Concrete spheres for energy storage; California plans a 9-meter diameter sphere (farmingdale-observer.com)

I've been building a scheduling tool for solopreneurs and small businesses, and along the way, I realized how many people dislike using tools like Calendly — even if they rely on them.

Here are some of the common complaints I've heard (and experienced myself):

Feels impersonal: Sending a link feels transactional, not collaborative. Especially awkward in cold outreach or with high-trust clients.

Too rigid: Most tools assume static availability or recurring blocks. Life isn’t always that predictable.

Hidden costs: Features like payment integration, group bookings, or email/SMS reminders are often behind paywalls or require multiple tools.

Overkill for simple use cases: Sometimes you just want to quickly agree on a time without creating a new "meeting type." Poor UX on mobile: Many tools are clunky on phones, yet that’s where a lot of scheduling happens.

Curious to hear from others — do you run into these problems? What’s your biggest frustration with scheduling tools right now?

Comments (2)

gamificationpan · 1d ago

I have the same feeling.

tanelpoder · 1d ago

Yup same here. Perhaps a better experience would be to first just reach out with a "normal human being" email and later on either side of the conversation can just CC: schedule@example.org address to the email reply.

Downside: now this (external) service knows what you're talking about

Upside: now this (external) service knows what you're talking about - and can create a meaningful name & description for your meeting request (and you'd have some searchable history etc)

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Problems with scheduling apps like Calendly

Comments (2)