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We Didn’t Build a Chatbot. We Built a Business Manager.

Inside Square

We Didn’t Build a Chatbot. We Built a Business Manager.

Apr 28, 2026 — 4 min read

What if your business told you what to do next, before you even had to ask? Introducing Managerbot, an AI tool designed to surface the right insights at the right time, so you can spend less time digging and more time growing.

Tax Season, Simplified: 5 Ways Square Helps You Stay Prepared

Inside Square

Tax Season, Simplified: 5 Ways Square Helps You Stay Prepared

by Alena Courtney

Jan 28, 2026 — 6 min read

Why This 43-Year-Old SF Pizzeria Is Really Excited About AI

No. 10 Why This 43-Year-Old SF Pizzeria Is Really Excited About AI

by Kristen Hawley

Jan 13, 2026 — 3 min read

Square AI Stopped Me From Drowning in Spreadsheets and Helped Me Open My Sixth Store

Operating Your Business

Square AI Stopped Me From Drowning in Spreadsheets and Helped Me Open My Sixth Store

Jan 07, 2026 — 4 min read

How Square AI Helped My Team Curb Costs, Predict Menu Trends and Maximize Seasonal Sales

Operating Your Business

How Square AI Helped My Team Curb Costs, Predict Menu Trends and Maximize Seasonal Sales

Dec 22, 2025 — 3 min read

Smarter Staffing and Forecasting Decisions, Thanks To Square AI

Operating Your Business

Smarter Staffing and Forecasting Decisions, Thanks To Square AI

by Ryan Prellwitz

Dec 19, 2025 — 3 min read

Featured Case Study

Civil Coffee — Square POS to Square AI: The Tools That Helped Civil Coffee Triple Its Locations

by Maya Rollings

Feb 23, 2026 — 3 min read

Civil Coffee, a coffee shop in Los Angeles, has grown from flea market beginnings to three locations. Read how Square helped enable growth.

Square POS to Square AI: The Tools That Helped Civil Coffee Triple Its Locations

Square AI | How Keva Juice Is Using Square AI To Maximize Seasonal Sales

Episode 5 Square AI | How Keva Juice Is Using Square AI To Maximize Seasonal Sales

Dec 12, 2025 — 1 min read

Money Well Spent: Entrepreneurs Share Their Most Worthwhile Investments This Year

Managing Your Finances

No. 30 Money Well Spent: Entrepreneurs Share Their Most Worthwhile Investments This Year

Dec 11, 2025 — 3 min read

Data-Led Decisions: How Square AI Changed the Way I Run My Restaurants

Operating Your Business

Data-Led Decisions: How Square AI Changed the Way I Run My Restaurants

by Donnie McClanahan

Dec 10, 2025 — 4 min read

Square AI | How Vines & Rushes Winery Optimized Staffing for Every Season

Episode 4 Square AI | How Vines & Rushes Winery Optimized Staffing for Every Season

Nov 25, 2025 — 1 min read

Square AI | How Donnie McClanahan Simplified Menus & Cut Labor Costs Across 5 Cafes

Episode 3 Square AI | How Donnie McClanahan Simplified Menus & Cut Labor Costs Across 5 Cafes

Nov 25, 2025 — 1 min read