The gap this fills: Calendly doesn't ship an official Pushover app. If you want new booking or cancellation to show up in Pushover the moment it happens, the usual options are a paid third-party bot, custom code, or routing everything through a $20–50/month automation platform just to move one webhook from one URL to another. ZestyGlue does exactly that one thing for $9/month.
What it looks like
ZestyGlue
Calendly — Invitee · Created
A real Calendly event, shown as ZestyGlue formats it for Pushover.
Setup — about two minutes
- Create the connector. In ZestyGlue, start a new Calendly → Pushover connector. You'll get a unique webhook URL right away.
- Point Calendly at it. Calendly's webhook subscriptions are created via their API (or the Integrations panel on Enterprise plans) — create one pointed at your ZestyGlue webhook URL.
- (Optional) copy the signing key. Calendly returns a signing key when you create the subscription — paste it into ZestyGlue for extra verification, though it isn't required to get started.
- Point Pushover at ZestyGlue. Create an application at pushover.net → Create an Application for an API token, then copy your User Key from your dashboard — enter both into ZestyGlue.
Under the hood: Calendly's webhook signing key is only returned once, at the moment you create the webhook subscription via their API — copy it into ZestyGlue immediately, since Calendly won't show it again.
Events you can forward
invitee.created
invitee.canceled
Questions
Is my Calendly Webhook Signing Key safe with ZestyGlue?
It's encrypted at rest with Fernet symmetric encryption before it ever touches disk, it's never logged, and it's never displayed again in the dashboard after you enter it — only a masked placeholder is shown.
Does this notify on cancellations as well as new bookings?
Yes — subscribe to both invitee.created and invitee.canceled if you want to see cancellations alongside new bookings.
Do I need a paid Calendly plan to use webhooks?
Calendly requires at least a paid plan to create webhook subscriptions via their API — the free plan doesn't expose this feature.
Is there a cost for the Pushover app itself?
Pushover charges a small one-time fee per platform for the app itself, separate from ZestyGlue's $9/month — it's not a subscription.
What happens if my ZestyGlue subscription lapses?
Events are silently dropped rather than causing errors on Calendly's side — Calendly never sees a failure response, so it won't retry aggressively or flag your webhook as broken. Your dashboard will simply stop showing new events until you resubscribe.