Built Alongside the People
Who Keep Fleets Moving
You carry the responsibility of keeping vehicles safe, compliant, and on the road.
Squarerigger exists to make that job easier.
For four decades, we’ve partnered with fleet professionals to build technology
that reduces friction and gives you back your most valuable asset: time.
Where It All Started
Founded on the shop floor, not in an office. Squarerigger started by solving a single fleet's
maintenance chaos in 1982 and we haven't stopped since.
A Small Computer Shop.
A Practical Mindset.
In the early 1980s, Ed and Theda Cooper opened a small computer shop while raising their family, helping local businesses use technology in practical, everyday ways. What started as hands-on support quickly became a reputation for building simple, reliable systems that solved real operational problems.
The Squarerigger Standard
We named the company after the square-rigged ships known for strength, endurance, and precise navigation. While Ed was coding, Theda was traveling the country, meeting customers face-to-face to ensure the software actually worked in the field
One Unexpected Conversation
Changed Everything
A fleet came in looking for help. What started as an accounting discussion quickly uncovered a bigger issue – maintenance was being managed manually, across paper, calls, and memory.
A Small Computer Shop.
A Practical Mindset.
In the early 1980s, Ed and Theda Cooper opened a small computer shop while raising their family, helping local businesses use technology in practical, everyday ways. What started as hands-on support quickly became a reputation for building simple, reliable systems that solved real operational problems.
One Unexpected Conversation
Changed Everything
A fleet came in looking for help. What started as an accounting discussion quickly uncovered a bigger issue – maintenance was being managed manually, across paper, calls, and memory.
The Squarerigger Standard
We named the company after the square-rigged ships known for strength, endurance, and precise navigation. While Ed was coding, Theda was traveling the country, meeting customers face-to-face to ensure the software actually worked in the field
How We Build Today
Our goal is simple – create software that makes maintenance easier to run. We don’t build features
based on trends; we build them based on the movement of a shop:
How work orders move
through the shop.
How technicians operate
in real conditions.
How parts, inspections,
and reporting connect.
How managers stay
ahead instead of reacting.
A New, Modern Chapter
for Squarerigger
After nearly 40 years, we didn’t just update the platform, we rebuilt it to match how modern fleet
operations actually run. Now, Squarerigger helps teams operate with:
Faster Workflows
Work without bottlenecks or manual follow-up.
Real-Time Visibility
Know what’s happening across the operation at any time
Connected Systems
Integrations and automation that actually work together.
Built-In Automation
From work orders to reporting, everything gets automated.
Leadership for the Next Decade
This new era is led by CEO Nicole Cooper, who is committed to evolving the platform into a connected maintenance backbone for fleets and the shops they rely on, while staying true to the company's "listen first" philosophy.
Together with Jay Stone (VP of Growth & Innovation), our leadership team blends decades of deep domain expertise with modern SaaS execution.
Connecting Fleets and the Shops Behind Them
Squarerigger was built for fleets, but maintenance doesn’t happen in one place. Today, Squarerigger
supports both fleet operations and repair shops, making it easier to stay aligned across the work.
Why Fleets Across North America
Trust Squarerigger
From long-term customer relationships to a team that understands the day-to-day realities of maintenance,
Squarerigger has earned its place by consistently supporting fleets where it matters most.
40 years of working alongside fleets of all sizes.
Family-founded – second generation of leadership.
Built for real workflows, not generic software.
U.S.-based experts supporting every customer.
Built for the unique demands of trucking.
A system designed to grow with your operation.
A Company You Can Actually Work With
Many of our team members have been with Squarerigger for years. That continuity matters – it means the people supporting you understand how your operation actually runs, not just how the software works.
We don’t disappear after onboarding. We stay involved, helping your team adopt the system, solve problems, and keep work moving.
Because maintenance isn’t something you set and forget. And the system behind it shouldn’t be either.