VP of Engineering

At Shipwell, we are transforming logistics by turning supply chains into intelligent systems of action. We empower shippers to achieve unprecedented efficiency and service effectiveness at scale by putting artificial intelligence and automation to work. The Shipwell platform democratizes technology that was previously out of reach for many, combining transportation management (TMS), real-time multimodal visibility, procurement, and advanced machine learning into one comprehensive, intuitive solution.

By leveraging autonomous digital agents—such as our Track & Trace AI Worker and natural-language AI Assistants—Shipwell automates the manual tasks that slow operations down. Built to adapt and scale alongside changing business demands, our platform enables shippers to proactively resolve freight exceptions, optimize costs, and manage the entire shipping process seamlessly.

As Shipwell celebrates a decade of innovation, industry experts continue to recognize our market traction and distinguish us as a leading force in modern logistics technology. Highlighting this evolution, Shipwell was recently named a "Visionary" in the 2026 Gartner® Magic Quadrant™ for Transportation Management Systems (advancing from previous recognitions in 2021, 2022, 2023, and 2024). In 2026, the platform also won "Transport Management Platform of the Year" from Supply Tech Breakthrough and was named to the Inbound Logistics Top 100 Logistics & Supply Chain Technology List.

These latest honors join a rich history of awards, including being named the fourth fastest-growing company in North America on the 2021, 2022, and 2023 Deloitte Technology Fast 500, winning Freight Waves’ 2021 and 2022 Freight Tech Awards for Innovation and Disruption, earning Food Logistics’ 2022 Top Software & Technology Provider, and being recognized as a 2020 Forbes Next Billion-Dollar Startup.

Shipwell is a fast‑paced, high‑energy start‑up that strives to build the future of shipping every day. Diversity of thought and cross‑department collaboration is very important to us. We deliver open, honest, careful communication and work as hard as we play. We create & deliver solutions that are revolutionizing the industry, which brings excitement and purpose to our work. If you are looking for a place that will help you tap into your best work-self and give you hands‑on experience building something big, then we invite you to come and build the future of shipping with us!

The VP of Engineering will manage and continue to grow a world‑class software engineering team and drive the successful delivery of platforms and products while contributing to the product strategy, platform, and roadmap.

This is an ideal opportunity for someone who is energetic and has a passion for building leading‑edge software. You love growing highly productive, remote, technical teams, and are driven to build a successful SaaS product used by thousands of happy businesses. You’re excited to lead an AI transformation and have experience building mission critical infrastructure. We foster an environment that empowers small teams to collaboratively set the technical direction of our solutions.

• Lead, develop, and scale a high‑performing software engineering organization accountable for product delivery, technology evolution, security, reliability, and operational outcomes
• Improve delivery predictability, developer productivity, software quality, resiliency, scalability, and cost effectiveness while balancing innovation, modernization, and commitments
• Partner closely with executive leadership, product management, operations, and security to translate business…