Solutions / Technical Consultant

Freehand

4d • Remote

About The Position

Freehand is seeking a Solution Consultant to lead technical solutioning and proof of concepts for strategic enterprise pursuits across North America. This role involves owning the technical narrative for named accounts, partnering with Account Executives on discovery, leading executive demos, building tailored collateral, structuring POCs, and acting as the customer-facing voice of the Freehand platform during the sales cycle. The role primarily focuses on freight audit and pay as the initial entry point, expanding to cover 3PL spend, logistics A/R, and global trade compliance. The position sits at the intersection of Sales, Product, Delivery, and Engineering, requiring collaboration with AE leadership, the CTO and CPO offices, and the broader SC team. It also involves working on deals mediated by advisory firms, necessitating strong follow-up, executive-grade artifacts, and fluency in security and compliance.

Key Responsibilities include:

Enterprise Deal Solutioning: Owning the technical pursuit strategy, leading discovery sessions, building and delivering tailored demos and value engineering analyses, partnering with Account Executives on deal strategy, and structuring and leading POCs.

Spend Domain Expertise: Serving as the customer-facing subject matter expert on enterprise freight audit and pay, developing fluency in adjacent spend domains (3PL, logistics A/R, global trade compliance), positioning Freehand Pay, and articulating integration capabilities.

Agentic Platform Solutioning: Positioning Freehand as the decision layer for supply chain spend, demonstrating agentic capabilities, showing the tiered feature rollout model, and calibrating claims to platform reality.

Executive-Grade Collateral & Communication: Producing reusable collateral, maintaining customer-facing artifacts, supporting advisory-firm-mediated deals, and contributing to RFP responses.

Cross-Functional Collaboration: Partnering with Product and Engineering, working with Implementation and Customer Success, contributing to GTM enablement, and coordinating with the broader SC team.

Competitive & Industry Intelligence: Maintaining knowledge of the FA&P competitive landscape, tracking industry trends, and translating intelligence into positioning and objection handling.

Requirements

• 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%)

Nice To Haves

• 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

Responsibilities

• 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
• 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)
• 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
• 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
• 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
• 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

Benefits

• Competitive base, variable compensation tied to outcomes you can directly influence
• 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
• Take what you need Vacation Policy
• Monthly home-internet costs

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed