Lenny's Newsletter · Product & Work
TIER 4 2020-05-19
Hello, I’m Lenny, and welcome to a 🔒 subscriber-only weekly edition 🔒 of my newsletter. Each week I tackle reader questions about product, growth, working with humans, and anything else that’s stressing you out at the office. Send me your questions and in return, I’ll humbly offer actionable real-talk advice.
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Feels like you got a raw deal, doesn’t it? Having to take the heat for a project you didn’t initiate — how unfair. Well, that’s part of the gig. No one ever said being a PM was easy. Many of the projects your team works on aren’t going to work out. So it’s important to get good at sharing bad news.
Fun fact: I also led the overhaul of an onboarding journey (for new Airbnb hosts) that also took about six months. And it also ended up being negative on metrics. One learning for me was to be careful investing in large-scale redesigns of a key flow (a topic for another time 😬). This experience also taught me a lot about communicating bad news.
The trick to sharing bad news effectively is to imagine being on the other side of the table. What would you want to know if you were in charge?
If you’re like most people, you’d want to know everything, as soon as possible, plus exactly how to best move forward. So start there. Here how…
I once took on a project that I knew was doomed to fail. As much as I tried, I couldn’t convince my manager of that fact. So we launched it. I then got to work doing everything I could to help it succeed, working long hours, and getting really stressed. I didn’t want the project to fail. I didn’t want to fail. But it was hopeless. One evening, while commiserating with a colleague over a beer, she offered some great advice: “Let it blow up. Let it fail.”
And so I did. I let the experiment run its course, and it was negative on every metric. Once we ended the experiment, we both saw the results plainly and were finally able to move on. What I took away from this experience was that sometimes there’s no way around something — sometimes you just have to go through it. In your new role, with a failed project on your hands, there’s no way around it. You just have to go through it. Get to it.
That’s it for this week!
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Sincerely,
Lenny 👋