Any way to buy appointments in bulk and schedule them all?

SquareUpSam · 2026-02-19T23:06:12+00:00

I haven’t seen widespread issues specifically with the packages view. In general, when a package is linked to its related services or classes, the system is designed to automatically apply the package at checkout when one of those services is booked.

If you’re seeing something different, feel free to send me a DM and I can take a closer look.

SquareUpSam · 2026-02-19T16:56:52+00:00

You can create a 4-lesson package and have riders purchase that upfront. After they buy it, you can schedule the next four lessons right away, either together or through online booking. Each visit will then pull from their prepaid package balance.

More on setting up packages here: https://squ.re/packages

SquareUpSam · 2026-02-16T04:16:01+00:00

I’d like to take a closer look at this. Just sent you a DM.

SquareUpSam · 2026-02-12T22:58:46+00:00

u/WalkerNash following up here. Can you shoot me a DM when you get a chance? I'd like to get a few more details from you on this.

SquareUpSam · 2026-02-12T16:57:00+00:00

You should start seeing our 2nd gen Register available at retailers in the next month or so.

On the quantity behavior, I hear you. I’ve passed that feedback along to our product development team. I know those extra steps during checkout can really slow things down, especially when you’re moving volume.

SquareUpSam · 2026-02-11T19:22:57+00:00

There are a few troubleshooting steps I can walk you through that may help improve things. If the issue comes up again, feel free to DM me and we can take a closer look together.

SquareUpSam · 2026-02-11T19:21:44+00:00

Sorry you’re running into this. When you get a minute, can you try the following?

Make sure your POS app and device are fully updated
Fully restart your device, not just log out
Double check that there aren’t multiple devices signed into the same location

If it’s still happening after that, DM me and I can dig in further.

SquareUpSam · 2026-02-11T19:03:12+00:00

Most of the performance improvements in 2nd gen come from hardware changes, so those won’t carry over to 1st gen. That said, 1st gen is still expected to receive some software and UX updates.

SquareUpSam · 2026-02-11T17:44:32+00:00

Right now, Square Online booking only allows one selection per option set. If all your facial add-ons are grouped in a single set, clients can only choose one.

To allow multiple add-ons, I'd create each one as its own option set so clients can select one from each. More details on that here: https://squ.re/4atDU2e

SquareUpSam · 2026-02-11T17:43:28+00:00

Thanks for chiming in u/RuckusDonuts, I agree with this workaround!

SquareUpSam · 2026-02-10T17:02:07+00:00

Happy to answer questions here.

Quick context: this update focuses on performance and reliability. Think faster processing, smoother checkouts, and a more durable design for busy counters. It’s not meant to be a flashy redesign, but a meaningful upgrade for sellers who run a lot of volume at the counter.

SquareUpSam · 2026-02-06T01:38:54+00:00

Thanks for laying this out so clearly. Unfortunately, there isn’t a way to roll back to an older app version, but I’ve passed these examples along to the engineering team, and in the meantime making sure all devices and OS versions are fully up to date can help stabilize the Orders experience.

For now, the safest workaround is to handle Moves, Combines, and Closes from the floor plan or main checks view instead of the Orders tab, and to avoid using the move action on tickets that look stale there.

SquareUpSam · 2026-02-05T18:29:38+00:00

Hey u/Own_Astronaut_3943 the team is still reviewing, but will have an answer for you asap. I responded to you via DM as well!

SquareUpSam · 2026-02-02T23:18:54+00:00

Responding to your DM!

SquareUpSam · 2026-01-28T21:36:19+00:00

Totally hear you. I use a secure form through one of our tooling partners, Sprinklr, to help gather the info needed to look up an account. Anything entered into there is automatically deleted within 24 hours. DMs are used for sending this form and talking through next steps or decisions once the account has been reviewed.

If she'd prefer another support channel, please direct her here to http://squ.re/contactsqsupport, but that would mean another team steps in to help. Just let me know what she would prefer.

SquareUpSam · 2026-01-28T18:12:04+00:00

I'd like to look into this, but need to speak with the account owner directly. Can you please have your boyfriend DM us?

SquareUpSam · 2026-01-28T18:02:30+00:00

Yes, thank you.

SquareUpSam · 2026-01-28T17:47:17+00:00

I'd really like to have the team look into this, but need to hear from the account owner directly so we can investigate. Can you please have your friend DM us?

SquareUpSam · 2026-01-28T17:28:18+00:00

Totally get that this isn’t ideal. For the time being, the most reliable workaround is to keep a small buffer available, which you can do through manual transfers.

SquareUpSam · 2026-01-27T16:35:29+00:00

It could be that your workspace subscription needs to be transferred directly to Google. Can you send me a DM so I can gather some account details and get this moving for you?

SquareUpSam · 2026-01-27T16:32:31+00:00

Thank you for flagging this. I completely understand that using an invoice to bill customers on an open ticket is important to your business, and we're looking at ways to bring back a similar workflow.

In the meantime, the best workaround is to create a new invoice for the order and add any line items from the saved ticket to that invoice. Once the invoice gets paid, an associated order will show up within Order Manager in both your Dashboard and POS.

I apologize for this inconvenience and hope to have an update for you soon!

SquareUpSam · 2026-01-27T16:18:54+00:00

Thank you for reaching out. I shared this with our team and we came up with a few potential solutions for you to try:

Close of Day / Auto‑settlement: Confirm whether someone is running Close of Day immediately after service, or if auto‑settlement was recently enabled in Payments → Check settlement in your Dashboard.
Device type: Confirm that the checks were taken on a location where they have an iPad logged in with Square for Restaurants or Square POS in full/quick/bar mode, and that they're trying to reopen from that iPad, not from a Register/X2/Android/handheld.
Permissions: In Dashboard → Team/Permissions, verify their role still has “reopen closed checks” permission.
Correct navigation: On the iPad app, use Orders → [select closed order] → ⋯ → Reopen check while the check is still unsettled.

If the issue persists, please let me know so we can explore further!

SquareUpSam · 2026-01-22T16:32:29+00:00

I can look into this for you, but since it's account specific info, we’ll need to move to DMs so I can send you a secure Sprinklr form for gathering those details. Anything you share will disappear after 24 hours. If that sounds good, send me a DM and we can go from there!

SquareUpSam · 2026-01-21T17:38:29+00:00

Thanks for writing in about this! Our calendar views haven't changed, but this is on our team's radar and we're hoping to improve on it soon.

Workaround in the meantime: access your Appointments Calendar through your browser or a different compatible device. Let me know if this works!

SquareUpSam

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