About Us

Built on Loyalty, Driven by Innovation. Trusted by fleets for nearly 40 years.

At Squarerigger, we’ve spent decades listening to the needs of fleet professionals and evolving our platform to meet them. From small operations to large-scale fleets, our goal is simple: make maintenance easier, operations smoother, and support feel personal. We combine modern, intuitive technology with hands-on partnership—because when you call, we answer. And when you need a solution, we build it with you.

Since 1986

From our first custom-built vehicle maintenance system, Vehicle Tracker, to today’s modern platform, our mission has remained the same: listen to our customers and design solutions that make their jobs easier. Over the years, we've partnered with fleets of all sizes to solve real-world challenges—driven by loyalty, not trends. Our people-first, family-centered culture sets us apart. We're not just selling software—we’re growing alongside our customers, evolving with their needs, and meeting them wherever they are on their journey.

Founded in 1986, headquartered and fully staffed in the United States

Led by second-generation ownership and an experienced, long-tenured team—many with 10, 15, even 20 years at Squarerigger

Our customers know us by name, and we know them

We deliver real expertise, genuine relationships, and responsive support for fleets of all sizes

We know success in fleet software is about people—solving real problems, building real trust, and always being accessible.

Honoring Our Legacy. Built for What’s Next.

We’ve spent nearly four decades building trusted fleet maintenance tools side-by-side with the people who use them. That legacy lives on in our latest platform, modernized with smart features, automation, and a design that makes day-to-day work easier for real teams. At Squarerigger, we’re not just carrying our history forward—we’re evolving to meet the future, so our customers are always ready for what’s next.

1982

The Computer Room

While raising their two daughters and wanting to stay close to home, Ed and Theda Cooper open a retail computer store selling Commodore 64s and Epson printers, laying the foundation for Squarerigger’s hands-on, tech-forward legacy.

1986

Squarerigger is Born

Co-founder and self-taught programmer Ed Cooper builds Vehicle Tracker, our first fleet maintenance system for DOS—created to solve a real customer’s challenge in the field. Meanwhile, Theda Cooper leads operations, sales, and business development—personally meeting with customers across the country. As word spreads, Squarerigger earns the trust of agriculture shippers in California’s Central Valley, major universities, and waste management fleets—quickly becoming a leader in both innovation and industry adoption.

1986

1995

A Shell Oil Partnership

A team of 40+ programmers, testers, and database administrators collaborates with Shell Oil to develop a revolutionary solution, Quick-Lube for trucks, a milestone in scalable fleet service software.

1997

SQ.7 Enters the Scene

The second-generation of our software, SQ.7, launches—expanding capabilities across preventive maintenance, inspections, inventory, and reporting.

1997

2000

New HQ, Same Mission

We move our corporate HQ from California to Washington, pulling from the rich talent in the Pacific Northwest. We continue expanding SQ.7 with conversion and rebuild into Windows and initiate integrations.

2023

Innovation in Hand

Our mobile app, SQSidekick, enters beta—bringing fleet maintenance to tablets and smartphones with real-time database integration for technicians in the shop or on the move.

2023

2024

Next Generation

Nicole Cooper, daughter of founders Ed and Theda, steps in as CEO to lead Squarerigger through a complete transformation—modernizing the platform, shifting to a SaaS model, and doubling down on customer experience. Industry veteran Jay Stone joins as Vice President of Growth and Innovation, bringing deep fleet expertise and a bold vision to expand integrations, AI-driven tools, and a more connected future for customers.

Today

A blend of industry experience, loyalty, and startup growth/SaaS experience.

Familiarity – employee longevity

Meet the Team

Real people. Real fleet experience. Real support.
Behind Squarerigger is a team of hands-on professionals who’ve worked in the field, in the shop, and alongside fleet managers for decades. We combine real-world experience with forward-thinking innovation—and we’re always just a phone call away. Because to us, great software starts with great people.

Leadership & Customer Success

Nicole Cooper

CEO

Leading with vision, transparency, and a deep respect for Squarerigger’s legacy and future.

Jay Stone

VP of Growth and Innovation

With decades of fleet experience, Jay’s the go-to for finding the right solution fast.

Jim Berardi

Head of Customer Success

Industry veteran. The voice on the other end of the line when you need help, guidance, or a good joke.

Nathan Walker

HEAD OF TRAINING

Makes onboarding smooth and training stick—with patience, skill, and humor.

Steve Schauer

Head of Support and Implementation

A hybrid of tech wizard and problem-solver, supporting your software and your team.

Misty Just

Sales Support Manager

Keeping things running behind the scenes so your experience runs smoothly.