Sales Engineer (AI)

Location: Chicago, United States; hybrid work arrangement with travel up to 50% for customer meetings, industry events, team offsites, and strategic deals.

Company

hirify.global develops AI-driven automation for freight brokerage, carrier management, and 3PL operations, including its Augie platform.

What you will do

• Run tailored live product demos of Augie and partner with Account Executives on discovery calls.
• Own the technical track of enterprise sales cycles, including RFPs, security questionnaires, infosec reviews, and vendor assessments.
• Map prospect requirements to hirify.global capabilities and answer technical questions from IT, operations, and engineering stakeholders.
• Build proofs of concept, workflow mockups, and demo environments for complex opportunities.
• Communicate product feedback and feature gaps to product and engineering teams and support deal strategy with Sales leadership.
• Create sales enablement materials such as battle cards, objection-handling documents, competitive teardowns, and technical one-pagers.

Requirements

• 3–6 years of experience in pre-sales, sales engineering, or a customer-facing technical role, ideally supporting enterprise deal cycles.
• Ability to run compelling product demos for technical and non-technical audiences.
• Strong written communication, including the ability to turn detailed RFPs into concise responses.
• Experience navigating multi-stakeholder enterprise buying cycles involving IT, security, operations, and finance.
• Understanding of APIs, integrations, and data flows; production coding is not required.
• Experience working closely with an Account Executive team and supporting deals from technical validation through close.
• High ownership mentality and willingness to treat AE pipeline as personal responsibility.
• Familiarity with CRM tooling and structured deal tracking; hirify.global uses HubSpot.

Nice to have

• Background in freight brokerage, TMS, fleet management, or logistics SaaS.
• Experience with AI or automation platforms, especially agentic or LLM-powered systems.
• Familiarity with SOC 2, GDPR, and vendor security reviews.

Culture & Benefits

• Hybrid work in Chicago with up to 50% travel.
• Competitive salary and equity.
• Comprehensive health, vision, and dental benefits.
• Flexible PTO.
• Monthly stipend.
• Equal opportunity employer with diversity and reasonable accommodation commitments.