Top Artificial Intelligence Sales Jobs in Chicago, IL

Own the full sales lifecycle for healthcare and institutional accounts: source and qualify opportunities, lead complex RFPs, run discovery and demos, negotiate and close deals, collaborate cross-functionally on underwriting and compliance, and manage pipeline and forecasting in Salesforce.

Serve as the primary technical contact for sales: analyze complex prospect requirements, design custom workflows and architectures, lead product demonstrations, conduct prospect visits and professional services, and relay market feedback to product. Support sales, product strategy, and implementation to ensure smooth handoffs and successful customer outcomes.

Own and close complex enterprise SaaS deals (300–2,500 employees) with a heavy outbound focus. Build pipeline, run full sales cycle, conduct consultative discovery, negotiate $75k+ ACV contracts, collaborate with solutions engineers and cross-functional teams, and support onboarding and customer success. Travel up to 25%; remote-first (East/Central time zones) with SF onboarding.

Drive iManage’s strategic Microsoft partnership by executing global co-sell and joint go-to-market programs. Build Microsoft field relationships, deliver enablement, expand marketplace participation, develop AI and Copilot initiatives, and track pipeline, revenue, and partner-sourced leads. Support business reviews, standardize engagement processes, and improve partnership efficiency and scalability across regions.

Sell Google Cloud professional services, AI/ML solutions, and managed engagements to mid-market and enterprise clients across North America. Own full sales cycle, build pipeline, meet quotas, collaborate with Google field teams, and position consulting capabilities to drive large services engagements and revenue growth.

Leads technical go-to-market strategy and pre-sales activities for Rubrik Agent Cloud. Advises enterprise customers on agentic AI governance, security, and cloud capabilities; conducts technical sales calls and demos; qualifies opportunities; gathers customer feedback; aligns product roadmaps; develops sales collateral and enablement; and drives adoption across sales, partners, and the agentic AI ecosystem.

Develop and close enterprise public-sector business across state, local, and education accounts. Build executive relationships, lead account strategies, manage complex proofs of concept and trials, support RFP wins, exceed revenue quotas, and collaborate with sales engineering, product, software engineering, and partners to address customer needs and demonstrate integrated solutions.

Lead consumer strategy and business development for Coursera-Udemy’s global direct-to-consumer ecosystem. Identify, negotiate, and execute strategic partnerships that expand distribution, increase revenue, and improve engagement and retention. Manage the full partnership lifecycle, from opportunity assessment and outreach through negotiations, onboarding, integration, and performance monitoring. Collaborate with Product, Engineering, Design, Marketing, Legal, Finance, and Data teams while analyzing market opportunities and tracking acquisition and growth metrics.

Own the full B2B SaaS sales cycle across LATAM, from outbound pipeline creation through closing. Generate demand through prospecting, account mapping, events, and partners; qualify and advance complex mid-market and enterprise opportunities using MEDDICC, SPICED, and value-selling methods. Forecast accurately, meet revenue targets, engage executive stakeholders, and help shape Dropbox’s go-to-market strategy, messaging, use cases, and sales motion.

Own partner-network relationships after agreement signing, managing onboarding, contractual commitments, co-marketing, advisor adoption, and network penetration. Drive net-new bookings, expansions, trials, conversions, webinars, demos, and enablement activities. Track activation and pipeline metrics in Salesforce, coordinate with strategic partnerships, marketing, sales, account management, RevOps, and product teams, and forecast bookings across multiple financial-advisor networks.