Top Tech Jobs & Startup Jobs in Chicago, IL

Leads enterprise sales across the Midwest for SailPoint’s identity security and IGA SaaS solutions. Manages enterprise sales professionals, provides matrix leadership to supporting functions, develops customer and partner relationships, improves pipeline management and forecasting, and creates multiyear regional growth plans. The role includes hiring, coaching, strategic account development, identifying whitespace and new-logo opportunities, and guiding teams through evolving SaaS, agentic security, and non-human identity markets.

Own SailPoint’s legal technology and AI program, including roadmap development, tool evaluation, system administration, AI solution design, automation, integrations, governance, and user adoption. Lead legal workflows, strategic initiatives, metrics, risk tracking, playbooks, change management, and cross-functional collaboration with legal, IT, security, privacy, finance, engineering, and executive stakeholders.

Leads SailPoint’s global corporate communications function, including corporate narrative, media relations, PR campaigns, crisis communications, executive coaching, podcast strategy, partner communications, and measurement. The role manages internal and agency teams, translates complex cybersecurity and AI concepts into compelling stories, supports product launches and company milestones, builds rapid-response capabilities, and advises executives on reputation and communications strategy.

Executive leader responsible for enterprise technology, business applications, and agentic AI transformation. Leads Financial Systems, People Technology, and an Enterprise AI Lab; architects secure AI infrastructure using LLM gateways, MCP, tool-calling, and RAG; partners with business leaders to automate cross-system workflows; establishes governance, operating models, engineering practices, roadmaps, metrics, and enterprise-scale AI deployment.

Design, build, and operate scalable batch and streaming data pipelines, lakehouse and warehouse models, and data services. Own datasets end to end, improve Snowflake, Iceberg, Spark, and Flink performance and reliability, implement governance and observability, and support graph-serving data models. Partner with product and engineering teams, participate in on-call, review code and designs, and mentor junior engineers.

Design, operate, and scale SailPoint’s AWS-based Kubernetes infrastructure and service mesh for a global, mission-critical SaaS platform. Responsibilities include cluster architecture, networking, security, GitOps, CI/CD, observability, capacity planning, incident response, compliance, and platform standards. The role influences engineering teams globally, participates in 24x7 on-call support, leads service mesh strategy, and improves reliability, performance, deployment efficiency, and operational practices.

Designs, implements, and governs secure AWS, Azure, and GCP cloud architectures across IaaS, PaaS, and SaaS environments. Defines security standards, IAM strategies, network controls, and guardrails; leads cloud security reviews, threat modeling, and risk assessments; integrates security into DevOps and CI/CD workflows; evaluates security tooling; supports compliance; and mentors engineering teams. The role also drives cloud security posture improvements, documentation, remediation, and long-term security architecture maturity.

Own multi-year identity security adoption roadmaps for strategic enterprise accounts. Architect governance across human, machine, and AI agent identities; advise C-suite and engineering leaders; translate regulations into security architectures; quantify breach-risk reduction, compliance gains, and cost avoidance; support renewals and expansions; synthesize cross-account patterns for product and engineering teams; contribute thought leadership and mentor advisors.

Leads SailPoint’s global tax function, overseeing U.S. federal and state compliance, international tax, transfer pricing, ASC 740 income tax provision, tax accounting, financial disclosures, controls, audits, and risk management. Partners with Accounting, Treasury, Legal, FP&A, and external advisors on tax strategy, cross-border planning, regulatory changes, and global expansion initiatives.

Lead the Performance and Quality Frameworks team, owning scalable performance engineering platforms and shared functional testing frameworks. Drive architecture, reliability, adoption, documentation, self-service, and roadmap execution across product teams. Apply AI tools such as Cursor and Claude Code to improve test development, maintenance, analysis, and engineering efficiency. Partner with cross-functional stakeholders, mentor engineers, measure framework outcomes, and support highly distributed SaaS systems using cloud, microservices, containers, and CI/CD technologies.