Get In Touch at FleetWorks (San Francisco, CA)

FleetWorks· San Francisco, CA·3d ago

Role details

Work type

Onsite

Employment

Full-Time

Job description

Interested in joining FleetWorks but nothing we have open right now is quite right? Share your information here and join our Talent Network. We'll review these submissions as we open new roles and reach out if there is a fit.

Why work at FleetWorks

High-Impact Stage: As a Y Combinator (S23) graduate with fresh Series A funding, the company is in a rapid growth phase, offering early employees significant ownership and influence over the product and culture.
Cutting-Edge AI in a Legacy Industry: Employees get to work on applied AI problems (voice, text, multi-agent systems) that directly solve real-world problems in a massive, trillion-dollar market.
Founding Team: The team is led by repeat founders with experience at top-tier tech companies (Uber Freight, Airbnb) and backed by elite investors (First Round Capital, YC).
Engineering Culture: The active job postings heavily favor senior technical roles, suggesting a high bar for engineering talent and a focus on building a strong engineering culture.
Work Policy: Positions are listed in San Francisco, CA, and Chicago, IL, with some roles likely being hybrid or in-office.
Compensation: Senior engineering roles are listed with a salary range of $160K - $240K, indicating competitive compensation for the Bay Area.

About FleetWorks

Company Overview

One-liner: FleetWorks uses AI agents to automate phone calls, emails, and negotiations between freight brokers and carriers, replacing manual load matching with an intelligent marketplace.
Entity Type: Private (Series A)
Headquarters: San Francisco, California, United States
Founded: 2023
Founders: Paul Singer and Quang Tran

Core Business

Primary industry/industries: Transportation, Logistics, Supply Chain, and Storage; Artificial Intelligence
Target customers: B2B — Freight brokers, third-party logistics (3PL) firms, and carrier fleets (especially small to mid-size carriers)
Mission or purpose statement: To rebuild the $1 trillion freight marketplace by turning a slow, manual, and fragmented system into a modern, intelligent marketplace where AI agents match jobs to trucks instantly.

Products & Services

AI-Powered Freight Automation Platform: A voice-first and email-capable AI assistant that automates the manual work of freight brokerage operations. The platform handles three core functions:
- Load Booking: Automates outbound calls to carriers to share load details, negotiate rates, and book loads.
- Load Tracking: Proactively calls drivers for status updates, detects live issues, and relays updates back to brokers.
- Appointment Scheduling: Handles calls and emails to facilities to set or reschedule appointment times.
Always-On AI Dispatcher: A recently launched feature that acts as a persistent, automated dispatcher, continuously working to match available trucks with loads without human intervention.

Market Standing

Valuation/Market Cap: Not disclosed
Key Metric: Total Funding: $17.5M
Funding History:
- Pre-Seed (Sep 2023): $500,000 led by Y Combinator
- Series A (Oct 2025): $17.0M led by First Round Capital (Bill Trenchard), with participation from Y Combinator, Saga Ventures, and LFX Venture Partners.
Notable Investors/Partners: First Round Capital, Y Combinator, Saga Ventures, LFX Venture Partners. Key customer/adoption includes Uber Freight.
Growth Signals:
- Onboarded over 10,000 carriers and dozens of brokers within the first six months of 2025.
- Headcount grew 115.4% year-over-year to 21 employees.
- Actively hiring for 13+ open positions, primarily senior engineering and customer-facing roles.

Competitive Advantages

SME Founder DNA: Founder Paul Singer was a Product Manager at Uber Freight, giving the team deep, first-hand domain expertise in freight brokerage operations and the pain points of the industry.
Nuanced AI for a Complex Industry: The platform uses specialized AI models designed to handle the complexity and nuance of freight, such as booking appointments, negotiating prices, and remembering driver preferences (e.g., facilities requiring steel-toed boots, desire to be home by Friday).
Focus on Change Management: The company emphasizes not just building AI agents, but also helping large, established brokers implement the technology effectively, a key learning from the founder's time at Uber Freight.

Strategic Focus

Commercial Expansion: Using the $17M Series A to grow the sales and customer success teams to bring on more brokers and carriers.
Product Development: Continuing to build and improve the "always-on" AI dispatcher and other core AI agents to increase automation rates and handle more complex edge cases.
Hiring: Aggressively hiring senior engineering talent (Product Engineers, Forward Deployed Engineers) and senior customer-facing roles (Account Executives, Customer Success Managers) to scale the platform and support customer growth.

Sources

Job description

Why work at FleetWorks

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