Top Tech Jobs & Startup Jobs in Chicago, IL

Drive revenue across a named federal book by landing new agencies and expanding strategic accounts. Lead complex, multi-threaded federal sales cycles, guide technical evaluations and security reviews, build executive relationships, quantify ROI tied to developer productivity, and partner with engineering and deployment teams to deliver proofs of concept through production.

Lead day-to-day support systems and workflows: manage ticketing, routing, queues, labels, escalations, and intake. Triage urgent issues, prioritize requests, drive technical/operational programs end-to-end, partner with engineering/data/IT, and use Cursor and AI-native workflows to reduce toil and improve system reliability.

Own Salesforce and adjacent sales systems support for a rapidly scaling GTM organization. Triage and resolve issues, debug with logs, improve UX, detect patterns in support volume, and build scalable agentic automations and system-level fixes. Document solutions and reduce recurring tickets.

Sell Cursor's AI-powered developer tools into federal agencies by owning a named book of large accounts, driving new agency acquisition and expansion, navigating complex federal procurement and security reviews, partnering with engineering and deployment teams to deliver trials through production, and influencing product and compliance roadmap based on federal customer needs.

Own a portfolio of Financial Services accounts, drive end-to-end enterprise deals from technical validation through procurement and rollout, build multi-threaded relationships across engineering, security, risk, and procurement, run evaluations/POVs, navigate vendor risk and legal, and land-and-expand enterprise deployments while feeding feedback to Product and GTM.

Own and build the support reporting layer: ticket volume, SLA, resolution times, CSAT/CES/sentiment, and capacity. Produce dashboards and analyses for leadership and engineering, maintain data quality and governance, prioritize issues using multi-signal models, and surface Voice of Customer trends to close the loop with Product and GTM.

Lead the COCOM and SOF channel by building relationships with prime contractors, integrators, and SOF-focused tech companies; negotiate partnerships and reseller/teaming agreements; co-sell into proposals; drive revenue and pipeline; coordinate technical POCs and classified/air-gapped evaluations; represent Cursor at SOF/COCOM events; and relay mission-critical developer requirements to product and compliance teams.

Post-sale technical Solutions Architect embedded in strategic enterprise accounts to drive AI-native developer tooling adoption. Configure environments, design workflows, enable engineering teams, lead architecture reviews, coordinate across Sales/Product/Engineering, and scale organization-wide adoption while measuring engineering impact.

Drive revenue across a named SLED territory by owning the full sales cycle, landing new logos, expanding accounts, navigating federal procurement and security reviews, partnering with engineering and deployment teams, building executive relationships, and quantifying ROI tied to developer productivity and secure software delivery.

Own the feedback loop between users and product for specific domains: build an AI-native Voice of the Customer program, automate bug triage, escalate critical issues, partner with engineering on prioritization and tooling, and scale feedback and bug-reporting infrastructure.