and OH MY a solid opening lesson in credible and effective leadership. Thanks Linda.… more
When I do speaking gigs, I open with a few questions to get to know the audience. I’m looking for a couple of key demographic numbers to gauge how much to focus on and tune different themes in any given talk. I ask: How many self-identified Apple people? (Typography jokes = ok.) How many engineers?… more
You have a job and it has a name. A name of convenience. It exists so that when someone asks, “What do you do?” you can simply say, “I am a software engineer” rather than saying, “Well, there are these things called computers and computers run software and humans write software and I am one… more
On my short list of professional competitive differentiators, I would list my inbox strategy. I have a zero tolerance policy for unread mails. Zero. Any mail, however big or small, which lands in my inbox, is instantly read. There is an industrial strength set of mail filters that move mailing list noise out of the… more
It had all the signs of a good meeting. And I hate meetings. We were: Talking about a product we loved In great shape from a feature, quality, and schedule standpoint A group that historically did not kick ass A group that was kicking ass. The slides looked great and the dry-run was flawless, so… more
