Top Sales Jobs in Chicago, IL

Owns a defined territory of mid-sized customer accounts, driving revenue expansion through upselling, cross-selling, consultative selling, and executive engagement. Develops territory and account plans, identifies growth opportunities, manages Salesforce pipeline forecasts, promotes PagerDuty Operations Cloud adoption, and collaborates with solution consultants, customer success, renewals, and product teams. Requires B2B SaaS sales experience, quota attainment, C-level selling skills, and familiarity with Salesforce and complex sales methodologies.

Own and expand a portfolio of enterprise accounts through upselling, cross-selling, consultative selling, and complex multi-product SaaS deals. Build executive relationships, create strategic account plans, articulate business value and ROI, manage forecasts and Salesforce pipeline using MEDDICC, and collaborate with solution consultants, customer success, product, and renewals teams to drive adoption, retention, and growth.

Leads strategic technical engagements with enterprise CTOs, CIOs, and engineering executives. Provides architectural oversight for complex opportunities, supports sales cycles, evangelizes PagerDuty’s Operations Cloud, mentors technical sales teams, influences product roadmaps, and builds DevOps/SRE communities. Advises customers on digital transformation, cloud migration, AIOps, incident response, operational excellence, and ethical AI adoption. Represents PagerDuty at industry events and monitors competitive and technical trends.

As an Account Executive, grow existing accounts and acquire new business. Focus on value selling, strategic account development, and customer relationships to ensure sales effectiveness and execution of plans.

Own and grow Federal Systems Integrator (FSI) accounts by driving upsell, cross-sell, and expansion. Build senior relationships, execute strategic account plans, and drive adoption of PagerDuty Operations Cloud and AIOps. Manage complex, long-cycle federal sales, coordinate technical validation and POCs, maintain forecasts in Salesforce using MEDDICC, and collaborate with Customer Success, Product, and Renewals to ensure retention and ROI.