Built by a Square seller

Stay in lockstep with every Square event the second it happens.

Sidekick watches sales, refunds, discounts, staff actions, and inventory across all of your locations, then routes the right alert to the right person instantly. That means fewer dashboard dives and more proactive moves.

2,400+

Alerts delivered daily

60 seconds

Operators responding inside

Unlimited

Square locations supported

Sidekick mobile alerts feed interface
Sidekick mobile escalation thread view
Sidekick performance summary on mobile
Sidekick automation setup workflow on mobile
Signal over noise

Alerts tuned for operators who refuse to be surprised.

Sidekick filters out noise across Square and lifts only the events that demand action so you can stay focused on service and growth.

Instant sales alerts
Know the moment a high value sale lands so you can run the playbook, celebrate the team, or check inventory.
Refund and risk flags
Sidekick inspects every refund, void, and discount and pushes context to the right leader before the shift ends.
Team recognition
Celebrate large tips and five star feedback automatically so morale stays high across every location.
Inventory countdowns
Low stock alerts track velocity by item and location so you can reorder before signature products run dry.
Operator cadence

Know what matters before, during, and after every shift.

Sidekick lines up with the natural rhythm of your business so you and your team always know the next best move.

Open

Kick off with confidence

Start the day with a digest of overnight sales, pre orders, reservations, and tasks that need attention.

Mid shift

React as business happens

Granular alerts surface every high value sale, suspected refund, and standout team moment so you can guide from anywhere.

Close

Review and set up tomorrow

Wrap with AI generated highlights, trend lines, and recommended actions that keep momentum rolling into the next shift.

Operators backing us

Loved by leaders running fast-moving Square teams.

Sidekick keeps owners, GMs, and operators synced around the moments that move revenue and morale.

SY

Sonia Yasavolbashi

Owner, Aslam Rasoi

Square Sidekick has been extremely helpful in managing our rapidly changing inventory. We get a push alert when we are running low now. We cannot live without it.

KB

Kelsey Brown

Founder, Night Market Coffee Collective

Sidekick is the first tool that actually feels like an operations partner. It catches blind spots, keeps our leadership aligned across three cafes, and turns late night guesswork into playbooks.

Product glimpses

A quick tour of the Sidekick control center.

Snapshots from the current alpha build, straight from Christian Ritter working nights and weekends to give Square sellers total visibility.

Sidekick alert stream across multiple Square locations
Sidekick alert stream across multiple Square locations
Sidekick control center summarizing live revenue trends
Sidekick control center summarizing live revenue trends
AI powered analytics within Sidekick
AI powered analytics within Sidekick
Team recognition feed celebrating top performers
Team recognition feed celebrating top performers
Sidekick alert builder configuring custom rules
Sidekick alert builder configuring custom rules
Sidekick dashboard showing multi location performance
Sidekick dashboard showing multi location performance
AI generated nightly summary highlighting wins and risks
AI generated nightly summary highlighting wins and risks
Alert routing rules tuned for leadership and operators
Alert routing rules tuned for leadership and operators
Sidekick revenue heat map highlighting peak activity
Sidekick revenue heat map highlighting peak activity
Sidekick notification stream with actionable context
Sidekick notification stream with actionable context
Sidekick insights dashboard consolidating Square data
Sidekick insights dashboard consolidating Square data
Plug into your stack

Integrations that feel native to your workflow.

Connect Sidekick to Square and extend alerts into Slack, SMS, email, and soon the Sidekick mobile app. No custom engineering sprint required.

Square
Slack
Email
SMS
Stripe Billing
AI Insights
Team Dashboards
CSV Export
Frequently asked

Get clarity before you onboard.

Still curious? We are happy to hop on a call. Just drop a note in the waitlist form.

Join the founding cohort

Secure white glove onboarding and lifelong founder pricing.

We are onboarding a limited number of teams each month to guarantee signal rich alerts and personalized insights.

Expect one thoughtful update. No noise.