About Squarerigger
The Trusted Backbone of Fleet Maintenance Operations
Squarerigger exists for one reason: to be relentlessly helpful to the people who rely on us.
For nearly 40 years, we’ve built technology alongside fleet professionals who carry real responsibility every day – keeping vehicles safe, compliant, and on the road. Our purpose is simple and practical: to give people back time, their most valuable asset.
We believe maintenance software should reduce friction, not add to it. It should create clarity, not complexity. And it should be backed by a team that shows up, follows through, and builds long-term partnerships.
Our Vision, Mission, and Purpose
Vision
Mission
Purpose
These principles guide how we build, how we support, and how we operate.
That mindset, listen first, build second, has shaped every chapter of our story.
Over the decades, we’ve partnered with fleets across agriculture, municipalities, education, waste, trucking, and private repair shops. Through every shift in technology, our focus has stayed the same: support the core workflows fleets depend on and do it in a way that fits how maintenance actually happens.
2025 — Rebuild. Modernize. Launch.
In 2025, Squarerigger entered a new era.
After nearly four decades serving fleets, we rebuilt our platform from the ground up. Not a refresh. Not a feature update. A complete modernization designed for how fleets operate today.
We launched a fully browser-based SaaS platform built for real-world maintenance teams. Faster workflows. Seamless integrations. AI-powered automation. A technician experience that works in the shop and in the field.
This was not change for the sake of change. It was disciplined reinvention — preserving everything fleets trusted about Squarerigger while delivering the speed, flexibility, and intelligence modern operations demand.
2025 marked our evolution from legacy provider to the connected maintenance backbone fleets can build on for the next decade.
Our Story: A Legacy Built on Listening, Learning, and Building.
This is the part of our story we’re most proud of; not because it’s long, but because it’s grounded in real people, real work, and real fleets. This legacy didn’t come from a business plan, it came from listening closely, recognizing patterns, and narrowing focus. From the beginning, Squarerigger was shaped by conversations in the field, not assumptions in an office.
Our Story
Squarerigger didn’t start in a boardroom. We started in a computer shop with a big idea: help fleets run smoother with the power of smart software. Decades later, we’re still family-led, customer-driven, and built to last.
1982
1982
The Computer Room
Before Squarerigger was software, it was a family decision.
While raising their two daughters and wanting to stay close to home, Ed and Theda Cooper opened a small retail computer store selling Commodore 64s, Epson printers, and helping local businesses understand what this new technology could actually do for them. It wasn’t glamorous, but it was hands-on, practical, and rooted in service.
That mindset, technology should be useful, approachable, and built around people, became the foundation of everything that followed.
1986
Squarerigger is Born
Squarerigger began the same way many of our best ideas still do today: with a customer problem that needed solving.
The name Squarerigger was chosen deliberately, inspired by square-rigged ships known for strength, endurance, and precise navigation. It stood out in a sea of generic corporate names and reflected how the founders thought about technology: dependable, purposeful, and built to carry critical cargo safely.
Early marketing tied that nautical theme to transportation, reinforcing a simple idea: when fleets rely on your system, their operation should be safe, steady, and well-guided.
Ed, a self-taught programmer, built Vehicle Tracker, our first fleet maintenance system for DOS, to help a real fleet manage vehicles more reliably. That approach became even tangible after a walk-in conversation with Teresi Trucking in California’s Central Valley. What began as an accounting sale quickly revealed a deeper need – tracking maintenance across a growing fleet. Ed built the first version of the software, originally called Truck Tracker, directly around the fleet’s real-world workflows.
At the same time, Theda led operations, sales, and business development, traveling across the country to meet customers face-to-face, listen to their challenges, and make sure the software actually worked in the field. She had a gift for hearing what fleets needed next, and turning it into focus.
Word spread. Fleets talked. Trust grew.
Agriculture shippers in California’s Central Valley, major universities, and waste management fleets became early partners helping shape a system that was practical, flexible, and ahead of its time.
1986
1995
Scaling without Losing the Plot
As Squarerigger grew, so did the complexity of the fleets we served.
In the mid-1990s, a team of more than 40 programmers, testers, and database administrators collaborated with Shell Oil to develop Quick-Lube for trucks, a major milestone in scalable fleet service software.
1997
SQ.7 Enters the Scene
Around the same time, SQ.7, the second generation of our platform, launched, expanding support for preventive maintenance, inspections, inventory, and reporting. The goal wasn’t flash. It was reliability, depth, and scale.
1997
2000
New HQ, Same Mission
As the company continued to grow, Squarerigger moved its corporate headquarters from California to Washington State, tapping into the deep technical talent of the Pacific Northwest.
The platform continued to evolve; it was rebuilt for Windows, expanded through integrations, and shaped by long-term customer partnerships that demanded consistency, not constant reinvention.
2023
Maintenance, In Hand
Long before “mobile-first” became a buzzword, Squarerigger began putting maintenance directly into technicians’ hands.
With the beta launch of SQSidekick, our mobile app brought real-time database access to tablets and smartphones, supporting technicians in the shop and in the field with live updates, photos, and status changes.
2023
2024
The Next Generation
In 2024, Nicole Cooper, daughter of founders Ed and Theda, stepped into the role of CEO, marking a new chapter for Squarerigger.
Under her leadership, the company began a focused transformation: modernizing the platform, shifting fully to a SaaS model, and reinforcing a disciplined, customer-first operating approach.
Industry veteran Jay Stone joined as Vice President of Growth and Innovation, bringing decades of fleet maintenance experience and a clear mandate: build smarter, connect systems better, and help customers solve problems faster.
2025
2025 – Rebuild. Modernize. Launch.
In 2025, Squarerigger entered a new era.
After nearly four decades serving fleets, we rebuilt our platform from the ground up. Not a refresh. Not a feature update. A complete modernization designed for how fleets operate today.
We launched a fully browser-based SaaS platform built for real-world maintenance teams. Faster workflows. Seamless integrations. AI-powered automation. A technician experience that actually works in the shop.
This wasn’t change for the sake of change. It was intentional reinvention — preserving everything fleets trusted about Squarerigger while delivering the speed, flexibility, and intelligence modern operations demand.
2025 marked the year Squarerigger evolved from legacy software provider to the connected maintenance backbone fleets can build on for the next decade.
Today
Leadership for the Next Chapter
In 2024, second-generation leader Nicole Cooper stepped into the CEO role to guide Squarerigger through its next phase of growth.
Under her leadership, the company committed to full platform modernization, SaaS execution, operational discipline, and customer-first expansion.
Jay Stone, Vice President of Growth and Innovation, brings decades of fleet maintenance expertise and a sharp focus on smarter workflows, meaningful integrations, and practical AI that reduces administrative burden.
Together, leadership blends deep domain expertise with modern SaaS execution.
A Culture of Accountability & Partnership
Several members of our team have been with Squarerigger for years. That longevity matters. It means continuity, context, and support from people who know your operation, not just your ticket number.
We still answer the phone.
We still listen carefully.
We still build with customers, not around them.
Internally, we operate with clear ownership and disciplined execution. Externally, we show up with patience, accountability, and a genuine commitment to long-term success.
Why Fleets Trust Squarerigger
- Nearly 40 years serving real fleet operations
- A family-founded company entering its second generation of leadership
- A modern, cloud-based maintenance operating system
- Long-tenured, U.S.-based support
- Proven customer retention and domain expertise
- Disciplined SaaS transformation with scalable infrastructure