About us and why we’re hiring...

RoadSync is revolutionizing the logistics industry with intelligent, simple, and innovative financial solutions. Our digital platform streamlines payment processes for warehouses, carriers, brokers, and repair/tow operators, dramatically reducing processing time and maximizing revenue collection. We are a fast-growing company, recognized as a Pacesetter's Award Winner for fastest-growing private companies multiple years in a row, and we're looking for a visionary VP of Engineering to lead our talented team and drive the future of our product offerings.

As the VP of Engineering, you will be a critical leader in shaping RoadSync's technical strategy and building scalable, reliable, and secure systems that will support our exponential growth. Reporting directly to the CTO, you will be responsible for leading, mentoring, and scaling a high-performing engineering organization, fostering a culture of innovation, collaboration, and continuous improvement.

Some things you’ll be doing at RoadSync

• Technical Excellence: Drive the development, deployment, and maintenance of scalable, reliable, and secure technology solutions. Champion best practices in software development, infrastructure management, and quality assurance. Oversee the evolution of our system architecture, balancing short-term execution with long-term technical sustainability.

• Innovation & Problem Solving: Anticipate technical challenges and proactively lead efforts to address system performance, scalability, and service reliability as the platform grows. Stay abreast of emerging technologies and industry trends to maintain a competitive edge and promote innovation within the team.

• Team Leadership & Development: Lead, mentor, and scale a high-performance engineering team, fostering a culture of ownership, collaboration, and continuous improvement. This includes recruiting, hiring, and developing top-tier engineering talent, managing performance objectives and optimizing team structure for scalability and impact.

• Operational Excellence: Implement and refine engineering processes and methodologies to achieve efficient and effective project execution. Manage the engineering team experience across recurring meetings to ensure understanding and teamwork among pods.

• Cross-Functional Collaboration: Partner closely with Product, Design, Sales, and Operations teams to ensure engineering efforts drive key revenue outcomes and strategic priorities. Facilitate architecture discussions and decision-making, ensuring a cohesive and strategic product development.

• Strategic Leadership: Partner with the CTO and senior leadership to define and execute the overall technical strategy and roadmap, ensuring alignment with RoadSync's mission and business objectives.

We’d love to hear from you if you have…

• 10+ years of progressive software engineering experience, with a significant portion in senior leadership roles (e.g., leading teams of 15+ engineers), ideally within payments or similar money movement areas of fintech SaaS.

• Proven expertise in designing and building large-scale, cloud-based systems (AWS, GCP, etc.) and making architectural decisions that scale with business needs.

• Hands-on programming skills in modern languages (e.g., Python, Go) with a deep understanding of best practices in code quality and performance.

• Demonstrated success in delivering complex projects that align with both technical and business goals, meeting deadlines in fast-paced, dynamic environments.

• Strong experience in cross-functional collaboration, with a proven ability to work effectively with Product, Design, and other business teams to deliver high-quality solutions.

• Exceptional leadership, communication, and organizational skills, with the ability to motivate and inspire teams, manage competing priorities, and communicate effectively with all levels of the organization and external stakeholders.

• A strategic mindset with a pragmatic approach to balancing innovation with business objectives.

• US citizens or individuals with existing work visas only

Why you’ll love it here...

RoadSync is a team of passionate professionals who care deeply about what we are doing, and bring our best effort daily. We value being a diverse and inclusive team and company. In addition to joining an innovative and passionate team, you will get:

• Competitive compensation package and company equity awarded on day 1!

• RoadSync employees enjoy three weeks (15 working days) of PTO annually

• Medical, dental, and vision benefits - premiums paid for employees

• Exposure to the inner workings of a growing company, including open, transparent communication within our team. You will know what is happening and why it matters.

RoadSync is proud to be an Equal Opportunity Employer and an Affirmative Action Employer. We do not discriminate based on race, creed, color, ethnicity, national origin, religion, sex, sexual orientation, gender expression, age, height, weight, veteran status, military obligations, pregnancy, marital status, or any other legally recognized protected basis under federal, state, or local law. Every day, our team is honored to work with individuals from all walks of life. We aim to build a team that reflects the diversity of our customers. Each individual at RoadSync brings their perspectives, work experiences, lifestyles, and cultures with them. We believe that a more diverse team creates more innovative products, provides better customer service, and helps us grow and learn as individuals.