Senior Account Executive (AI)

TL;DR

Senior Account Executive (AI): Driving business growth by building high-value partnerships with sports stadiums, e-commerce brands, and AI companies with an accent on outbound prospecting and consultative selling. Focus on replacing legacy staffing solutions through strategic outreach and aggressive pipeline development.

Location: On-site 5 days per week in downtown Chicago

Salary: Base $80,000, OTE $160,000

Company

hirify.global is an AI-powered labor marketplace connecting skilled hourly professionals with local businesses in North America.

What you will do

• Own territory and build high-value partnerships with sports stadiums, e-commerce brands, universities, and AI companies.
• Drive aggressive outbound prospecting through cold calls, targeted sequences, and creative outreach.
• Deliver tailored presentations to executives and key decision-makers to win new business.
• Employ a consultative sales approach to position the platform as a smarter alternative to legacy staffing.
• Negotiate commercial and legal terms to close deals and expand accounts.
• Maintain a healthy Salesforce pipeline and provide accurate weekly forecasts.

Requirements

• 3+ years of B2B sales experience with a consistent track record of exceeding quota.
• Must be able to work on-site 5 days per week in the Chicago office.
• Proficiency in the sales stack: Salesforce, Outreach, and ZoomInfo/Sales Navigator.
• Strong negotiation skills for navigating commercial and legal terms.
• Ability to build a pipeline from scratch through outbound prospecting.
• Exceptional communication skills for phone, video, and in-person interactions.

Nice to have

• Experience selling into large hospitality or warehousing brands.

Culture & Benefits

• Medical, dental, and vision plans starting on the date of hire.
• 401K plan and Employee Health Savings Account (HSA) contributions.
• Flexible paid time off and at least 8 paid company holidays annually.
• Phone and commuter stipends.
• Equity in the form of stock options.
• A fast-paced environment defined by a bias for action and ownership.