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About Sidekick AI

Sidekick is your proactive AI life coach. It starts the conversation — so you don't have to.

Most apps wait. You open them, type tasks, and plan your week alone. Sidekick works the other way around. It learns how your week flows, notices when your energy shifts, and gently tells you what matters right now. Like a friend who happens to keep a perfect calendar.

• A COACH WHO ADAPTS TO YOU
Mornings begin with a brief that already understands the day ahead. Mid-day check-ins arrive when your energy dips. Evenings end with a small reflection. Pick the tone that fits you — from Quiet (one gentle note a day) to Intensive (real, honest accountability).

• A CALENDAR THAT PLANS ITSELF
Tell Sidekick what matters — "Gym 3×/week," "Read 30 min/day," "Deep work every morning" — and it finds the time, around your real schedule. Protects your priorities. Makes room when life shifts. Reshuffles gracefully.

• STREAKS WITH SOUL
Honest accountability, not padded numbers. Live check-ins build your streak. Retro-logs sit gently in history but never heal what you missed. The kind of honesty that actually motivates.

• ONE PLACE FOR EVERYTHING
Two-way sync with Google Calendar and your iPhone calendar. Tasks, goals, events, time blocks — all in one calm day, week, and month view. Color-coded by the parts of your life that matter.

• REWARDS THAT FEEL LIKE YOU
Define your own — coffee at that café, a new book, the dinner you've been saving for. Hit a weekly target and Sidekick picks one to celebrate with you. Progress should feel as good as it is.

• PRIVATE BY DESIGN
Your data stays yours. No ads. No selling. No training AI on your life. Ever. Built in Canada, privacy-first from the first line of code.

• EARLY ACCESS
Every Pro feature is unlocked, free. Join now and keep Pro forever — Sidekick is being built for, and with, the first wave of people who show up.

Sidekick is what happens when a planner, a coach, and a quiet companion become the same app. Calm. Smart. Yours.

What’s new

Version 2.35.5 · Updated June 24, 2026

New quick-capture called "Dispatch" — tap + and just type; Sidekick sorts it into tasks, events, or a plan • A refreshed, calmer look across Home, Calendar, and Manage • Home-screen widgets for today at a glance • Missions: goals with a finish line you actually complete • Smarter streaks, sharper reminders, and lots of fixes

Alternatives to Sidekick AI

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