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.
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.
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 executive team — 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.
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.
Work directly with the CEO and executive 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
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Join FleetWorks as our Chief of Staff and embark on a thrilling journey at the forefront of innovation in logistics and artificial intelligence. Based in San Francisco, this role offers a unique opportunity to work closely with our founders and play a pivotal part in accelerating the execution of strategic initiatives across the company. As Chief of Staff, you will take ownership of high-priority projects that span various functions, from go-to-market experiments to internal automation. You'll be a thought partner to our CEO and executive team, preparing important materials and managing priorities to ensure that key decisions are executed flawlessly. Your involvement will extend to coordinating board meetings and investor updates, all while supporting the growth and nurturing of our company culture. We're looking for someone with at least 3 years of experience in startups or consulting who is not just organized and detail-oriented, but also passionate about learning logistics. If you thrive in an environment of ambiguity and possess a drive to innovate, FleetWorks is the place for you. This is more than just a position; it’s a stepping stone to empower you toward future leadership roles in the industry. With competitive salary options, equity, and all the perks like unlimited PTO and covered meals, you'll be perfectly positioned for personal and professional growth while making an impact in a rapidly evolving market.
FleetWorks is looking for a Customer Success Manager to ensure clients achieve maximum value from our innovative logistics platform.
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