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Thoughts on time,
groups, and AI.

How we coordinate, travel, and spend time together — and why it's getting easier.

June 1, 2026·5 min readgroup schedulingAI scheduling

Why Group Scheduling Is Still Broken in 2026

Polls, spreadsheets, WhatsApp threads — we've been solving the wrong problem for twenty years. Here's why, and what actually fixes it.

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May 20, 2026·6 min readfamily calendarfamily trip planning

How to Plan a Family Holiday Without the Group Chat Chaos

The complete guide to coordinating a family trip when everyone has different schedules, opinions, and definitions of 'available'.

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May 10, 2026·5 min readAI travel companiongroup travel

AI as Your Travel Companion: What Group Travel Looks Like Now

AI isn't just suggesting playlists anymore. It's booking hotel rooms for six, coordinating flights from different cities, and telling you when everyone is free before you even ask.

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