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Chicago, Illinois, United States
Remote only
Logistics is broken. Let's fix it.
We are a team of engineers, product designers, and customer champions applying the most transformative technology of our time, AI, to one of the world's largest industries: logistics. Our mission is to streamline freight brokerage, carrier management, and 3PL operations through automation, freeing teams to focus on high-value strategic work.
We're looking for a Sales Engineer who's equally at home in a discovery call as they are in a technical deep dive -- someone who makes our AEs unstoppable and helps prospects say yes faster.
As a Pre-Sales Engineer at Augment, you're the technical force behind our sales team. While our Account Executives own the relationships and drive the deals, you're the one who makes the product real. You'll run live demos of Augie, answer the hard technical questions, handle RFPs and security questionnaires, and translate what Augment does into language that makes a logistics buyer go "that's exactly what we need."
This role lives in the sales cycle, not after it. You'll be embedded with the AE team, working deals from discovery through close. You'll report to our Head of Solutions with a dotted line to Sales leadership. The right person here isn't just technical; they're a persuader, a problem framer, and a natural closer-by-proxy.
Our GTM is primarily outbound-led, targeting two ICPs: freight brokerages and for-hire carriers, as well as private fleet operators. Deals are complex and involve working with multi-stakeholders. You'll be the technical anchor across these cycles, working alongside AEs to run tailored demos, navigate IT and security reviews, and build the technical case that gets deals across the finish line.
Run live product demos of Augie tailored to each prospect's specific workflows, pain points, and tech stack -- no canned slideshows
Partner with AEs on discovery calls to ask the right technical questions and uncover what really matters to the buyer
Own the technical track of the sales cycle: RFPs, security questionnaires, infosec reviews, and vendor assessments
Map prospect requirements to Augment's capabilities and be honest when there's a gap
Field deep-dive technical questions from IT, operations, and engineering stakeholders at prospect accounts across both ICP segments (brokerages/carriers and private fleets)
Build proofs-of-concept, workflow mockups, or demo environments when a standard demo won't cut it
Capture and clearly communicate product feedback and feature gaps to our product and engineering teams -- you're a critical input to the roadmap
Support deal strategy with Sales leadership -- helping decide when to push, when to pivot, and when to bring in more firepower
Help create sales enablement materials: battle cards, objection handling docs, competitive teardowns, and technical one-pagers
Travel up to 50% of the time — for customer meetings, industry events, team offsites, and strategic deals
3-6 years in a pre-sales, sales engineering, or customer-facing technical role, ideally supporting enterprise deal cycles
Proven ability to run compelling product demos for both technical and non-technical audiences
Strong written communication -- you can turn a 40-question RFP into a crisp, confident response
Comfortable navigating multi-stakeholder enterprise buying cycles involving IT, security, operations, and finance
Technically curious -- you don't need to write production code, but you understand how APIs, integrations, and data flows work
Experience working closely with an AE team and understanding what it takes to push a deal from technical validation to close
High ownership mentality -- you treat your AEs' pipeline like your own
Familiarity with CRM tooling (we use HubSpot) and structured deal tracking
Background in freight brokerage, TMS, fleet management, or logistics SaaS
Experience with AI or automation platforms -- especially anything agentic or LLM-powered
Familiarity with security and compliance frameworks (SOC 2, GDPR, vendor security reviews)
Competitive salary + equity
Comprehensive health, vision, and dental benefits
Flexible PTO
Monthly stipend
At Augment, we set out to create a fully autonomous AI platform that streamlines operations and reclaims the human element in logistics. 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 logistics 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 logistics 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.
