FleetWorks
Join FleetWorks As Chief Of Staff
FleetWorks' flagship platform helps match freight brokers with book freight faster, more profitably, and with fewer human hours. We're backed by top-tier investors and trusted by industry-leading brokerages. This is a rare opportunity to join a fast-growing startup at the intersection of artificial intelligence and logistics. Role Overview
We're looking for a highly motivated Chief of Staff to work directly with the founders to accelerate execution across the company. This is a high-trust, high-impact role ideal for someone who thrives in ambiguity, enjoys building systems from scratch, and wants a front-row seat to company-building. The ideal candidate sees this role as a stepping stone to starting their own company. Key Responsibilities
Strategic Projects:
Own high-priority, cross-functional projects from idea to execution. Examples may include go-to-market experiments, customer research, pricing strategy, or internal automation.
CEO Enablement:
Act as a thought partner to the CEO
preparing materials, managing priorities, and ensuring follow-through on key decisions.
Board & Investor Support:
Coordinate board meetings, investor updates, and data room prep.
Culture Stewardship:
Help shape and protect the company culture as we scale.
Who You Are
3+ years of experience in high-growth startups, consulting, investing, or operations.
Has worked in or around logistics or is very excited to learn about the industry.
Comfortable communicating with enterprise executives or SMB business owners.
Exceptionally organized and detail-oriented, but not bogged down by perfectionism.
Why This Role
Work directly with the CEO and founding team
Gain exposure to every function of a fast-growing startup
Help scale a leading AI agent company solving real problems
Fast path to leadership opportunities as the company grows
Compensation: Competitive salary + equity (We'll tailor comp to the right candidate.)
Benefits include: Health plan
Unlimited PTO
Fully covered lunches and dinners
FleetWorks' flagship platform helps match freight brokers with book freight faster, more profitably, and with fewer human hours. We're backed by top-tier investors and trusted by industry-leading brokerages. This is a rare opportunity to join a fast-growing startup at the intersection of artificial intelligence and logistics. Role Overview
We're looking for a highly motivated Chief of Staff to work directly with the founders to accelerate execution across the company. This is a high-trust, high-impact role ideal for someone who thrives in ambiguity, enjoys building systems from scratch, and wants a front-row seat to company-building. The ideal candidate sees this role as a stepping stone to starting their own company. Key Responsibilities
Strategic Projects:
Own high-priority, cross-functional projects from idea to execution. Examples may include go-to-market experiments, customer research, pricing strategy, or internal automation.
CEO Enablement:
Act as a thought partner to the CEO
preparing materials, managing priorities, and ensuring follow-through on key decisions.
Board & Investor Support:
Coordinate board meetings, investor updates, and data room prep.
Culture Stewardship:
Help shape and protect the company culture as we scale.
Who You Are
3+ years of experience in high-growth startups, consulting, investing, or operations.
Has worked in or around logistics or is very excited to learn about the industry.
Comfortable communicating with enterprise executives or SMB business owners.
Exceptionally organized and detail-oriented, but not bogged down by perfectionism.
Why This Role
Work directly with the CEO and founding team
Gain exposure to every function of a fast-growing startup
Help scale a leading AI agent company solving real problems
Fast path to leadership opportunities as the company grows
Compensation: Competitive salary + equity (We'll tailor comp to the right candidate.)
Benefits include: Health plan
Unlimited PTO
Fully covered lunches and dinners