Calendly
Pricing trust gap + free-tier nerf + commodity encroachment from Google Workspace + Microsoft Bookings. Switching cost is theoretical when users feel misled.
“The price went up after I had been on it for a year. Switched to a competitor in an afternoon. Did not lose a single booking.”
Public Signals
- ·Free tier restrictions tightened in 2024-2025
- ·Feature gating for multi-calendar users pushes toward paid tiers
- ·Cal.com and SavvyCal gaining share as open-source or leaner alternatives
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