Top Tech Jobs & Startup Jobs in Chicago, IL

Develop inbound and outbound campaigns, prospect and qualify leads, set introductory meetings, update Salesforce, nurture early opportunities, collaborate with marketing and AEs, meet monthly/quarterly quotas, and invest in sales skill development.

The Director of Scaled Customer Success will lead a global team to innovate and implement a digital-first customer success strategy, enhancing customer engagement through automation and AI-driven experiences.

Lead AMS GTM planning and execution: fiscal modeling, headcount, quota and territory planning; design coverage models; monitor funnel, pipeline, forecasting and CRM accuracy; produce management reporting; drive deal velocity and process improvements; coordinate cross-functional stakeholders and support operating cadence for a hyper-growth sales organization.

Sell and expand commercial accounts for an enterprise API/AI platform. Own full sales cycle from prospecting to close, manage pipeline/forecasting in CRM, build C-level relationships, deliver tailored demos, collaborate with product/marketing/customer success, and drive retention and account expansion.

Join an internal AI enablement team to assess workflows, build prompt-based automations and lightweight apps, coach business teams, test and document tools, track user skill development, research AI platforms, and ensure governance and security compliance.

Embed with business teams to design and build AI-powered tools, automations, and workflows; coach and enable staff; create reusable solutions, documentation, adoption metrics, and governance; mentor junior members and translate AI developments into practical enterprise applications.

The Staff Design Technologist will oversee AI-enabled design workflows, bridging design and engineering, driving UI cohesion, and raising craft standards for technical product experiences.

Lead and execute strategic revenue programs and events for the CRO organization, including executive briefing and sponsorship programs, investor relations, SKO and incentive trip logistics, CRO operating rhythm and QBR coordination, and employee recognition/gifting. Manage vendor coordination, registration websites, budgets, procurement, and cross-functional stakeholders to drive revenue and retention.

Founding Staff SRE for Volcano: define SLOs/error budgets, architect multi-region Kubernetes infrastructure, build GitOps/CI-CD with ArgoCD/Helm/Terraform, scale managed Postgres/Redis/object storage, implement observability with Datadog/Prometheus/Grafana, lead incident response and SRE culture, and mentor cross-functional teams.

Lead global sales strategy and operations: design GTM and coverage models, run forecasting and operating cadence, drive productivity through analytics and AI, partner cross-functionally to execute GTM transformations and scale revenue.