About Freehand Freehand is the decision layer for enterprise supply chain spend, an autonomous spend governance platform that maps the connection between commercial agreements and operational reality to recover margin, eliminate manual dispute work, and deliver complete audit coverage. Our AI teams perform the heavy lifting across the full spend cycle: perceiving incoming claims, assembling context from contracts and execution data, exercising judgment on what belongs and what does not, taking action to resolve exceptions, and posting validated outcomes directly to enterprise systems of record. Freight audit and pay is where we prove it every day — auditing every parcel, LTL, FTL, ocean, and air invoice against contracted rates, shipment data, and mode-specific rules. From that foundation, the platform extends into 3PL and storage spend, logistics accounts receivable, and global trade compliance, applying the same decision rigor across the categories where enterprises lose the most margin. Our customers are manufacturers, distributors, retailers, and logistics providers representative of the Fortune 500. Freehand has been recognized by TIME as one of the Best Inventions of 2025, by Fast Company as one of the Next Big Things in Tech 2025, by Inc. 5000 as one of America's fastest-growing private companies, and by Deloitte's Technology Fast 500. Why Freehand • Build the next generation of autonomous spend governance — recognized by TIME, Fast Company, Gartner, and Deloitte for category-defining work • Work directly with enterprise CFOs, CSCOs, Heads of Logistics, and trade compliance leaders on multi-million-dollar spend categories • Sell into a platform that customers actually deploy across freight, 3PL, logistics A/R, and global trade, not a single-point tool • Join a hyper growth, focused, senior team where SCs are treated as strategic partners to Sales, Product, and Engineering not demo jockeys • Shape the GTM motion of a company in growth mode, with real influence on platform direction, pricing, and packaging • Competitive base, variable
compensation tied to outcomes you can directly influence, and full
benefits
About
the Role We are hiring a Solution Consultant to lead technical solutioning and proof of concepts for strategic enterprise pursuits across North America. You will own the technical narrative end-to-end on named accounts — partnering with Account Executives on discovery, leading executive demos, building tailored collateral, structuring POCs, and serving as the customer-facing voice of the Freehand platform during the sales cycle. Most pursuits will start with freight audit and pay as the wedge — it is where customers feel the pain first and where Freehand's value is fastest to prove. From there, you will help customers see the full picture: how the same decision platform extends across 3PL spend, logistics A/R, and global trade compliance to govern their broader supply chain spend. This role sits at the intersection of Sales, Product, Delivery, and Engineering. You will work closely with AE leadership, the CTO and CPO offices, and the broader SC team. The work spans direct enterprise pursuits and advisory-firm-mediated deals (Kearney, PwC, and similar), where structured follow-up, executive-grade artifacts, and security and compliance fluency are non-negotiable. Key
Responsibilities Enterprise Deal Solutioning • Own the technical pursuit strategy on named enterprise accounts from first technical conversation through signed contract • Lead discovery sessions with stakeholders across logistics, finance, IT, and procurement to map current-state freight settlement processes and quantify pain • Build and deliver tailored executive demos, technical deep-dives, and value engineering analyses that connect Freehand capabilities to customer-specific business outcomes • Partner with Account Executives on deal strategy, stakeholder mapping, and competitive positioning • Structure and lead POCs end-to-end owning milestone progression, engineering readiness, and customer-facing communication Spend Domain Expertise • Serve as the customer-facing subject matter expert on enterprise freight audit and pay — invoice validation, contract and tariff matching, GL coding, accessorial review, exception handling, and payment execution • Develop working fluency across Freehand's adjacent spend domains: 3PL and storage spend, logistics A/R, and global trade compliance (duties, HS classification, FTA eligibility, broker invoice validation) • Position Freehand Pay as automated, reliable on-time execution of contractual payment terms — not early payment or factoring • Articulate how Freehand integrates with customer ERPs, TMSs, WMSs, and banking infrastructure (EDI, API, SFTP) Agentic Platform Solutioning • Position Freehand as the decision layer for supply chain spend — translating the perception, context assembly, judgment, action, and accounting intelligence loop into language enterprise buyers understand • Demonstrate the platform's agentic capabilities — Context Graph, agent directives, anomaly agents, Spend Intelligence, the AI Strategist persona, and agentic AP — to technical and executive audiences with credibility • Show how Freehand's tiered feature rollout model delivers value across the customer journey • Avoid overclaiming — calibrate framing to match what the platform actually does today versus what is on the roadmap Executive-Grade Collateral & Communication • Produce standing collateral — decks, one-pagers, technical briefs, security overviews — that can be reused across pursuits, not one-off responses to individual asks • Maintain customer-facing artifacts including the Data Privacy & Security Overview and platform architecture documents in coordination with CTO and CPO offices • Support advisory-firm-mediated deals (Kearney and similar) with the structured follow-up, technical depth, and polish those engagements require • Contribute to RFP responses with accurate, current information on certifications (SOC 2, ISO 27001, ISO 27017/27018, ISO 42001, CSA STAR), platform capabilities, and deployment models Cross-Functional Collaboration • Partner with Product and Engineering to surface customer feedback, validate roadmap priorities, and represent enterprise
requirements in platform decisions • Work with Implementation and Customer Success to ensure clean handoffs from sale to delivery and accurate scoping of committed capabilities • Contribute to GTM enablement — training new AEs and SCs, building reusable demo environments, and developing playbooks for common deal patterns • Coordinate with the broader SC team (US and Chennai Technical) on shared accounts, collateral standards, and POC execution Competitive & Industry Intelligence • Maintain working knowledge of the FA&P competitive landscape • Track shifts in enterprise freight settlement, agentic AP, and BPO replacement trends that shape buyer expectations • Translate competitive intelligence into positioning, battle cards, and objection handling for the broader GTM team Required
Qualifications • 5+ years in supply chain or logistics technology, with 3+ years in a customer-facing pre-sales, solution consulting, or solution engineering role • Demonstrated domain expertise in freight audit and pay or adjacent enterprise logistics finance workflows • Experience leveraging AI in enterprise sales pursuits, paired with a genuine curiosity for using AI tools and methodologies to run discovery, build collateral, and advance deals more efficiently than traditional SC motions. • Proven track record solutioning and closing enterprise SaaS deals with Fortune 1000 customers • Strong written communication — able to produce executive-grade collateral independently, not reliant on marketing for every artifact • Comfort engaging C-level and VP stakeholders across logistics, finance, and IT • Working fluency in enterprise security and compliance posture (SOC 2, ISO 27001, ISO 27017/27018, ISO 42001, CSA STAR, data privacy frameworks) and ability to discuss credibly with customer security teams • Familiarity with enterprise SaaS integrations (ERP, TMS, EDI, API, SFTP) • Willingness to travel across North America for customer meetings, workshops, and industry events (estimated 25-40%) Preferred
Qualifications • Prior experience at a logistics SaaS company (TMS, visibility, freight audit, parcel) • Experience working alongside management consulting firms (Kearney, Big 4, similar) on advisory-mediated enterprise deals • Background in agentic AI, workflow orchestration, or AI-powered automation in an enterprise B2B context • Experience structuring and running enterprise POCs against defined success criteria • Public speaking experience — industry conferences, webinars, executive roundtables Working at Freehand We proudly offer the following
Benefits to all our full-time employees: Take what you need Vacation Policy Monthly home-internet costs Full health coverage (with multiple gold-standard carriers across medical, dental & vision) Life Insurance and Disability
benefits HSA/FSA Access 401(k) with a 4% Employer Match Equal Opportunity Freehand hires on merit — your thinking, your track record, your potential — without regard to race, gender, age, religion, sexual orientation, national origin, disability, or any other protected characteristic. If you meet most of the criteria above but not all of it, apply anyway. We care more about your willingness to learn & take initiative than whether your resume maps perfectly to every line.
