Account Executive, Mid-Market (Fleets)

About Us Logistics is broken. Let's fix it. We are a group of engineers, product designers, and customer champions applying the most transformative technology of our times, AI, to one of the largest industries in the world, logistics. In our prior lives, we have built multi-billion dollar companies with products that delighted thousands of merchants and powered billions of dollars of commerce. We are looking for intelligent, driven people with insatiable curiosity and a desire to make an impact. If you’re excited to build AI that can reason and take action, like humans, in one of the most complex industries in the world — apply below. Overview We're looking for a driven, process-oriented Mid Market Account Executive to own Augment's mid-market fleet book of business. You'll manage a balanced mix of inbound and outbound opportunities, run multi-threaded deals across operations and IT, and partner with Solutions Engineers on technical evaluations. You'll target mid-size private fleets and for-hire carriers — companies with 100–2,500 trucks and real buying processes, where Augie can automate dispatch, tracking, driver management, and billing workflows. What You'll Do Own a defined mid-market fleet territory and build pipeline through both inbound and outbound motions using LinkedIn Sales Navigator, Seamless.ai, and 6sense intent signals to prioritize accounts Run multi-threaded deals (typically 60–120 day cycles) across fleet operations, safety, IT, and Finance typically engaging Directors of Fleet Operations, VPs of Transportation, and Controllers/CFOs Conduct deep discovery to understand dispatch workflows, driver management challenges, and where Augie can automate quoting, dispatch, tracking, billing, and collections Partner with Solutions Engineers on technical evaluations and POCs Manage accurate forecasting and pipeline hygiene in HubSpot Develop account strategies and expansion plans post-close (with CS handoff) Feed market insights back to Product and Marketing What We're Looking For 3–5 years of experience in full-cycle B2B SaaS sales Comfortable running multi-stakeholder deals you can manage a buying committee Strong discovery and storytelling skills Organized, process-driven, and good at keeping deals moving Comfortable with ambiguity in an early-stage environment Willing and able to travel for in-person meetings fleet buyers are relationship-driven Bonus Points For Experience selling into private fleets, for-hire carriers, or fleet technology (dispatch, HOS, driver management, safety) Background at companies like Motive, Samsara, Omnitracs, or similar (field/enterprise AE roles preferred not hardware or inside sales) Familiarity with tools like HubSpot, LinkedIn Sales Navigator, Seamless.ai, 6sense, or Gong Background at an early-stage or high-growth SaaS company Why Join Us? Competitive Salary + Stock Options Comprehensive Health, Vision, and Dental Benefits Flexible PTO Monthly stipend About Augment At Augment, we set out to create a fully autonomous AI platform — Augie — that streamlines operations and reclaims the human element in supply chain. Our founders recognized a pattern: talented professionals were stuck handling manual data entry, phone calls, and repetitive tasks, instead of focusing on high-impact problem-solving and strategic decision-making. That insight became our mission — to free supply chain professionals from busywork so they can focus on what truly drives business growth. Augment isn't just about efficiency; it's about transforming an entire industry by empowering teams with AI-driven solutions that make supply chain smarter, faster, and more adaptive. Join us on this journey! Augment is an Equal Opportunity Employer and values diversity at our company. We consider all qualified applicants without regard to race, color, religion, national origin, gender, gender identity or expression, sexual orientation, age, marital status, veteran status, disability, or any other legally protected status. Augment complies with federal, state, and local laws regarding equal employment opportunity and reasonable accommodation. If you need assistance or an accommodation during the application or interview process, please contact your recruiter. We also consider qualified applicants with arrest and conviction records in accordance with applicable federal, state and local fair-chance / ban-the-box laws (for example, but not limited to, the California Fair Chance Act). Our hiring process uses AI-powered tools to assist with screening and evaluating applications based on job-related criteria. All AI-assisted outputs are reviewed by human recruiters who make all decisions about which candidates advance in the process.