Account Executive, MidMarket (AI)

Location: Chicago, Illinois, with a hybrid policy requiring employees to be in the office at least three days per week. Proof of eligibility to work in the United States is required.

OTE: $203,500–$243,058 annually for candidates in the Greater Chicago Area.

Company

Build AI customer-experience solutions with Fin, an AI Customer Agent integrated with hirify.global and Salesforce.

What you will do

• Drive adoption and growth of Fin AI agents across an assigned territory.
• Manage the full consultative sales cycle from prospecting through close.
• Handle complex six-figure new-business opportunities across industries and company sizes.
• Communicate Fin’s value using the Command of the Message framework and MEDDPICC.
• Own territory planning, quarterly business reviews, and weekly and monthly forecasting.
• Partner with Sales Leaders, Sales Engineers, Solutions, R&D, Product, and Marketing to win flagship customers and represent the customer voice.

Requirements

• 4+ years of experience as an Account Executive.
• 2+ years of SaaS experience selling similar products.
• Experience exceeding quota in a closing role and selling SaaS or DBaaS.
• Strong outbound prospecting experience, sales acumen, and interest in customers’ businesses.
• AI fluency or a deep interest in AI tooling, with comfort operating in a fast-moving organization.
• Eligibility to work in the United States and willingness to work from the Chicago office at least three days per week.

Nice to have

• Experience selling technically complex products or products requiring thorough implementation.
• Growth mindset, intellectual curiosity, and ambition.

Culture & Benefits

• Hybrid work with flexibility to work from home.
• Benefits and resources supporting health, wellbeing, family, time away from work, and financial security.
• Potential eligibility for a corporate bonus or sales incentive included in OTE.
• Potential eligibility for Restricted Stock Units.
• Open, accepting, and inclusive work environment focused on collaboration and business impact.