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Modern Square systems built for restaurants and retail across CT

Expert Square POS Implementation in Connecticut

When upgrading your Connecticut POS system to Square, how you implement it matters far more than the software itself.

At Boldly Forge, we design, deploy, and optimize high-performance Square POS ecosystems for restaurants and retailers across the state—serving operators from Newtown and Danbury to Stamford, Hartford, and New Haven.

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Southdown Coffee

Square for Restaurants POS buildout with integrated online ordering and menu optimization.

arrett-Jackson collector car auctions e-commerce website featuring 2026 apparel collection — Shopify to Square migration case study by Boldly Forge

Barrett-Jackson

Shopify to Square Migration and ongoing support for one of the world's most recognized collector car brands.

Bagel Uprising

Full system deployment — hardware, Square POS, online ordering, and a loyalty program generating automated revenue.

Square solutions, configured to perform.

We don't do "out-of-the-box" defaults. A great point of sale is only as powerful as its configuration. We dive deep into how your local business operates to ensure your Connecticut Square POS, online ordering, automated marketing, and backend reporting function seamlessly together from day one.

Complete Operations & POS Build-Outs

We configure Square for Restaurants and Square for Retail entirely from the ground up. From strategic hardware deployment across your Connecticut locations to complex catalog architecture, KDS routing, and team permissions—we don’t just activate your Square POS. We optimize it for scalable growth.

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Online ordering that brings back diners.

Too many online ordering setups run on a separate system from your POS — creating duplicate menus, mismatched inventory, and orders that don't flow into your kitchen or fulfillment workflow. We build Square Online stores that connect directly to your in-store operations, so inventory updates in real time, orders route where they need to go, and reporting stays unified. No third-party commission fees, no manual reconciliation, no second system to manage.

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Turn customers into regulars.

We set up and manage Square Marketing and Square Loyalty campaigns that run in the background and drive repeat revenue. Automated email flows, loyalty rewards, and win-back campaigns built around your actual customer data.

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Simplify Your Move To Square.

Migrating from Toast, Clover, Shopify, or another platform? We handle the full transition — data migration, hardware swap, staff training, and parallel running so you never skip a beat.

Migration Checklist

A Connecticut POS Partner Driven by Results, Not Just Installations.

Restaurants

From bustling independent cafés to scaling multi-unit concepts, we map Square for Restaurants directly to your kitchen and front-of-house workflows. As your dedicated Connecticut POS partner, we ensure your point of sale, KDS, online ordering, and loyalty programs function as one cohesive ecosystem. No patchwork setups. No operational workarounds.

POS and KDS configuration with order routing

Integrated online ordering for pickup & delivery

Automated campaigns that drive repeat visits

Retail

Stop managing your floor and your website as separate businesses. We launch your Connecticut Square POS complete with your entire catalog, barcode architecture, and real-time inventory syncing perfectly across brick-and-mortar and digital channels. Every sale updates everywhere instantly.

Real-time inventory sync across all sales channels

Product pages and checkout flows built to convert

Hardware setup from start to finish

Multi-Location & Franchise

Scaling up in CT or beyond? We deploy Square across all your locations with standardized catalogs, unified reporting dashboards, and strict location-level controls. We give ownership total operational visibility while ensuring every single site operates with absolute consistency.

Multi-location deployment with unified dashboards

Consistent menu and catalog management

Square Franchise configuration and rollout

Let’s Build Your Connecticut Square POS the Right Way.

Whether you’re launching a brand new concept, migrating from a legacy Connecticut POS platform, or trying to fix a fragmented tech stack, we’ll align your operations so everything runs in sync. Book a complimentary discovery call with our team to map out exactly what your business needs to scale.

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