Principal Strategic AI Sales

Location: Chicago, United States; hybrid work

Salary: $115,000–$180,000 per year; expected OTE of $224,000–$319,000 per year, including bonus or commission. Equity may also be included.

Company

hirify.global provides a customer engagement platform with cross-channel messaging, journey orchestration, AI-powered decisioning, and optimization for brands.

What you will do

• Win and grow enterprise business for hirify.global AI by collaborating with the sales organization and engaging senior customer stakeholders.
• Lead discussions with potential hirify.global AI Decision Studio customers and identify high-impact AI applications.
• Work with pre-sales, post-sales, implementation, and customer teams to quantify business impact and successfully deliver Proofs of Value.
• Enable colleagues by training them on reinforcement learning and its application to marketing.
• Communicate customer needs to product and marketing teams to support a customer-centric roadmap.
• Represent hirify.global AI at executive meetings, events, conferences, and trade shows.

Requirements

• 5+ years of experience in enterprise sales, consulting, marketing technology, AI, or marketing, with a record of strong performance.
• Strong written, verbal, presentation, and executive communication skills.
• Ability to understand business drivers and identify how AI can accelerate business impact.
• Experience navigating complex technology evaluations with enterprise brands.
• Ability to structure plans, align stakeholders, build scalable frameworks, and execute in fast-paced environments.
• Entrepreneurial mindset, strong relationship-building skills, and willingness to engage in challenging conversations.

Culture & Benefits

• Hybrid ways of working with a curated in-office experience focused on community, collaboration, and innovation.
• Medical, dental, vision, life, disability, family, fertility, and equal paid parental leave benefits.
• Retirement and Employee Stock Purchase Plans, flexible paid time off, and potential equity compensation.
• Professional development through career pathing, learning platforms, and an annual learning stipend.
• Employee Resource Groups, volunteer opportunities, donation matching, and a collaborative culture.

Hiring process

• Applications may be reviewed using AI-assisted screening and administrative tools.
• Recruiting teams remain involved in hiring decisions, and candidates may request information or a manual review depending on their location.