Company Overview
About Reclaim AI
Reclaim AI is an intelligent calendar scheduling platform founded in 2019 by Henry Shapiro and Patrick Lightbody, originally in Portland, Oregon. Auto-schedules tasks, habits, meetings, and breaks on Google and Outlook calendars using AI that learns preferences. Raised $4.8M in seed funding.
Business Model & Competitive Advantage
Integrates with Asana, Todoist, Jira, Slack, and Zoom. Features include smart 1:1 scheduling, team availability, habit tracking, buffer time, and travel time calculation. August 2025: launched Microsoft Outlook Calendar support. Freemium model with Free, Starter, and Business tiers.
Competitive Landscape 2025–2026
Acquired by Dropbox in August 2024. Under Dropbox, introduced predictive planning for project deadlines and OKR-linked task estimation. Aiming to become an AI-native time operating system for hybrid teams in 2026.
Open Positions
Reddit Discussions
Key Differentiators
Strong Challenger
Reclaim AI is an established challenger with significant market presence and competitive offerings in Productivity & Collaboration.
Frequently Asked Questions
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