Jay Song

Founder and CEO of Shadow

Jay writes product updates and firsthand perspectives on building Shadow and practical AI for knowledge work.

Articles by Jay Song

[v1.8] See Your Next Meeting Right in the Menu BarSee your next meeting in the menu bar, get notified 1 minute before, and join with one click. Fully customizable in v1.8.
[v1.7] Smarter Screenshots + All New Skills + Ask About What You SawShadow 1.7: Auto screen capture, fully customizable Skills with webhook export, and ask anything about what you saw in meetings.
[v1.6] Menu Bar Mode + Invite Friends for Free MonthsInvite friends to earn free months, enjoy the new Menu Bar Mode, and experience a faster, more stable Shadow.
Shadow now understands what you see in meetingsShadow now understands what you see in meetings: it explains charts, connects docs, and keeps you in sync in real time.
[v1.4] Smart Screenshots: Shadow now remembers what's on your screenMeet Smart Screenshots: Shadow records key moments from your screen so you never miss what was shown, private by default.
[v1.3] Shadow is now your live meeting sidekickIntroducing Shadow's In-Meeting Assistant: get real-time fact-checks, follow-up suggestions, and meeting recaps without ever leaving.
The Essential Startup Founder's Toolkit: 7 Tools That Give You Superpowers7 tools that give startup founders superpowers. Better AND cheaper alternatives to enterprise bloat. From email to demos to design.
How AI Should FeelWhy the best AI feels ambient, not robotic'Shadow is a bot-less meeting assistant that works like a second brain, not a bot.
How to Record a Slack Huddle on Mac (2026)Three ways: Slack AI huddle notes on paid plans, OBS Studio for an audio or video file, or Shadow to record and transcribe on your Mac. Plus consent tips.
Export Meeting Outline & Export Transcript SkillsExport your meeting outlines and transcripts with our new Skills. Easily set up for automatic or manual use!
How to Automatically Save Everything You Say and Hear in Meetings to ObsidianAI is powerful, but data is the true superpower. Shadow lets you automatically save everything from your meetings to Obsidian.