Behind the product

Built for Square operators who cannot wait for the end-of-day report.

The most important moments in a business often happen quietly. A discount is used. A high-value sale lands. A regular returns. Stock drops. A call goes unanswered. Sidekick makes sure you hear about them while they still matter.

Read the story See the product

founder signal

built from Square operator experience

operator led

problemburied Square events

surfacecritical push alerts

contextcustomers / stock / tender

actionoperator knows now

founder note

Sidekick is built from the operator side of the counter.

Christian Ritter built Square Sidekick after years of living with the same gap many Square sellers feel: Square has all the data, but no fast way to know what actually deserves your attention.

The first product layer is the iOS app: real-time alerts, top customer intelligence, transaction detail, low-stock thresholds, sales goals, discounts, gift card activity, refunds, team protection, and location-aware Square settings.

The voice layer extends the same idea to the phone. Calls, orders, transcripts, payment links, and escalations become part of the same operating picture — not yet another inbox to monitor.

principles

The product is designed around operational attention.

Sidekick should feel like a focused command system, not another place to dig.

Signal over noise

A notification should earn the interruption. Sidekick is built around the alerts a Square operator actually needs during the day.

Operator context

Sales, customers, inventory, discounts, refunds, gift cards, and team controls all live on the same canvas — no silos, no swivel-chairing between dashboards.

Trust first

Square OAuth, location scope, sensitive controls, and permission refreshes are always in view. You should never have to guess what the app is doing on your behalf.

trust model

Trust is part of the interface.

Operators should know which Square account is linked, which locations are in scope, and when sensitive data or controls are protected.

operator controls

Visible permissions. Clear scope.

Square OAuth connection path

Location selection and scope visibility

Manager PIN gates for sensitive controls

Push routing around operator preferences

Alert rules tuned around real business events

journey

From hidden activity to a cleaner operator system.

Square operator

The product starts with real operating pain.

Square has the data, but the most important signals can be buried while the floor is busy.

iOS alert layer

Critical events become push alerts.

Discounts, refunds, low stock, top customers, gift cards, goals, and transaction detail surface where operators already work.

Voice layer

Calls become part of the same system.

Voice AI adds phone orders, transcripts, payment links, and escalation paths into the broader Sidekick operating layer.

next step

See what Sidekick surfaces from Square.

Explore the product system or try the interactive demo to see how buried business activity becomes operator context.

Product system Live demo