Square Appointments: Frustration with Square Appointments Scheduler
Users are frustrated with the frequent changes to the app's interface and the persistent bugs that disrupt their experience. This dissatisfaction is compounded by negative sentiments towards the overall functionality and reliability of Square's services.
27 different people have complained about this since 01 Apr 2021, most recently on 15 Aug 2026.
No new posts for 84 days. This may have been fixed, or people stopped writing about it — the evidence below is from before 15 Aug 2026.
- “That leads to typos, missing spaces, and other mistakes.”
- “If you have multiple locations and try to switch from one to the other, good luck!!”
- “When I asked why they rose in ‘22 I was literally told “bc they can.” They change the app interface/look every other month, it’s absolutely infuriating.”
27 people in 27 posts across 1 source · 0 in the last 30 days, 0 in the 30 before
The pain
shares of 27 peopleWhat goes wrong, and for whom
- Who
- 27 people using Square Appointments: Scheduler
- What goes wrong
- App freezes or crashes on launch11 people · 41%
- Booking workflow requires too many steps6 people · 22%
- Customer support is unresponsive or unhelpful3 people · 11%
- High monthly subscription and transaction fees2 people · 7%
- Since
- 01 Apr 2021 → 15 Aug 2026
Is this a startup idea?
Not directly. These are complaints about a product or service people already use — the fix belongs first to that provider.
- Complaints are about
- Square Appointments: Scheduler
- Looking for something else
- 4% want an alternative · 7% ask the provider for a feature
- What the numbers say
- Almost nobody is looking for a different product — people want this provider to fix it, not a new option.
The pain — what people say
Their asks, who is writing, and the posts themselves
People are asking for
In their own words — asks pulled from the evidence, most-repeated first
“If you have multiple locations and try to switch from one to the other, good luck!!”
“That leads to typos, missing spaces, and other mistakes.”
“There are constant bugs now in this app as well, I wish I could write and give you every bug I find which is daily, and I’m a professional app dev myself, so I’m not some user who doesn’t understand…”
What people were doing
Every post behind this page, by what its author was doing — and when each one was written
- Complaint2489%
- Looking for an alternative14%
- Request27%
Sources
27 signals · 1 sources
Evidence
Raw public posts behind this opportunity — click through to the original
…keyboard covers the text field, so I can’t even see what I’m typing. That leads to typos, missing spaces, and other mistakes. I also can’t properly paste text or links into the note. Please just bring the old workflow back. The new version is much less efficient and makes using the app significantly more difficult.
FrustratedMissing feature…do appreciate that, but there are many problems that shouldn’t exist. Lack of insight or poor design or both. Ex: closing a specific day shouldn’t reset your hours of business. Resetting hours of business is annoying with the “scroll wheel” function. It’s cumbersome and time consuming. Let me type it in. Some of my…
FrustratedMissing feature- user·a6e6App StoreApp Store US/Booking & appointments·15 Jun 2026·Looking for an alternativesource ↗
…off work and I need to check something. glitches and crashes OFTEN. If you have multiple locations and try to switch from one to the other, good luck!! notes I take on client files often don’t save when doing it with the mobile app, desktop version seems to work SLIGHTLY better ALSO the new update for the desktop…
Strong complaintSwitching away …for 13+yrs. Costs have risen an insane amount for no better service. When I asked why they rose in ‘22 I was literally told “bc they can.” They change the app interface/look every other month, it’s absolutely infuriating. I can’t wait to sell my companies and get rid of square bc they’re so integrated into my…
Frustrated…ey from a-z don’t make sense, but it makes sense within a small area. There are constant bugs now in this app as well, I wish I could write and give you every bug I find which is daily, and I’m a professional app dev myself, so I’m not some user who doesn’t understand what a bug is, I’m telling you it’s riddled with…
Wishes it existed
Market and score
Products already there, how the score moved, and what it is made of
Opportunity history
Every score change is stored as a snapshot — click a sub-score to overlay it
Why did it move?
Score 27.2 → 29.4 · 07 Nov 2026, 14:00 → 15:15 UTC
How the score was measured36 measured values behind the seven sub-scores · each shows the value, then the points it earned out of 100Show ↓Hide ↑
Questions about this idea
- Is Frustration with Square Appointments Scheduler a startup idea?
- Not directly. These are complaints about a product or service people already use, and the fix belongs first to that provider. The page shows what is frustrating users and how badly — not an open market to start a company in.
- How many people have this problem?
- 27 different people described it independently, in 27 mentions, the earliest from 01 Apr 2021 and the most recent from 15 Aug 2026. The quotes, with dates and links to the originals, are in the Evidence section.
- Is this problem getting worse?
- Status: quiet — no new posts in the last 60 days. 0 people raised it in the last 30 days and 0 in the 30 days before; the status compares its share of everything collected from the same source, so collecting more or less cannot create a trend.
Written up in
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Have you run into this?
Written by readers, except comments marked Team, which are ours. Not part of the evidence above and not counted in any score.
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Square Appointments Scheduler seems to have become quite a hassle, especially with the latest update making it hard to create personal events without going through too many screens. We've heard from 26 people who are dealing with these issues, and it's clearly affecting their workflow. If you've reached out to support about the interface changes, did they offer any solutions or explanations that helped?