Top Senior Level Artificial Intelligence Sales Jobs in Chicago, IL

Manage the complete sales cycle, collaborate cross-functionally, build relationships with decision-makers, deliver product demonstrations, and refine acquisition strategies.

Manage and expand a defined portfolio of enterprise accounts through upsell, cross-sell, and multi-product sales. Build executive relationships, develop strategic account plans, drive Operations Cloud adoption, execute complex sales cycles with technical validation, and maintain disciplined forecasting in Salesforce.

Lead Account Manager responsible for servicing senior relationships with high-growth customers, developing long-term campaign strategies, and driving revenue growth through strategic consulting and data analysis.

The CRM Account Executive specializes in selling CRM products to the Energy and Utilities sector, focusing on customer success and digital transformation strategies.

Enterprise sales role focused on outbound and inbound lead generation, full sales cycle from demo to close, some account management, maintaining Salesforce, collaborating with marketing, and selling Perk to stakeholders up to the C-suite to achieve revenue and retention targets.

Manage and grow an assigned book of mid/large-group benefit clients (500-4,999 lives). Ensure exceptional client and broker service, drive retention and profitable upsell/cross-sell, lead renewals and negotiations, collaborate with underwriting and service partners, mentor team members, support compliance and training, attend industry events, and implement process improvements. Hybrid role based in Chicago with up to 30% domestic overnight travel.

Drive revenue growth and expand Morningstar Direct adoption within large institutional accounts. Build stakeholder relationships, identify new opportunities, deliver product demonstrations, forecast, negotiate and close deals, document activity in SFDC, and travel ~30% while collaborating with SVPs to develop account growth plans.

Own and grow a named book of enterprise accounts through pipeline creation, complex multi-stakeholder deal execution, account expansion, and executive engagement. Collaborate with partners, sales engineering, and internal teams to position Nasunis platform for hybrid cloud storage, resiliency, and AI-ready data strategies while maintaining CRM discipline and forecast accuracy.

The Specialist Seller will lead go-to-market strategies for AI products, partnering with sales teams to drive high-value enterprise sales, architect complex deals, and develop product pipelines while building relationships with major accounts.

The Enterprise Account Executive will drive sales in the multi-family segment, managing the sales cycle, engaging with executives, and building client partnerships while enhancing the customer experience.