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§ Private Profile · Toronto, Canada
Automated scheduling software that streamlines meeting management for businesses, offering AI-powered assistants and lead qualification.
CalendarHero is a Toronto, Ontario-based software company that develops automated scheduling platforms and AI-powered meeting assistants to streamline corporate calendar management. The software-as-a-service platform integrates with over 60 business applications to facilitate one-on-one, remote, and group meeting coordination while optimizing lead generation workflows across various industries. Prior to its strategic acquisition, the technology firm operated with fewer than 25 employees and generated under $5 million in annual recurring revenue. The enterprise secured less than $5 million in total venture funding across a single round from institutional investors including LOI Venture and DevCap. In October 2023, the business was acquired by Vendasta, an end-to-end digital solutions provider that subsequently integrated the scheduling technology into its foundational product suite. Originally launched under the name Zoom.ai, CalendarHero was founded in 2016 by Roy Pereira and Alexey Adamsky.
CalendarHero has raised $5.8M across 4 funding rounds.
CalendarHero has raised $5.8M in total across 4 funding rounds.
CalendarHero has raised $5.8M across 4 funding rounds. Most recently, it raised $450K Other Equity in August 2020.
| Date | Round | Lead Investors | Other Investors | Status |
|---|---|---|---|---|
| Aug 12, 2020 | $450K Venture Round | BDC Capital, Epstein Enterprises, Perennial, Strategic Investment Fund | — | Announced |
| Apr 11, 2018 | $3.1M Seed Plus | Dennis Smith | BDC, Betaworks, Good News Ventures, Northspring Capital Partners, TWO Small Fish Ventures | Announced |
| Jun 1, 2017 | $2M Seed | — | Archangel Network OF Funds | Announced |
| Jul 14, 2016 | $200K Seed | Betaworks | — | Announced |
CalendarHero has raised $5.8M in total across 4 funding rounds.
CalendarHero's investors include BDC Capital, Epstein Enterprises, Perennial, Strategic Investment Fund, Dennis Smith, BDC, Betaworks, Good News Ventures, NorthSpring Capital Partners, Two Small Fish Ventures, Archangel Network of Funds.
CalendarHero is an AI-powered meeting and appointment scheduling platform that automates booking, calendar sync, reminders, video conferencing setup and related meeting workflows for businesses and teams. [1][7]
High-Level Overview
Origin Story
Core Differentiators
Role in the Broader Tech Landscape
Quick Take & Future Outlook
Quick takeaway: CalendarHero has positioned itself as an AI-first meeting operations platform that removes manual scheduling friction via multi-channel scheduling surfaces, broad integrations and automation; its future strength will hinge on AI improvements, deeper enterprise integrations and differentiation versus both standalone schedulers and feature additions from larger collaboration platforms.[6][7][1]
If you’d like, I can: provide a competitive comparison (e.g., vs. Calendly, Microsoft Bookings), draft a short investor-facing one‑pager, or pull recent customer case studies and pricing tiers for due diligence.