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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.
Role Overview
We're hiring an enthusiastic and customer-focused IT Support Specialist to join our Help Desk team. This is an entry-level role that is perfect for someone beginning their IT career who is eager to learn and grow in a fast-paced technology environment. As part of the IT Support team, you will be on the front lines supporting team members across the organization — solving everyday technical problems, building relationships, and delivering excellent service.
Core Responsibilities
End-User Support & Customer Service
Troubleshooting & Issue Resolution
Equipment & Setup
Documentation & Knowledge
Other
Skills & Qualifications
Required
Preferred
Ideal Candidate
A curious, people-oriented individual who genuinely enjoys helping others and solving problems. You don't need to have all the answers — you need the drive to find them. You take ownership of the tickets you touch, communicate proactively, and leave every interaction better than you found it. You're comfortable asking questions, learning on the fly, and growing with a team that will invest in your development.
Compensation
This role has a salary range between $45,000–$50,000 depending on experience and other determining factors.
Application Note
This role will include routine help desk responsibilities and other duties assigned consistent with entry-level IT support. We encourage candidates from all backgrounds to apply — if you are passionate about technology and helping people, we want to hear from you.
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.
Ready to apply?
Apply to FleetworthyFleetworthy 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
Team Leadership & People Development
Organizational Influence
Show Off What You Have
10+ years of experience required; 15+ years strongly preferred. Experience must span both technical depth and team leadership.
Leadership & Collaboration (Required)
Front End
Development
Testing
Tooling
Back End
Development
Testing
Tooling
DevOps
Other Tooling
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.
Ready to apply?
Apply to FleetworthyFleetworthy 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.
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:
What you bring:
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.
Ready to apply?
Apply to FleetworthyFleetworthy 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.
Job Responsibilities
Requirements
Preferences
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.
Ready to apply?
Apply to FleetworthyCookies & analytics
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