Head of Solutions Engineering

present of AI; San Francisco (CA); On-site; USD 180,000 - 260,000; Full time

Job summary

FleetWorks is seeking a Head of Solutions Engineering to lead customer-facing engineering efforts in San Francisco and Chicago. The role combines hands-on technical work with strategic leadership to design and deliver integrations for freight operations and automate complex workflows.

The ideal candidate has a track record of building and running teams that deploy AI-enabled solutions, mentoring staff, and ensuring reliable deployments in production environments.

Qualifications

• Head of Solutions Engineering with hands-on technical and leadership experience.
• Proven track record delivering integrations for business software customers.
• Ability to build and run a high-performing engineering team.

Responsibilities

• Lead a customer-facing engineering function focused on complex deployments.
• Design and deliver integrations for freight broker and carrier workflows.
• Build, mentor and scale a solutions engineering team.
• Tune AI/automation-enabled systems within customer environments.

Skills

Leadership

API integration

Workflow automation

Team building

Freight operations

Job description

Customer & Solutions San Francisco / Chicago Full-time Lead level

A Head of Solutions Engineering usually combines hands on technical work with leading a customer facing engineering function. A strong candidate brings a record of designing and delivering integrations for business software customers, plus the ability to build and run a team that supports complex deployments. Here that means helping freight brokers and carriers get real value from automated calls, carrier communications and load booking.

How it fits the AI era

AI shifts solutions engineering toward integrating models and automation into live customer workflows, so the work is less about static setup and more about tuning systems that act on their own. What stays human is judgment about customer operations, scoping risk, and translating messy freight processes into reliable designs. The role sits where product capability meets real world use.

How it builds AI experience

This role builds practical AI experience by deploying voice and communication automation in freight operations, where accuracy and reliability matter. Candidates can strengthen this through hands on work with APIs, integrations and evaluation of AI driven workflows in production settings. Understanding how automated systems handle exceptions and handoffs is especially useful here.

Worth showing

• Customer facing engineering leadership
• API and workflow automation
• Team building and mentoring
• Freight operations fluency

This is our own read, written from the employer's posting and the company's Spotlight. The employer's posting is the source of truth for the role.

About FleetWorks

AI-powered freight automation platform that automates broker telephone calls, carrier communications, and load booking operations.