Fleetworthy offers the only complete technology suite for fleet readiness, uniting safety and compliance, toll management, and weigh station bypass solutions. We help fleets streamline operations, control costs, and operate with confidence. Trusted by 75% of the top fleets in North America, Fleetworthy offers the most adopted toll management solution and largest weigh station bypass network. Going beyond regulatory requirements, our safety and compliance capabilities strengthen safety programs and enable proactive audit readiness. We support millions of vehicles and drivers and are recognized across the industry for innovation and leadership. Fleetworthy is shaping the future of fleet readiness with AI‑enabled, connected fleet technology that keeps drivers safe, fleets compliant, and operations running at peak efficiency. Learn more at fleetworthy.com.
Road Map
The Principal Software Engineer is a senior technical leader embedded in our agile development organization, driving the architecture and delivery of our next‑gen compliance platform. This is a hands‑on leadership role — you will own technical direction, mentor and lead a team of 3–4 developers, and contribute meaningfully at the individual contributor level. The ideal candidate brings 10–15+ years of full‑stack experience, thrives in fast‑paced and sometimes ambiguous environments, and has a track record of leading distributed, multi‑timezone teams.
You will be expected to think beyond your immediate team. As a member of our Team Leads Team, you will collaborate cross‑functionally with other engineering leaders, share learnings, and help shape engineering culture and practice across the broader organization.
What Your Ride Will Look Like
Technical Leadership
Architect, write, and maintain reusable, testable, and efficient code (Clean Code / SOLID principles).
Design and implement low‑latency, high‑availability, and performant applications across the full stack.
Lead front-end (Vue/Vuex) and back-end (.NET) development, setting patterns and standards for the team.
Own SQL database architecture and query performance across your team’s domains.
Drive adoption of microservice and micro front‑end architecture best practices.
Share in DevOps responsibilities and champion observability tooling and practices.
Participate in and often facilitate agile (Scrum/Kanban) ceremonies for your team.
Lead, mentor, and grow a team of 3–4 developers, providing technical direction, code review, and career guidance.
Navigate ambiguity and fast‑changing priorities — helping your team stay focused and effective when requirements shift.
Manage and coordinate across multiple time zones, ensuring remote team members are included, unblocked, and aligned.
Build and sustain a strong remote team culture through intentional relationship‑building, async communication practices, and virtual team rituals.
Organize and run effective remote ceremonies — standups, retros, and planning sessions — that create genuine connection and accountability.
Organizational Influence
Team Leads Team
— participate actively in this cross‑team leadership forum where engineering leads share learnings, align on practices, and collectively influence engineering culture beyond their own teams.
Bring insights from your team’s work and challenges to the broader group, and apply lessons from peers back to your team.
Help identify and resolve systemic issues — tooling gaps, process bottlenecks, knowledge silos — that affect multiple teams.
Show Off What You Have
10+ years of experience required; 15+ years strongly preferred. Experience must span both technical depth and team leadership.
Proven experience leading a team of developers in a remote or hybrid environment.
Experience managing or collaborating across multiple time zones.
Strong async communication skills — comfortable with written documentation, structured async workflows, and remote‑first practices.
Ability to operate and deliver in fast‑paced, ambiguous environments without loss of quality or team morale.
Experience facilitating cross‑team engineering forums, communities of practice, or similar leadership collaboration.
Front End
Development
Vue.js 2 or 3 / Vuetify / Vuex / Webpack
Testing
Jest / Vitest
Tooling
VS Code
Back End
Development
.NET Framework / .NET Core / .NET 7–8 / C#
REST API design and implementation
Entity Framework (code first and database first)
MSSQL / SQL Profiler / Query Tuning
Testing
nUnit / Moq / Autofixture
Tooling
Visual Studio / Rider
DevOps
Github
Other Tooling
Sentry
Voluntary Self‑Identification
For government reporting purposes, we ask candidates to respond to the below self‑identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.
As set forth in Fleetworthy’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.
If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:
A “disabled veteran” is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service‑connected disability.
A “recently separated veteran” means any veteran during the three‑year period beginning on the date of such veteran’s discharge or release from active duty in the U.S. military, ground, naval, or air service.
An “active duty wartime or campaign badge veteran” means a veteran who served on active duty in the U.S. military, ground, naval, or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.
An “Armed forces service medal veteran” means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.
Voluntary Self‑Identification of Disability
We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.
Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.
How do you know if you have a disability?
A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability.
Disabilities include, but are not limited to:
Alcohol or other substance use disorder (not currently using drugs illegally)
Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
Blind or low vision
Cancer (past or present)
Cardiovascular or heart disease
Celiac disease
Cerebral palsy
Deaf or serious difficulty hearing
Diabetes
Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
Epilepsy or other seizure disorder
Gastrointestinal disorders, for example, Crohn’s Disease, irritable bowel syndrome
Intellectual or developmental disability
Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
Missing limbs or partially missing limbs
Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
Neurodivergence, for example, attention‑deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
Partial or complete paralysis (any cause)
Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
Short stature (dwarfism)
Traumatic brain injury
We are committed to fostering a diverse and inclusive culture that is respectful and welcoming of individual differences. We are proud to be an equal opportunity employer and all qualified applicants will receive consideration for employment without regard to race, color, religion or belief (or lack thereof), sex, nationality, national or ethnic origin, civil status, age, citizenship status, sexual orientation, disability, genetic information, familial status, marital or registered civil partnership status, pregnancy or maternity status, gender identity, gender reassignment, military or veteran status, or any other protected characteristic in accordance with applicable laws and regulations.
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A leading fleet management company based in Canada is looking for a Senior Software Engineer to join their Smart Roadside team. The role involves enhancing Drivewyze applications, maintaining existing systems, and building new applications. Ideal candidates have 5+ years in application development, experience with Elixir and Erlang, and a strong problem-solving mindset. The company prides itself on trust, transparency, and innovation, fostering a culture where every team member can thrive. #J-18808-Ljbffr
In September of 2024, Bestpass, Fleetworthy, ExpressTruckTax and Drivewyze rebranded as Fleetworthy. This rebrand reflects our ongoing mission to simplify fleet safety, compliance, and toll management under one unified brand.
Fleetworthy is revolutionizing road safety and fleet management with a command center for safety, compliance, and efficiency. Our connected suite provides real-time insights and control, enabling customers to maximize efficiency, reduce risk, and save money.
With technology that unifies safety, compliance, toll management, weigh station bypass, and more, Fleetworthy empowers organizations to perform at their best. We simplify operations to ensure every vehicle and driver is not just compliant, but beyond compliant. Supporting millions of drivers and vehicles, Fleetworthy is leading a new era in road safety and fleet technology.
At Fleetworthy, you’re in the driver’s seat!
About the Role:
As a member of the Smart Roadside team, your mission will be to create and enhance Drivewyze applications to meet the current and future needs of our customers as part of a talented team of Software Developers, QA, Product Managers, and other internal partners.
As a Senior Software Engineer, you will be involved in maintaining and expanding existing applications, plus design and developing of new applications, building on, and expanding the Drivewyze ecosystem to meet current requirements and addressing future challenges we don’t even know about yet. This includes portal applications, back-end services, APIs, supporting tools, security and architectural changes.
Job Accountabilities:
Design, architect, develop, code and test applications on our servers and cloud platform. The following tech stacks are currently in use:
Elixir, Erlang, and Linux.
Develop, manage, maintain, and improve web APIs and microservices based on current cloud architecture applicable to the platform.
Apply industry best practices with your knowledge and expertise to execute an idea from concept to delivery as a member of a collaborative agile team.
Document design, architecture, and system integrations as required.
Explore, evaluate, recommend, and implement new technologies to maximize efficiency and effectiveness for new and existing product ideas.
What you bring:
Post-secondary education or equivalent experience in Computer Science, computer or electrical engineering or related degree, or a diploma and applicable work experience
5+ years previous experience in application development including back-end services, mobile applications, and databases.
You love solving problems, are motivated and methodical, and have high attention to detail.
Take pride in consistently writing clean, reliable, and secure code.
A believer in testing and peer code reviews.
You support what you build and understand that building applications is more than just writing code. Working with your development team and the support team, you are passionate about ensuring applications continue delivering value long after deployment.
What Drives Us to Work Every Day:
We pride ourselves on making a difference, for our employees, clients, and their businesses.
We accept team members for who they are and what they bring to the table.
We are proud to build all our relationships based on transparency and trust.
We are a team of energetic and curious individuals passionate aboutthe work we do every day!
Our Core Values – We are 1TEAM
People 1st
– People 1st! We win as a team by collaborating, having each other’s backs, and bringing out the best in each other. We always treat others as they would like to be treated.
Trust
– We inspire trust by delivering on our promises, owning outcomes, being transparent in our communications, and acting with integrity.
Every Trip Matters
– Because every trip that our customers take is important to them, it's important to us. Whether it is a load being hauled across the country or a service vehicle traveling on a toll road, our customers count on us to deliver the right expertise, software, and data to make every trip safe, efficient, and productive.
Always Innovating
– We solve for the customer and focus on outcomes. We are nimble in our approach. When we fail, we fail fast and learn from it. We are here to disrupt, not to fit in.
Mindset
– We are committed to a growth mindset. Our efforts and attitudes are what determine our abilities. We embrace good criticism. We seek new challenges. We never stop learning.
About Bestpass:
Bestpass is a comprehensive payment platform provider and leader in toll management solutions for commercial fleets of all sizes. Bestpass saves fleets time and money by consolidating payments and providing insight into cost per vehicle. Bestpass, founded in 2001, covers 100% of major toll roads across the U.S., supports more than 30,000 customers, and processes over $1.5 billion in toll transactions annually. Bestpass offers a range of toll coverage options for owner-operators, regional fleets, and national fleets, as well as customized solutions for specific needs.
About Fleetworthy Solutions:
Fleetworthy Solutions, Inc. provides DOT safety and regulatory compliance services to commercial fleets that take them Beyond Compliant. Fleetworthy combines exceptional client service, advanced technologies, and more than 40 years of transportation industry expertise to make sure that drivers and assets are truly fleetworthy. The company helps private fleets, for-hire carriers and third-party logistics companies of all sizes surpass compliance of federal, state, and local regulations and streamline processes to reduce costs and mitigate risks.
Fleetworthy is committed to fostering a diverse and inclusive culture that is respectful and welcoming of individual differences. We are proud to be an equal opportunity employer and all qualified applicants will receive consideration for employment without regard to race, color, religion or belief (or lack thereof), sex, nationality, national or ethnic origin, civil status, age, citizenship status, sexual orientation, disability, genetic information, familial status, marital or registered civil partnership status, pregnancy or maternity status, gender identity, gender reassignment, military or veteran status, or any other protected characteristic in accordance with applicable laws and regulations.
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Take charge as a Principal Software Engineer to architect progressive compliance technology. Drive development leadership for a remote team, fostering innovation to enhance fleet readiness and efficiency.
In this senior leadership role, you will guide the architecture and implementation of a cutting-edge compliance platform. Collaborating with a team of 3–4 developers, your expertise will shape both technical direction and organizational engineering culture. Candidates should have 10–15+ years in full-stack development, with proven success in dynamic environments and leading distributed teams.
Key Responsibilities:
• Architect and maintain robust, efficient code
• Lead front-end (Vue.js) and back-end (.NET) development
• Manage SQL database architecture and query performance
• Foster agile practices within the team
• Mentor and develop a cohesive remote team culture
Requirements:
• 10–15+ years full-stack engineering experience
• Proven leadership in remote or hybrid setups
• Expertise with .NET and Vue.js frameworks
• Strong communication skills in async environments
• Experience managing cross-time zone teams
Elevate fleet technology through leadership and innovation, ensuring proactive compliance and efficient operations.
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A leading fleet technology company seeks a Principal Software Engineer to drive the architecture of a next-gen compliance platform. This hands-on role involves mentoring a remote team, leading both front-end and back-end development, and ensuring quality through rigorous code reviews. Candidates should have over 10 years of full-stack experience and a proven record in team leadership and agile methodologies. This opportunity offers competitive compensation and a culture focused on innovation and best engineering practices. #J-18808-Ljbffr
