FleetWorks

Every year, companies spend over a trillion dollars moving freight across the U.S. — but the system for matching trucks with jobs is still slow, manual, and fragmented. FleetWorks is fixing that. We’re building voice agents that transform the chaotic freight booking process into a modern, intelligent marketplace. Our agents replace the endless phone calls, texts, and emails and match truckers who want to get paid with loads that need to be moved. We've gone from 0 to $2m ARR in 8 months and we're just getting started. Learn about our series A here! The Role We're looking for a high-impact Account Executive to help drive the next wave of FleetWorks’ growth. You’ll own the full sales cycle—from outbound to close—targeting top domestic freight brokerages. This role is ideal for a hungry, scrappy closer who thrives in fast-moving environments and knows how to break into complex accounts. What You’ll Do Own end-to-end sales for new freight brokerage customers Prospect and qualify leads through cold outreach, LinkedIn, email, and industry events Lead compelling product demos that show how FleetWorks unlocks real ROI Navigate complex deals with multiple stakeholders, from operators to executives Partner cross-functionally with Product and Customer Success to deliver a world-class onboarding experience Maintain clean CRM hygiene and contribute to forecasting and pipeline strategy What We’re Looking For 4+ years of closing experience (freight-tech experience is great but not required!) Strong track record of exceeding quota in outbound-heavy roles Comfortable selling technical products and communicating business value Startup-minded: resourceful, proactive, and excited to build from 0→1 What we offer Top tier cash and equity compensation—we aim to be above 75th %ile for companies in San Francisco who have raised a similar amount of cash Competitive medical, dental, and vision benefits Fully covered lunches and dinners The opportunity to learn quickly, grow fast, and be rewarded for your contributions The listed OTE range is based on SMB and mid-market coverage. For candidates with enterprise experience, compensation is structured to reflect that level of scope and complexity. We're happy to discuss details during the process.

Every year, companies spend over a trillion dollars moving freight across the U.S. — but the system for matching trucks with jobs is still slow, manual, and fragmented. FleetWorks is fixing that. We’re building voice agents that transform the chaotic freight booking process into a modern, intelligent marketplace. Our agents replace the endless phone calls, texts, and emails and match truckers who want to get paid with loads that need to be moved. As the second member of the customer success team , you will be a true owner of your work, managing our most critical relationships and defining the customer success motion from the ground up. What you'll do Manage the full customer lifecycle , acting as the primary owner from pilot kickoff through implementation, adoption, and renewal. Program manage high-stakes pilots and implementations , ensuring timelines are met and customers realize immediate value from our platform. Work closely with Engineering to scope and deliver on individual customer integration requirements, acting as the technical voice of the customer. Build the CS foundation (0-to-1) by creating documentation, establishing operating procedures, and designing the engagement cadences we need to scale. Drive ongoing customer education , ensuring users understand the full power of our voice agents and platform features. Learn from others and teach those around you. What we look for Professional experience in b2b customer success, account management, sales engineering or implementation , in an entrepreneurial environment. Must have Enterprise level freight tech experience , you will be managing large, multithreaded broker accounts and smaller firms. A "builder" mindset: You are excited to be the second member of the team and want to work on 0-1 projects like building playbooks and defining processes. Technical aptitude: You are comfortable working hands on with complex requirements gathering and configurations and collaborating with engineers to make sure we deliver on our promise. A healthy appreciation for hard problems —we are transforming a massive, complex industry and we’re just getting started. How we'll get to know each other 45 minute intro call , what you’ve worked on that you’re proud of, your goals and motivations and to figure out how that might fit in with what we’re working on at FleetWorks. 45-min interview with a team member you'll work with if you join, so that we can get to know how you think about customer success and collaboration. Case study or presentation to see how you approach customer challenges. Paid onsite work trial so that we can get to know how you work and you can get to know us. We'll talk with your references to help us understand how to best support your development at work—we might do this after you've signed your offer. Transparent offer process that clearly outlines how we came to the compensation package we’re offering, including the current and potential value of your equity. What we offer Top tier cash and equity compensation —we aim to be above 75th %ile for companies in San Francisco who have raised a similar amount of cash. Competitive medical, dental, and vision benefits. Fully covered lunches and dinners. The opportunity to learn quickly, grow fast, and be rewarded for your contributions.

Every year, companies spend over a trillion dollars moving freight across the U.S. — but the system for matching trucks with jobs is still slow, manual, and fragmented. FleetWorks is fixing that. We’re building voice agents that transform the chaotic freight booking process into a modern, intelligent marketplace. Our agents replace the endless phone calls, texts, and emails and match truckers who want to get paid with loads that need to be moved. We have a small, high-agency team working out of our office in SOMA. As the second member of the customer success team , you will be a true owner of your work, managing our most critical relationships and defining the customer success motion from the ground up. What you'll do Manage the full customer lifecycle , acting as the primary owner from pilot kickoff through implementation, adoption, and renewal. Program manage high-stakes pilots and implementations , ensuring timelines are met and customers realize immediate value from our platform. Work closely with Engineering to scope and deliver on individual customer integration requirements, acting as the technical voice of the customer. Build the CS foundation (0-to-1) by creating documentation, establishing operating procedures, and designing the engagement cadences we need to scale. Drive ongoing customer education , ensuring users understand the full power of our voice agents and platform features. Learn from others and teach those around you. What we look for Professional experience in b2b customer success, account management, sales engineering or implementation , in an entrepreneurial environment. A "builder" mindset: You are excited to be the second member of the team and want to work on 0-1 projects like building playbooks and defining processes. Technical aptitude: You are comfortable working hands on with complex requirements gathering and configurations and collaborating with engineers to make sure we deliver on our promise. A healthy appreciation for hard problems —we are transforming a massive, complex industry and we’re just getting started. How we'll get to know each other 45 minute intro call , what you’ve worked on that you’re proud of, your goals and motivations and to figure out how that might fit in with what we’re working on at FleetWorks. 45-min interview with a team member you'll work with if you join, so that we can get to know how you think about customer success and collaboration. Case study or presentation to see how you approach customer challenges. Paid onsite work trial so that we can get to know how you work and you can get to know us. We'll talk with your references to help us understand how to best support your development at work—we might do this after you've signed your offer. Transparent offer process that clearly outlines how we came to the compensation package we’re offering, including the current and potential value of your equity. What we offer Top tier cash and equity compensation —we aim to be above 75th %ile for companies in San Francisco who have raised a similar amount of cash. Competitive medical, dental, and vision benefits. Fully covered lunches and dinners. The opportunity to learn quickly, grow fast, and be rewarded for your contributions.

Every year, companies spend over a trillion dollars moving freight across the U.S. — but the system for matching trucks with jobs is still slow, manual, and fragmented. FleetWorks is fixing that. We’re building voice agents that transform the chaotic freight booking process into a modern, intelligent marketplace. Our agents replace the endless phone calls, texts, and emails and match truckers who want to get paid with loads that need to be moved. We have a small, high-agency team working out of our office in SOMA. As an early engineer, you will be a true owner of your work, developing features end to end, interacting directly with our customers, and shaping our culture. Learn about our series A here! What you'll do Own end-to-end feature development, working directly with a high-ownership team including our founders, customers, and other engineers Make product and technical decisions that will shape the future of FleetWorks Ship new work every day Learn from others and teach those around you What we look for Professional experience owning end-to-end feature development on customer-facing products At least 4 years of professional full-time software development, including at least one 2 years or more at one company (or a company and its acquirer) Comfort working in our stack or picking it up quickly—we use TypeScript across the stack A healthy appreciation for hard problems—we already handle tens of thousands of phone calls and emails per day and we’re just getting started Empathy for your users and your colleagues How we'll get to know each other Quick call with Bailey, our Head of People, for you to share your goals and motivations, what you’ve worked on that you’re proud of and to figure out together how that might fit in with what we’re working on at FleetWorks 30-min at-home technical challenge (waived for very senior candidates) 45-min live-coding interview with an engineer who you'll work with if you join, so that we can get to know how you think about technical challenges Paid onsite work trial so that we can get to know how you work and you can get to know us Well talk with your references to help us understand how to best support your development at work—we might do this after you've signed your offer Transparent offer process that clearly outlines how we came to the compensation package we’re offering, including the current and potential value of your equity What we offer Top tier cash and equity compensation—we aim to be above 75th %ile for companies in San Francisco who have raised a similar amount of cash Competitive medical, dental, and vision benefits Fully covered lunches and dinners The opportunity to learn quickly, grow fast, and be rewarded for your contributions

Every year, companies spend over a trillion dollars moving freight across the U.S. — but the system for matching trucks with jobs is still slow, manual, and fragmented. FleetWorks is fixing that. We’re building voice agents that transform the chaotic freight booking process into a modern, intelligent marketplace. Our agents replace the endless phone calls, texts, and emails and match truckers who want to get paid with loads that need to be moved. We have a small, high-agency team working out of our office in SOMA. As an early engineer, you will be a true owner of your work, developing features end to end, interacting directly with our customers, and shaping our culture. Learn about our series A here! What you'll do Own end-to-end feature development, working directly with a high-ownership team including our founders, customers, and other engineers Make product and technical decisions that will shape the future of FleetWorks Ship new work every day Learn from others and teach those around you What we look for Professional experience owning end-to-end feature development on customer-facing products At least 4 years of professional full-time software development, including at least one 2 years or more at one company (or a company and its acquirer) Comfort working in our stack or picking it up quickly—we use TypeScript across the stack A healthy appreciation for hard problems—we already handle tens of thousands of phone calls and emails per day and we’re just getting started Empathy for your users and your colleagues What we offer Top tier cash and equity compensation—we aim to be above 75th %ile for companies in San Francisco who have raised a similar amount of cash Competitive medical, dental, and vision benefits Fully covered lunches and dinners The opportunity to learn quickly, grow fast, and be rewarded for your contributions

Every year, companies spend over a trillion dollars moving freight across the U.S. — but the system for matching trucks with jobs is still slow, manual, and fragmented. FleetWorks is fixing that. We’re building voice agents that transform the chaotic freight booking process into a modern, intelligent marketplace. Our agents replace the endless phone calls, texts, and emails and match truckers who want to get paid with loads that need to be moved. We have a small, high-agency team working out of our office in SOMA. As an early engineer, you will be a true owner of your work, developing features end to end, interacting directly with our customers, and shaping our culture. Learn about our series A here! What you'll do Own end-to-end feature development, working directly with a high-ownership team including our founders, customers, and other engineers Make product and technical decisions that will shape the future of FleetWorks Ship new work every day Learn from others and teach those around you What we look for Professional experience owning end-to-end feature development on customer-facing products At least 4 years of professional full-time software development, including at least one 2 years or more at one company (or a company and its acquirer) Comfort working in our stack or picking it up quickly—we use TypeScript across the stack A healthy appreciation for hard problems—we already handle tens of thousands of phone calls and emails per day and we’re just getting started Empathy for your users and your colleagues How we'll get to know each other Quick call with Megan, our Talent Partner for you to share your goals and motivations, what you’ve worked on that you’re proud of and to figure out together how that might fit in with what we’re working on at FleetWorks 45-min live-coding interview with an engineer who you'll work with if you join, so that we can get to know how you think about technical challenges Paid onsite work trial so that we can get to know how you work and you can get to know us Well talk with your references to help us understand how to best support your development at work—we might do this after you've signed your offer Transparent offer process that clearly outlines how we came to the compensation package we’re offering, including the current and potential value of your equity What we offer Top tier cash and equity compensation—we aim to be above 75th %ile for companies in San Francisco who have raised a similar amount of cash Competitive medical, dental, and vision benefits Fully covered lunches and dinners The opportunity to learn quickly, grow fast, and be rewarded for your contributions