Head of Pre-Sales USA

Trustpair • New York, NY

10d • Hybrid

About The Position

Trustpair is hiring a Head of Pre-Sales, USA, for its Revenue Excellence team. This newly created, dual-mandate role supports strategic enterprise deals in North America while strengthening the global pre-sales function. The position is the most senior pre-sales management role and combines hands-on deal support with ownership of methodologies, tooling, and best practices across a three-person team based in the US and Europe. The role reports to the Chief Revenue Officer and works closely with US Sales, Implementation, and Product. It is based in New York City, with hybrid presence preferred at approximately two days per week in the office.

The role leads pre-sales engagement for strategic North American enterprise opportunities, from discovery through close, and drives continuous improvement in global pre-sales processes, methods, tools, and practices. It partners with Account Executives on complex enterprise deals, serving as a product and deal-strategy partner to help the US team win.

In strategic deal execution, the Head of Pre-Sales leads technical discovery, tailored demonstrations, proofs of concept, and business cases for C-level stakeholders. The role acts as the primary expert on Trustpair’s product, integrations, and value, tailoring the sales narrative to prospects’ environments. It owns proofs of concept end-to-end, including success criteria, resource coordination, progress tracking, and conversion. The role also navigates enterprise environments involving multiple stakeholders, ERP integrations such as SAP, Oracle, and Coupa, treasury management platforms, and consulting firms or system integrators where applicable. It builds relationships with target accounts and strategic partners to support long-term pipeline growth.

Globally, the role defines and embeds pre-sales standards across the team, including discovery, qualification, proof-of-concept playbooks, and demonstrations. It partners with the Head of Revenue Excellence on pricing, competitive positioning, and prioritizing new use cases. It turns field insights—such as objections, product gaps, integration challenges, and competitive dynamics—into actionable feedback for Product, Marketing, and Sales leadership, and maintains integration guides, battle cards, use-case libraries, and product documentation.

The role also partners with Account Executives throughout the sales cycle to strengthen qualification, deal structure, and close strategy; challenges weak qualification; identifies the right stakeholders; and directs pre-sales resources toward opportunities where they can have the greatest impact. It shares product and integration expertise to improve sales execution and clarify what makes an opportunity winnable.

Compensation is listed as a base salary of $150,000–$190,000 and OTE of $200,000–$300,000, depending on seniority and final scope. Trustpair describes itself as an international company in a scaling phase, with an AI-enabled working culture, an inclusive and culturally diverse environment, and opportunities in France and internationally. Applicants must be legally authorized to work in the country for which they apply, or be a citizen of the Schengen/EU zone; employment eligibility will be verified as a condition of hire.

Requirements

• At least 8 years of experience in pre-sales, solutions consulting, or solutions engineering working with complex enterprise B2B deals.
• Experience supporting enterprise sales cycles in the US market, including familiarity with buying culture, stakeholder dynamics, and deal cycles.
• Experience leading technical discovery, tailored demonstrations, proof-of-concept projects, and business-case development.
• Strong business acumen and judgment to connect product capabilities with business priorities.
• Credibility with complex buying groups and senior business and technical stakeholders.
• Strong project management skills across multiple contributors, deadlines, and priorities.
• Collaborative, coaching-oriented mindset.
• Strong prioritization and sound judgment about where to focus effort.
• Demonstrated experience using AI tools or automation to improve a process, workflow, or business outcome.
• Fluency in the technical and commercial language of B2B software.
• Fluent in English.
• Applicants must be legally authorized to work in the country for which they are applying, or be a citizen from the Schengen/EU zone; employment eligibility verification is required as a condition of hire.

Nice To Haves

• Fintech or B2B SaaS experience involving complex or regulated enterprise workflows.
• Familiarity with ERP, procurement, treasury, or similar enterprise systems.
• Experience improving pre-sales methodology across regions.
• Experience in an international organization with distributed stakeholders.
• Experience in a scale-up or fast-growing international company.

Responsibilities

• Lead pre-sales engagement for strategic North American enterprise opportunities from discovery through close.
• Partner with US Account Executives on complex enterprise deals, leading technical discovery, tailored demonstrations, proofs of concept, and business cases for C-level stakeholders.
• Serve as the primary expert on Trustpair’s product, integrations, and value throughout the sales cycle, tailoring the product story to each prospect’s environment.
• Own proofs of concept end-to-end by defining success criteria, coordinating resources, tracking progress, and driving conversion.
• Navigate complex enterprise environments involving multiple stakeholders, ERP integrations, treasury management platforms, and collaboration with consulting firms or system integrators when present.
• Build relationships with target accounts and strategic partners to support long-term pipeline growth.
• Define and embed global pre-sales standards, including discovery, qualification, proof-of-concept playbooks, and demonstrations.
• Partner with the Head of Revenue Excellence on pricing, competitive positioning, and prioritization of new use cases.
• Turn field insights—including objections, product gaps, integration challenges, and competitive dynamics—into actionable feedback for Product, Marketing, and Sales leadership.
• Maintain integration guides, battle cards, use-case libraries, and product documentation.
• Partner with Account Executives throughout the sales cycle to strengthen qualification, deal structure, and close strategy.
• Challenge weak qualification, identify appropriate stakeholders, and deploy pre-sales resources where they will have the greatest impact.
• Share product and integration expertise to improve sales execution and clarify what makes an opportunity winnable.

Benefits

• Hybrid working model based in New York City, with approximately two office days per week.
• Career opportunities in France and internationally.
• Inclusive environment with cultural diversity and parity.
• Opportunity to support Trustpair’s most strategic enterprise deals in North America and shape global pre-sales methodologies, processes, and best practices.
• Cross-functional collaboration with Sales, Product, Implementation, Customer Success, and Marketing.

What This Job Offers

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