Strategic Account Executive (AI)

TL;DR

Strategic Account Executive (AI): Driving revenue growth and building partnerships with school districts and government agencies to solve complex transportation challenges with an accent on enterprise sales, MEDDPICC qualification, and AI-enhanced prospecting. Focus on challenging the status quo, multi-threading stakeholder engagement, and executing high-impact field sales strategies across an assigned territory.

Location: Remote (USA). This role requires frequent travel (up to 50%) for in-person meetings and field prospecting within an assigned territory.

Salary: $95,000 base with an OTE of $160,000.

Company

hirify.global is a mission-driven, AI-forward technology company providing safe and simple supplemental student transportation solutions for school districts.

What you will do

• Negotiate and close new business contracts while managing the full sales cycle.
• Build and maintain a robust pipeline through both SDR support and self-sourcing.
• Lead high-level presentations and engage with C-suite stakeholders and superintendents.
• Apply MEDDPICC qualification rigor to ensure forecast accuracy and deal success.
• Collaborate cross-functionally with Product, Support, and Operations teams.
• Utilize AI tools like Gong, Agentforce, and Claude to optimize research and productivity.

Requirements

• 8+ years of B2B sales experience, including 2+ years in enterprise or account management.
• 5+ years of active prospecting experience, including cold calling and field sales.
• Proven track record of exceeding sales targets and managing complex deal cycles.
• Experience with Challenger sales methodology and navigating RFP processes.
• Must be based in the USA and comfortable with up to 50% travel for in-person meetings.
• Proficiency in Salesforce and modern AI-enhanced sales tools.

Culture & Benefits

• Equity stock options for all full-time employees.
• Comprehensive medical, dental, vision, and life insurance.
• 401(k) retirement plan and FSA.
• Flexible vacation policy.
• Mission-driven environment with a focus on AI-forward innovation.