Hey there, Quick reminder: I'm hosting a remote work Q&A event to answer all your questions live tomorrow, Wed, Sep 25th! Register for free here and join me. Can't wait to chat!
Now, back to our Q&A series, where I answer popular remote work questions, explain why common advice doesn’t work, and share what I recommend instead. Reply to this email if you have a question you'd like me to cover next! TLDR below 👇 | Read this on the web | Subscribe Last year, my company did a calendar reset (deleted all team meetings to start fresh), and that helped for a bit, but now my calendar is back to being a mess again. What do I do? As a proponent for async-first work, people automatically assume I love calendar resets, but nope. This exact scenario is exactly why I don’t. It’s a huge tease to get a taste of what work is like when you have space to do it, but this space is immediately ripped away because calendar resets do nothing to change bad habits. The person who only knows how to get anything done in meetings has no new training. The teams with no processes for collaborating async still need calls to work together. And the managers who use meetings to gauge whether work is getting done are now frantic. Calendar resets are aspirational but not rooted in reality. It’s like when a person who is tired of their mess spends one day just tossing everything. Next month, they’re back to living in a pigsty because it wasn’t the stuff that made the place messy. It was the person and the habits. There are two key skills to learn when trying to reduce meetings:
People frequently jump right to skill 2 and then wonder why their calendar is a mess again a month later. You need both skills to maintain a healthy calendar. It can be tempting to overhaul everything overnight when you’re feeling overwhelmed, but I’d like to encourage you to instead focus on these small steps this week:
Start with just these three items. Keep what works and toss what doesn’t. As with anything, the more you practice, the better habits you’ll build. And this time, when you clear your calendar, it’ll be for good. If you’re dealing with a similar problem, join the Work Forward Society waitlist to receive actionable tips to get rid of your bad meetings. TLDRWhen trying to reduce meetings, it's important to understand two skills:
Don't jump right to skill two and then wonder why your calendar is a mess again a month later. Quote of the WeekMeetings are a symptom of bad organization. The fewer the meetings the better. - Peter Drucker In Other NewsEmployees voted on the worst workplace jargon. Here’s the number-one phrase that annoys your coworkers
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Hey there, Quick update: I’m hosting Cooking with AI (Live!) tomorrow — a walkthrough of four easy recipes to get started using AI: ✅ Shopping smarter with Perplexity✅ Turning experts into mentors using NotebookLM✅ Personalized recommendations using image analysis from ChatGPT✅ Building your first AI assistant bot (no code required) with a custom GPT Come see how each one works in practice and get ideas for how to fit them into your own workflow. Anyone can attend live for free, and paid...
Read this on the web | Subscribe Imagine joining a team and instantly knowing how to work well with your manager or colleague. No awkward guesswork, no stumbling through miscommunications. That’s what a Personal ReadMe unlocks. It’s a short, thoughtful document that outlines how to work with you effectively. Think of it as your professional user manual, a quick-start guide that answers questions like: How do you work best? What’s your preferred communication style? What are the values and...
Hey there, This week, I'm sharing a quick recap of my favorite lessons, reads, and shares of the month. We'll be back to the usual articles next week. This month, my daughter turned one year old! Time flies when you're sleep deprived. If you came across anything great this month (whether it’s a book, podcast, or insight) I’d love to hear about it! Just hit reply and share what you loved. April 2025 Recap Read this on the web | Subscribe Reads This month, I finished The Art of Learning by Josh...