Account Executive — Carrier Sales (TMS & Dispatch AI)

ABOUT NUMEO OkLumia is hiring on behalf of Numeo, a company that builds AI-powered dispatch tools and an AI-native TMS for trucking carriers. Numeo's software helps carriers find, negotiate and book loads faster, run their back office in one place, and get paid sooner through embedded financial services. Numeo is an early-stage, venture-backed startup with a team in the Bay Area and Seattle. Dispatchers already use its tools every day. Now Numeo is building its sales team, starting in Chicago, to put its TMS and Dispatch AI in front of more carriers — face to face. THE ROLE This is a field sales role and a hunter role. You own the full cycle, from first call to signed customer, and spend much of your week in person: carrier offices and yards, truck stops, dispatch services and industry events across Chicagoland and the Midwest freight corridor. You build your own pipeline, help shape how we sell, price and package for each segment, and work directly with the CEO and the product team. WHO YOU WILL SELL TO Expedite: owner-operators and small fleets running cargo vans, sprinters and straight/box trucks on time-critical freight 18-wheeler (Class 8): small and mid-size fleets (roughly 10–150 trucks) and dispatch services running dry van, reefer and flatbed WHAT YOU'LL DO Prospect carriers through cold calls, texts, email, LinkedIn, load boards, industry groups, referrals — and by showing up in person Run discovery and live demos of our TMS and Dispatch AI at carrier offices and yards, tailored to how each carrier actually dispatches Close deals end to end: pricing, objections, trials, contracts and handoff to onboarding; be on site for kickoff with key new customers Hit monthly targets for new customers and new revenue Keep every deal, visit and activity current in the CRM and forecast your pipeline accurately Build a repeatable playbook for each segment: target lists, territory plan, call scripts, objection handling, case studies Bring what you hear from carriers back to product: missing features, pricing reactions, why deals are lost Represent Numeo at trucking events, carrier meetups and carrier communities, such as expedite groups and owner-operator forums WHAT YOU BRING 3+ years closing B2B sales as an individual contributor, with numbers you can show (quota, attainment, deal size) 2+ years selling into trucking: carriers, owner-operators, fleets or dispatch services. Software, factoring, fuel cards, ELDs, insurance or load boards all count A real understanding of how carriers work: dispatching, load boards, rate negotiation, MC/DOT authority, factoring and settlements You sell best face to face and you're just as quick by phone and text. You're comfortable walking into a carrier's office unannounced 60+ touches a day (calls, texts, visits) without being told to, and you follow up until you get an answer CRM experience (HubSpot, Salesforce or similar) and a clean pipeline You live in the Chicago area (or will relocate), have a valid driver's license and reliable transportation, and are happy to be on the road most weeks A clear, confident communicator who likes early-stage work: few processes, lots of ownership, direct access to the CEO NICE TO HAVE A network of carrier owners, dispatch services or associations in Chicago and the Midwest Direct experience selling to expedite carriers (cargo van, sprinter, straight truck) and Class 8 fleets You have sold a TMS, dispatch software or another SaaS product to carriers You have worked as a dispatcher or in carrier operations Experience selling AI or automation products and explaining them simply to non-technical buyers Spanish, Russian, Polish or another language common among US carrier owners COMPENSATION, LOCATION AND TRAVEL $75,000 base salary plus uncapped commission on new revenue Chicago area, in person. This is not a remote role Frequent local and regional travel to carrier locations across Chicagoland and the Midwest, occasional trips to trade shows and key…

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