Director | AI Business Development

Director of AI Business Development

Locations: 225 W Wacker Dr Ste 1800, Chicago, IL, 60606, US (Remote)

Base Range: $220,000 - $260,000 (compensation based on experience)

The Director of AI Business Development combines sales leadership with direct engagement in business development activities, helping to expand market presence and drive adoption of CBIZ's AI consulting, implementation, governance, and managed services offerings. The Director works closely with the Vice President, AI Go-to-Market, as well as marketing, alliance, and delivery teams to execute a consistent and scalable sales strategy while supporting complex opportunities and client initiatives.

This is not a traditional business development role. It is a player‑coach leadership position responsible for driving revenue growth, opening executive relationships, and leading a team of Account Executives to execute a repeatable, scalable sales motion. This is a rare opportunity to build a high‑growth AI sales team, with strong executive visibility and direct alignment to one of the fastest‑growing areas in technology.

The Director reports into the Vice President, AI Go-to-Market and manages Senior Account Executives responsible for building a repeatable and scalable AI sales motion.

• Lead, coach, and develop a team of Senior Account Executives.
• Conduct regular pipeline reviews, deal strategy sessions, and forecasting activities.
• Establish sales operating rhythms and performance expectations.
• Drive team quota attainment and pipeline generation.
• Support strategic opportunities and major pursuits.
• Recruit, onboard, and develop sales talent.
• Ensure CRM discipline, forecasting accuracy, and sales process compliance.
• Collaborate with marketing, alliances, and practice leadership.
• Execute partner‑led and industry‑specific sales campaigns.
• Report sales performance and market insights to executive leadership.
• 15+ years of consultative sales experience.

5+ years leading quota‑carrying sales teams.

Experience selling AI, cloud, data, cybersecurity, digital transformation, or consulting services.

Demonstrated ability to manage complex sales cycles and executive relationships.

Strong forecasting, coaching, and sales leadership skills.

• Bachelor's degree in business administration or equivalent (MBA preferred).
• Minimum of 10 years of experience.
• Established business relationships in the local business community.
• Industry knowledge.
• Excellent verbal and written communication skills plus presentation skills.
• Leadership qualities necessary to lead a team.
• Ability to manage time effectively and to multi‑task.

Compensation will be determined based on education, experience, location, and skill set. Benefits include comprehensive medical and dental insurance, retirement savings, life and disability insurance, health care and dependent care reimbursement accounts, certification incentives, education assistance, referral program, and more.

CBIZ is an equal opportunity employer and reviews applications for employment without regard to the applicant's race, color, religion, national origin, ancestry, age, gender, gender identity, marital status, military status, veteran status, sexual orientation, disability, or medical condition or any other reason prohibited by law. If you would like more information about your EEO rights as an applicant under the law, please visit Know Your Rights.