Senior Account Executive, Enterprise (AI)

Location: Illinois, USA; willingness to travel up to 40% required.

Base compensation: $111,700–$196,300 per year, with possible commission or performance-based bonus opportunities.

Company

hirify.global provides AI-powered experience orchestration software connecting people, systems, data, and AI for more than 8,000 organizations worldwide.

What you will do

• Own end-to-end enterprise sales cycles for complex, multi-million-dollar opportunities.
• Build executive-level relationships and align AI-powered CX solutions with strategic business goals.
• Develop account and territory plans, generate pipeline, and drive new logo acquisition.
• Expand existing enterprise accounts through upsell and cross-sell strategies.
• Present solution value to prospects, customers, partners, and C-level stakeholders.
• Lead cross-functional deal strategy and forecast quarterly revenue using MEDDPIC or similar methodologies.

Requirements

• 5+ years of quota-carrying enterprise software sales experience in Fortune 500 environments.
• Proven success closing multi-million-dollar transactions with 6–24-month sales cycles.
• Experience selling cloud, SaaS, and AI-based solutions across CX, CCaaS, WEM, customer journey analytics, conversational AI, AI copilots, CRM, or service management platforms.
• Experience building strategic relationships with executive and C-level decision-makers.
• Ability to connect complex technology solutions to measurable business value and develop pipeline through prospecting, marketing, and channel engagement.
• Bachelor’s degree or equivalent professional experience; familiarity with MEDDPIC or similar sales methodologies.

Nice to have

• Experience managing large strategic enterprise accounts with long-term growth strategies.
• Background in account-based selling and multi-threaded deal management.
• Experience working with cross-functional teams across global or multi-region accounts.

Culture & Benefits

• Flexible work schedules and work-from-home opportunities.
• Medical, dental, vision, and telehealth coverage.
• Open Time Off, 10 paid holidays, and a 401(k) matching program.
• Career development, mentorship, learning programs, and education support.
• Paid volunteer time, August Free Fridays, and well-being resources.

Hiring process

• Application review by Talent Acquisition and the hiring team.
• Zoom interview followed by meetings with the hiring manager and interview team.
• Usually no more than five interviews before final steps.