About Our ClientOur client is an AI-led operating system for the drayage industry. They power trucking companies that move containers in and out of the ports, a mission-critical often overlooked corner of the supply chain.Drayage is a fragmented, relationship-heavy market with over 80% of carriers running fewer than 20 trucks, and they don't respond to mass-blast outbound. Winning here requires a GTM motion that's smarter, more researched, and more personalized than the rest of freight tech. That's where this role comes in.The RoleWe're hiring our first dedicated GTM Engineer to sit at the intersection of sales, marketing, andproduct. You'll build the systems, workflows, and AI-powered tooling that let a focused revenueteam generate an enterprise-grade pipeline without enterprise-grade headcount.If you've ever looked at a sales motion and thought \"this could be 10x more efficient with the right stack, the right data, and a few well-placed LLM calls\" this is the role for you. You'll have the rare combination of a real ICP (drayage carriers and brokers), a rich domain (FMCSA data, port operations, chassis pools, intermodal flows), and autonomy to build.What You'll OwnOutbound & Account IntelligenceBuild and maintain enrichment pipelines that combine FMCSA SAFER data, port activity signals, fleet composition, chassis ownership, terminal proximity, and TMS incumbency to score and prioritize drayage carriers and brokersDevelop LLM-powered personalization workflows in Clay, Apollo, or similar so every outbound touch references the prospect's actual operating reality, not a generic \"growing your trucking business\" pitchStand up intent-data and remarketing reconciliation flows across our tech stackSales Enablement & Pre-Call IntelligenceProductize pre-call intel briefs into automated, repeatable artifacts AEs can pull on demandBuild and maintain competitive battlecards and displacement playbooks for our most common takeouts (CompCare/Compcare, Profit Tools, Trinium, McLeod, Tailwind, in-house systems)Call Intelligence & Revenue AnalyticsBuild pipelines from Gong (or successor) into LLM workflows that produce daily/weekly sales reports, surface objection patterns, flag at-risk deals, and feed competitive intel back to product and marketingPartner with RevOps to build attribution, conversion, and velocity dashboards that actually inform decisions not just decorate Monday meetingsField & Event ActivationBuild the systems behind PortFest, Drive, TPM and regional drayage association events: pre-event prospect lists, post-event nurture flows, on-site demo capture, attribution back to pipelineHelp marketing run experiments on messaging, positioning, and channel mix and instrument them properly so we learn from what worksInternal AI ToolingStand up and govern internal AI workflows the GTM team uses daily: prompt libraries, custom Claude/GPT projects, RAG over our content library, MCP integrations with our CRM and call platformsBe the person who decides when a workflow should be a Clay table vs. a Python script vs. a real product request to engineeringWhat We're Looking ForRequired3+ years in a GTM Engineering, RevOps, Sales Engineering, or Growth Engineering role and a bonus if any of that was at a vertical B2B SaaS companyWorking proficiency in Python and SQL; comfortable in JavaScript when neededDeep, opinionated fluency with the modern GTM stack: Clay, Apollo (or similar), Gong, Salesforce, HubSpot, LinkedInHands-on experience building with LLM APIs (Anthropic, OpenAI) prompt design, tool use, evals, cost managementA track record of shipping systems that demonstrably moved a revenue metric: pipeline created, meetings booked, win rate, cycle timeStrongly PreferredDomain knowledge in freight, logistics, supply chain, or trucking or proven ability to ramp on a complex vertical fastFamiliarity with FMCSA data sources (SAFER, L&I, MCS-150), or analogous public/regulatory datasets in another verticalExperience with MCP, agent frameworks (LangGraph, CrewAI, etc.), or production AI OrchestrationYou'll thrive here if youGet genuinely curious about the operational details of how a drayage carrier makes money: chassis splits, per diem, demurrage, accessorials, the difference between asset-based and brokerage authorityDefault to building rather than briefing; You'd rather ship a v1 in a week than write a 20-page requirements docTreat AEs and CSMs as your customers; their adoption of what you build is the measure of whether it worked-Are comfortable being the only person in the room who knows how a particular system actually works, and write things down so that changesWhat Success Looks LikeBy 90 days: Pre-call intel briefs and account enrichment are running on automation for the AE team; outbound personalization quality is measurably higherBy 6 months: Pipeline created per SDR/AE has meaningfully increased through better targeting and toolingBy 12 months: PortPro's GTM stack is a competitive advantage and visiting peers from other freight tech companies leave wanting what we have