I Hate Calendly — Meeting Invite Etiquette

Chris Herbert
3 min readSep 6, 2022

As more meetings have gone digital since 2020, the number of meetings has increased significantly. With that, the number of tools being used to schedule and coordinate these meetings — especially Calendly.

I hate Calendly.

It’s not Calendly’s fault. It’s a great product that achieves a simple purpose: seeing when someone is available to meet easily. The problem is the etiquette of scheduling meetings goes out the door when people use Calendly. Here is my guide on how to properly use Calendly.

TLDR:

  1. If you are the one requesting the meeting and consuming someone’s time with a sales opportunity, do not send them a Calendly link, but ask 3 days and times that work for them or suggest three 2 hour windows that work for you
  2. Do not make the customer ever click a Calendly link. If you are part of a sales team, there is other software that automatically generates time windows that works for you and the customer has a 1 click schedule within their email
  3. Do not include a Calendly link in your email. This is just a bad idea as you are enabling random people to control your time.
  4. If you sent the Calendly, do not reschedule by asking the person to use Calendly again. If you canceled, then it is up to you to find a time that works…

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Chris Herbert

Squall Growth Marketing for Startups. Previous 3x startup founder - TrackR, Cliq, Shine