Customer Support · head to head
Gladly vs Square Appointments

Square Appointments
Scheduling & Booking
Free scheduling for beauty businesses
- From
- Free
- Rated
- -
The short version
- Only Square Appointments has a free tier, so it costs nothing to try first.
- Each has a real cost: Gladly no pricing is published at any level, and the pricing page states no per agent cost, per conversation rate, minimum commitment or feature tiers; Square Appointments the free plan is aimed at solo professionals; booking across multiple staff requires the paid Plus plan
- They diverge on capability: Gladly covers Lifelong conversation, Square Appointments covers Online booking.
Where they differ
Only the attributes on which Gladly and Square Appointments actually diverge.
| Attribute | Gladly | Square Appointments |
|---|---|---|
| Starting price | $180/month | Free |
| Free tier | No | Yes |
| Category | Customer Support | Scheduling & Booking |
| Founded | 2014 | 2009 |
Identical on both: pricing model (subscription), platforms (Web, Ios, Android), user rating (Not yet rated).
What each one covers
Drawn from each product's published feature list. An absence here means we hold no record of it - not that the product lacks it.
Only in Gladly
- Lifelong conversation
- Omnichannel support
- Customer timeline
- Task management
- Knowledge base
- IVR
- Shopify
- Salesforce
Only in Square Appointments
- Online booking
- Client management
- Point of sale
- Payment processing
- Automated reminders
- Instagram booking
- Google booking
- Mobile app
Both cover
- PCI DSS
- Web support
What people use each for
The jobs each tool is most often brought in to do.
Gladly
- Customer service built around a single customer record rather than ticketsnot Square Appointments
- Handling support conversations across voice, messaging and emailnot Square Appointments
Square Appointments
- Online appointment booking for salons, barbers and personal servicesnot Gladly
- Taking card payments and deposits at the time of bookingnot Gladly
- Managing staff calendars, waitlists and no-show policiesnot Gladly
Where each one falls short
Documented limitations, not opinions. Every one is a constraint you would hit in normal use.
Gladly
- No pricing is published at any level, and the pricing page states no per agent cost, per conversation rate, minimum commitment or feature tiers
- The pricing page presents outcome statistics in place of any cost information
- Every route to a figure goes through a demo or sales conversation
Square Appointments
- The free plan is aimed at solo professionals; booking across multiple staff requires the paid Plus plan
- Cancellation policies, no-show fees and waitlists require the Plus plan
- Resource management, service cost tracking and the future bookings report require the Premium plan
- Custom processing rates are reserved for Square Pro, which is aimed at businesses processing over $250,000 a year
- Card processing fees are charged on top of the plan fee on every tier including the free one
Pricing, plan by plan
Gladly
$180/month- Hero$180/month
- All channels
- Customer timeline
- Knowledge base
- Superhero$210/month
- Everything in Hero
- Custom reporting
- Advanced rules
Square Appointments
Free- FreeFree
- Unlimited appointments
- Online booking
- Client management
- Plus$29/month
- Everything in Free
- Multiple staff calendars
- No-show protection
- Premium$69/month
- Everything in Plus
- Multi-location
- Staff management
Which should you pick?
Choose Gladly if
- You need lifelong conversation.
- You work on Web, Ios, Android.
- You also want omnichannel support.
Choose Square Appointments if
- You need online booking.
- You want to start without paying.
- You work on Web, Ios, Android.
- You also want client management.
Questions people ask
- Is Gladly or Square Appointments better?
- Neither clearly leads. Gladly starts at $180/month and Square Appointments at Free, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
- Which is cheaper, Gladly or Square Appointments?
- Square Appointments has a free tier; the other does not. Paid plans start at $180/month for Gladly and Free for Square Appointments.
- Does Gladly or Square Appointments run on more platforms?
- Both run on Web, Ios, Android, so platform support will not decide this one for you.
- Can I use Square Appointments for free?
- Yes. Square Appointments has a free tier, so you can try it without paying. Gladly starts at $180/month.
- What is Gladly best used for?
- Gladly is most often used for customer service built around a single customer record rather than tickets, handling support conversations across voice, messaging and email. Of those, customer service built around a single customer record rather than tickets and handling support conversations across voice, messaging and email are not what Square Appointments is typically brought in for.
- What can Gladly do that Square Appointments cannot?
- Gladly covers Lifelong conversation, Omnichannel support, Customer timeline, Task management. Square Appointments covers Online booking, Client management, Point of sale, Payment processing. Both handle PCI DSS, Web support.
Related pages
More on Square Appointments
Other head to heads
- Gladly vs Kustomer
- Gladly vs Front
- Gladly vs Groove
- Gladly vs Freshdesk
- Gladly vs Freshworks Customer Service Suite
- Gladly vs Jira Service Management
- Gladly vs Salesforce Service Cloud
- Gladly vs Zendesk
- Gladly vs 8x8 Contact Center
- Gladly vs Amazon Connect
- Gladly vs BMC Helix
- Gladly vs Chatwoot
- Gladly vs Customerly
- Gladly vs DelightChat
- Gladly vs Dialpad Contact Center
- Gladly vs Dixa
- Gladly vs Freshservice
- Gladly vs HappyFox
- Gladly vs Calendly
- Gladly vs Cal.com
- Gladly vs Motion
- Gladly vs Acuity Scheduling
- Gladly vs Appointlet
- Gladly vs Appointy
- Gladly vs Setmore
- Gladly vs 10to8
- Gladly vs Booksy
- Gladly vs Boulevard
- Gladly vs Doodle
- Gladly vs Fresha
- Gladly vs GlossGenius
- Gladly vs Schedulicity
- Gladly vs When2meet
- Gladly vs Zenoti
- Gladly vs Airbnb
- Gladly vs Booker by Mindbody
- Square Appointments vs Kustomer
- Square Appointments vs Front
- Square Appointments vs Groove
- Square Appointments vs Freshdesk
- Square Appointments vs Freshworks Customer Service Suite
- Square Appointments vs Jira Service Management
- Square Appointments vs Salesforce Service Cloud
- Square Appointments vs Zendesk
- Square Appointments vs 8x8 Contact Center
- Square Appointments vs Amazon Connect
- Square Appointments vs BMC Helix
- Square Appointments vs Chatwoot
- Square Appointments vs Customerly
- Square Appointments vs DelightChat
- Square Appointments vs Dialpad Contact Center
- Square Appointments vs Dixa
- Square Appointments vs Freshservice
- Square Appointments vs HappyFox
- Square Appointments vs Calendly
- Square Appointments vs Cal.com
- Square Appointments vs Motion
- Square Appointments vs Acuity Scheduling
- Square Appointments vs Appointlet
- Square Appointments vs Appointy
- Square Appointments vs Setmore
- Square Appointments vs 10to8
- Square Appointments vs Booksy
- Square Appointments vs Boulevard
- Square Appointments vs Doodle
- Square Appointments vs Fresha
- Square Appointments vs GlossGenius
- Square Appointments vs Schedulicity
- Square Appointments vs When2meet
- Square Appointments vs Zenoti
- Square Appointments vs Airbnb
- Square Appointments vs Booker by Mindbody

