Sr. Director/Head of Sales (AI)

TL;DR

Sr. Director/Head of Sales (AI): Building and leading a high-performing sales function for an AI SaaS product, focusing on converting product-qualified leads into pipeline and revenue, expanding accounts, and closing compliance-driven deals. Focus on defining scalable sales motions, improving conversion rates, and building a metrics-driven sales engine for a product-led growth model.

Location: Remote (United States)

Salary: $136,000–$170,000 plus variable compensation.

Company

hirify.global is a leading SaaS-based Global Employment Platform that provides an indispensable AI agent for HR leaders, enabling clients to expand into over 180 countries quickly and efficiently.

What you will do

• Own bookings and ARR targets for new business, upsell, and expansion of the GIA AI SaaS product.
• Build the Go-To-Market plan, including segments, territories, coverage model, and channel strategy.
• Define and execute the PQL-to-close workflow in partnership with Growth, Product, and RevOps.
• Build repeatable sales motions for sales-assist and mid-market/enterprise deals, improving conversion rates.
• Create a structured motion to land GIA into existing accounts, partnering with CSM/Account teams.
• Hire, onboard, and lead the initial sales team, coaching for high standards and building sales enablement.
• Partner cross-functionally with Product, Growth, Legal, Security, and Finance for roadmap priorities and deal processes.

Requirements

• 10+ years in B2B SaaS sales, with 3+ years in sales leadership (Director/Sr Director/Head of Sales).
• Proven experience building and scaling a sales organization from early stages.
• Demonstrated success in product-led sales or hybrid PLG + enterprise motions.
• Comfortable selling into regulated or trust-heavy environments (security, legal, compliance, HR, finance).
• Strong forecasting and operational rigor, with ability to build repeatable processes.
• Excellent cross-functional collaboration with Product, Growth, CS, and RevOps.

Nice to have

• Experience selling AI/agentic SaaS, workflow automation, or HR/legal tech.
• Enterprise procurement + security review expertise (SOC2, data privacy, vendor risk).
• Background in usage-based expansion / land-and-expand strategies.
• International selling experience.

Culture & Benefits

• Work with diverse, remote-first teams empowered with flexibility and resources.
• Opportunity to positively impact lives around the world and reshape the future of work.
• Competitive compensation and benefits.
• Commitment to building a diverse, equitable, and inclusive culture.
• Equal Opportunity Employer, committed to providing reasonable accommodations to individuals with disabilities.