Top Tech Jobs & Startup Jobs in Chicago, IL

Enterprise Account Executive responsible for sourcing and owning pipeline, conducting opportunity assessments and value discovery, demonstrating ROI, navigating complex multi-stakeholder deals (CTO, VP Eng, FinOps), collaborating with Sales Engineering and Customer Success, maintaining CRM and forecast discipline, and closing negotiations to drive long-term customer value.

Design and deliver onboarding and ongoing sales enablement programs for AEs, BDRs, SEs, and CS. Build training curriculum, content, certifications, and coaching cadences. Partner with Product Marketing, Sales Leadership, RevOps, and Systems to translate product releases, drive tool adoption, measure enablement impact, and improve rep ramp and sales performance across global teams.

Lead and scale Cast AI's channel program across GSI, MSP, and VAR tiers. Build the GSI motion, recruit and activate partners, manage the PAM team, establish operating cadences (QBRs, joint planning), define incentives and program infrastructure, and align channel strategy with Sales, SEs, Marketing, Product, Finance, and Legal to make partner-sourced pipeline predictable.

Serve as the technical lead and trusted advisor for assigned accounts, guide Kubernetes onboarding and cluster connection within 90 days, drive renewals and expansion, run FinOps business reviews, and coordinate resources across Cast AI to ensure customer success.