Migration Guide

Stripe to Square

Step-by-step guide to migrate from Stripe to Square in 2026. Everything you need for a smooth switch.

Hard difficultyPT8H6 steps

Quick Answer

How to migrate from Stripe to Square: Hard difficulty, PT8H, 6 steps. Migrating from Stripe to Square is a significant transition in the finance space.

Overview

Migrating from Stripe to Square is a significant transition in the finance space. This guide covers every step of the process, from exporting your Stripe data to getting your team fully productive in Square. Whether you're switching for better features, pricing, or team fit, a well-planned migration minimizes disruption.

Before You Start

Before starting your migration, audit your Stripe usage thoroughly. Document active projects, key integrations, custom configurations, and team workflows. Clean up unused data to keep your Square workspace organized from day one. Notify your team at least a week in advance and designate migration leads for each department.

How to Migrate from Stripe to Square

1

Export data from Stripe

PT30M

Use Stripe's built-in export tools to download your data. Most platforms offer CSV, JSON, or API-based export options.

2

Set up your Square account

PT30M

Create your Square workspace, configure settings, and set up the organizational structure to mirror your current setup.

3

Map features and data fields

PT30M

Review how Stripe concepts translate to Square. Document the mapping for custom fields, statuses, and workflows.

4

Import data into Square

PT45M

Use Square's import tools, CSV upload, or a third-party migration service to bring your data from Stripe.

5

Recreate automations and integrations

PT45M

Review your Stripe automations, integrations, and custom workflows. Rebuild them using Square's native automation features.

6

Verify data and train your team

PT30M

Check that all critical data transferred correctly. Provide training sessions and documentation to help your team adjust to Square.

Feature Mapping: Stripe vs Square

FeatureStripeSquare
PaymentsStripe PaymentsSquare Payments
InvoicingStripe InvoicingSquare Invoicing
SubscriptionsStripe SubscriptionsSquare Subscriptions
ReportsStripe ReportsSquare Reports
APIsStripe APIsSquare APIs

Data Transfer Checklist

Transfers successfully

  • Transaction history
  • Customer records
  • Invoice data
  • Product catalog

Needs manual work

  • Custom checkout flows
  • Webhook configurations
  • Reporting dashboards
  • Dispute resolution history

After Migration

After migrating, keep Stripe accessible for at least 30 days as a reference. Monitor team adoption and gather feedback on the Square experience. Set up a dedicated help channel for migration questions. Track key productivity metrics to ensure the switch is successful.

Our Verdict

The migration from Stripe to Square is complex but worthwhile with professional guidance. The biggest factor in a successful switch is thorough preparation and giving your team adequate time to adjust to the new platform.

Stripe to Square Migration FAQ

A typical migration takes 1-2 days for the technical setup. Larger organizations with extensive data may need additional time. We recommend a 1-2 week transition period for full team adoption.
Most core data can be transferred using export/import tools. However, some platform-specific features like custom automations and plugin data may need to be manually recreated in Square.
Yes, we recommend running both tools in parallel for 1-2 weeks. This gives your team time to adjust and ensures nothing is missed during the transition.
Both are strong options in the finance space. Square may offer different strengths depending on your team's needs. We recommend evaluating your specific requirements and taking advantage of any free trial before committing.

Paying for Stripe or Square? StackTidy catches them the moment you're charged — and flags them if your team stops using them.

See what StackTidy can find

Track Your Migration with StackTidy

Switching from Stripe to Square? StackTidy automatically detects both subscriptions so you know exactly when to cancel the old one.

Start Tracking