Top Enterprise Account Executive Jobs in Chicago, IL

Drive new enterprise business across assigned global accounts by generating pipeline, engaging IT, science, and data stakeholders, forecasting sales, presenting solutions, negotiating complex deals, and closing new business. Build relationships across multiple personas and executive levels, manage account data in Salesforce, collaborate with marketing, product, customer success, and partners, and apply structured sales methodologies such as MEDDICC to achieve revenue targets.

Full-cycle enterprise seller responsible for self-sourcing outbound pipeline, selling Edge to executive and IT buyers at regulated finance/operations companies, running discovery and demos, navigating security/procurement, and closing $100K+ production deals while maintaining CRM hygiene and working with Product/Implementation to ensure delivered scope matches sold scope.

Manage the full sales cycle for mid-market and enterprise customers, from prospecting and discovery through negotiation, closing, expansion, and renewal upsells. Build territory plans and pipeline, conduct executive-level consultative selling, forecast accurately, and deliver multi-year deals. Use generative AI and sales technologies for account research, stakeholder mapping, tailored messaging, deal strategy, and executive pitches. Collaborate with Sales Development, Customer Success, Professional Services, Marketing, Product, and other cross-functional teams.

Identify, qualify, and close new business and expansion opportunities with enterprise clients of 6,000 or more employees. Build executive relationships, execute territory sales plans, manage full-funnel opportunities, coordinate cross-functional teams, negotiate complex contracts, and exceed sales targets. Use AI, GenAI, conversational intelligence, prompt engineering, and data-driven insights to improve enterprise selling and tailor executive pitches.

Own end-to-end enterprise sales engagements, from strategic prospecting and qualification through complex negotiations and close. Build executive-level relationships, manage POCs and trials, sell $100,000–$500,000 solutions, and consistently exceed quota in named enterprise accounts. The role requires solution-based selling, C-level engagement, strategic outbound prospecting, and monthly customer travel while partnering with stakeholders across Operations, Finance, and IT.

Own enterprise sales cycles from prospecting through close, developing executive relationships within strategic accounts and selling Samsara’s connected operations solutions. Manage complex deals involving POCs, trials, multiple stakeholders, pricing negotiations, and C-level engagement. Consistently exceed quota on $100K+ ARR transactions, conduct strategic outbound prospecting, and travel monthly to meet customers.

Own enterprise sales cycles from prospecting through close, developing executive relationships within strategic accounts and managing complex $100,000–$500,000 deals. The role involves solution-based selling, trials, proof-of-concepts, multi-stakeholder negotiations, executive engagement, and strategic outbound prospecting. Candidates will sell Samsara’s connected operations solutions, consistently exceed quota, and travel monthly to meet customers. The position is remote for U.S.-based candidates working in the MST or PST time zones.

Own complex enterprise sales cycles for Samsara’s Connected Operations Cloud, from strategic prospecting and qualification through close. Build executive relationships, manage POCs and trials, navigate multi-stakeholder negotiations, and sell $100,000+ ARR solutions to enterprise customers. Consistently exceed quota, engage operations, finance, and IT stakeholders, and travel monthly to meet customers across the Southeast.

Sells Qualtrics' SaaS experience management platform to large healthcare payer organizations. Develops executive relationships, acquires and manages strategic accounts, negotiates complex contracts, exceeds quotas, analyzes competitors, creates proposals and pricing, and collaborates with professional services and implementation teams to close enterprise engagements. Requires healthcare payer sales experience, strong SaaS sales expertise, MEDDIC/MEDDPICC familiarity, Salesforce proficiency, and travel up to 50%.

Full-cycle enterprise sales role responsible for prospecting, developing, qualifying, and closing deals with large, multi-stakeholder organizations. The position sells FacilitiesLink, a facilities information platform for planning, building, and operating large-scale campus environments. Compensation includes 50% commission, a $20-per-hour guaranteed draw, and on-target earnings starting at $150,000 annually. Flexible work arrangements are available, with occasional travel required.

Owns enterprise SaaS sales across financial services accounts in the New York/Northeast territory. Responsibilities include exceeding revenue quotas, developing executive relationships, leading complex solution sales, navigating regulated procurement and contract negotiations, building ROI cases, maintaining competitive insight, and coordinating internal teams through enterprise sales cycles. Requires deep financial services knowledge, MEDDPICC/MEDDIC expertise, Salesforce proficiency, and up to 50% travel.

Sell the Qualtrics Experience Management platform to large enterprise Financial Services accounts. Drive strategic, complex deals, exceed quotas, build executive relationships, develop business cases, negotiate contracts, and collaborate with internal services to secure multi-million dollar engagements.

Drive enterprise software sales growth across the Detroit metropolitan area through new-customer acquisition, territory planning, product demonstrations, executive engagement, and land-and-expand strategies. Manage up to 40 accounts, including prospects and existing customers, while developing account networks, partnering with sales engineers and channel partners, and coordinating internal teams. Build business plans, close complex enterprise sales cycles, achieve quota, and support successful implementations, upselling, and cross-selling.

Owns enterprise sales strategy and quota for the Southeast region, focusing on new-logo acquisition and revenue growth. Builds relationships with C-level, IT, and business stakeholders; consults on Boomi’s data integration platform; develops transformational account strategies; partners with channel owners, BDRs, GSIs, and SIs; negotiates and closes large technology deals; and supports local field events.

Drive new business and expansion within Global 2000 Life Sciences accounts. Build executive relationships, sell complex Qualtrics SaaS solutions, lead multi-year enterprise negotiations, maintain pipeline and forecast rigor using MEDDIC, and coordinate cross-functional teams. The role requires exceeding sales quotas, acquiring strategic clients, influencing product direction through customer feedback, and navigating procurement, legal, and security stakeholders.

Sell connectivity, data solutions, and AI-powered risk digitization software to insurance carriers and MGA clients across Canada. Responsibilities include developing strategic account plans, acquiring new logos, expanding existing accounts, managing executive relationships, negotiating renewals, forecasting sales, gathering market feedback, and meeting or exceeding quotas. The role uses a consultative solution-selling methodology and involves virtual, telephone, onsite, and industry-event engagements.

Own strategic enterprise deals within TMT, consistently achieve quotas, build C-level relationships, develop solution knowledge and competitive proposals, and coordinate internal teams to close large contracts.

Owns strategic enterprise SaaS sales across professional and business services organizations. Responsibilities include managing complex enterprise deals, exceeding revenue quotas, developing C-level and partner relationships, creating ROI-driven business cases, negotiating multi-stakeholder contracts, maintaining competitive intelligence, and collaborating with solutions engineering, professional services, and customer success teams. Requires extensive enterprise sales experience, MEDDPICC/MEDDIC expertise, Salesforce proficiency, and travel up to 50%.

Owns strategic enterprise sales to large manufacturing organizations, including automotive, aerospace, industrial equipment, CPG, and high-tech companies. Responsibilities include exceeding revenue quotas, building C-level relationships, navigating complex procurement and contract negotiations, developing ROI cases, managing competitive proposals, and coordinating internal teams through enterprise SaaS sales cycles. Requires manufacturing industry expertise, MEDDPICC/MEDDIC proficiency, Salesforce expertise, and travel up to 50%.

Own the full enterprise sales cycle for Vibes Connect and RCS Studio, from prospecting and discovery through closing six-figure deals. Generate outbound pipeline, manage forecasts, conduct solution demonstrations, translate technical API and messaging capabilities into business value, and build relationships with enterprise brands. Track performance in HubSpot, collaborate with stakeholders, and consistently exceed sales targets in a remote, fast-paced environment.

Owns and grows strategic enterprise customer relationships through renewals, upsells, cross-sells, and expansion. Develops account strategies, identifies whitespace opportunities, builds executive relationships, and coordinates Customer Success, Product, Services, Legal, Marketing, and Sales teams. The role requires managing complex organizations, presenting value propositions, driving adoption, achieving revenue targets, and maintaining deep knowledge of customer needs, technology architecture, and competitive threats.

Drive net-new enterprise revenue across the West by prospecting, developing relationships, managing the full sales cycle, and closing large technology deals. Formulate regional sales strategies, carry quota, consult with C-level and technical stakeholders, sell Boomi’s platform, collaborate with channel and BDR teams, develop account strategies, and support local field events.

Own and grow named enterprise accounts across North America, managing complex sales cycles from discovery through technical validation, negotiation, and contract execution. Build relationships with security, infrastructure, procurement, and legal stakeholders; develop account plans; qualify opportunities using MEDDPICC; maintain accurate CRM records, forecasts, and deal progression; and expand existing accounts in partnership with account and renewal managers.

Own and exceed quota for Salesforce Sales Performance Management products across Federal, State and Local Government, and Higher Education customers. Build sales strategy, manage complex enterprise sales cycles, lead executive discovery, coordinate with account teams and partners, navigate public-sector procurement and compliance, maintain pipeline forecasts, and expand pilot deployments into enterprise rollouts.

Own strategic enterprise SaaS accounts from relationship-building through close and rollout. Build C-suite relationships, identify buying windows, maintain accurate forecasts, develop financially grounded business cases, structure conversion-focused pilots, and coordinate internal teams. The role requires long-horizon account development, complex multi-stakeholder selling, executive presence, and experience reopening previously lost accounts. Experience in logistics, supply chain, delivery technology, retail, or last-mile operations is advantageous.