Top Tech Jobs & Startup Jobs in Chicago, IL

Leads a software engineering team responsible for designing, developing, operating, and reliably delivering core cloud-scale SailPoint products. Owns technical direction, architecture reviews, code quality, sprint execution, resource allocation, risk mitigation, and delivery metrics. Partners with Product Management and architecture leaders on roadmaps, coaches engineers, drives operational excellence, and promotes AI-assisted development. The team uses AWS, event-driven microservices, and distributed systems to build enterprise-grade identity security products.

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.

Enterprise Account Executive responsible for selling SailPoint identity security solutions, exceeding revenue quotas, developing territory and account plans, managing the full sales cycle, forecasting accurately, and coordinating virtual teams of partners, presales, marketing, professional services, and customer success. The role requires competitive positioning against Microsoft, Okta, and Saviynt, customer and partner engagement, pipeline development, demonstrations, RFP responses, negotiations, and approximately 50% business travel.

Principal Customer Success Manager responsible for strategic relationships with complex enterprise customers, driving adoption, measurable outcomes, retention, and expansion. The role develops success plans, influences product direction, establishes Customer Success best practices, leads cross-functional initiatives, mentors CSMs, analyzes account health and churn risk, and supports renewals, upsells, and cross-sells. Requires executive communication, strategic account management, business acumen, and familiarity with Salesforce, Gainsight, or similar platforms.

Leads a team of Technical Program Managers and oversees complex, cross-functional technical programs across the Product organization. Responsibilities include program strategy and execution, stakeholder alignment, continuous planning, risk and dependency management, performance development, and establishing TPM frameworks and operational standards. The role partners with engineering, product, design, research, and executive leadership to improve delivery predictability, scalability, collaboration, and customer value.

Design, build, deploy, and support scalable Java microservices on AWS. Provide technical leadership, architectural direction, code reviews, troubleshooting, proof-of-concept development, and cross-functional collaboration. Work with high-throughput data, messaging systems, distributed architectures, observability, and AI-assisted development tools. Participate in on-call support, mentor engineers, lead architectural initiatives, and deliver reliable SaaS platform features.

Leads a team of Forward Deployed Engineers while supporting sales, customer discovery, solution architecture, foundational implementations, and proof-of-value engagements. The role translates customer requirements into SailPoint solutions, advises on product architecture and best practices, collaborates across sales, product, services, and customer success, and develops AI-powered agentic solutions for demonstrations and customer outcomes. It requires significant enterprise software implementation or presales experience, technical leadership, SaaS architecture knowledge, and client-facing consulting expertise.

Supports global compensation programs through market benchmarking, job leveling, data audits, annual merit and bonus cycles, equity planning, bonus calculations, and compensation inquiries. The role uses Excel, Workday, ServiceNow, and Radford/Aon survey data to model compensation, maintain data integrity, support compliance, and advise managers, recruiters, and HR business partners on pay recommendations and policies.

Leads high-visibility product programs focused on market adoption, analyst relations, customer advisory boards, executive briefings, and industry events. Translates technical product roadmaps into compelling market value propositions, synthesizes analyst and customer feedback, and provides actionable insights to product leadership. Partners cross-functionally with Product, Marketing, and executive stakeholders while supporting strategic initiatives and external-facing communications.

Own attack surface management across cloud, SaaS, APIs, domains, and internal assets. Automate discovery, attribution, vulnerability analysis, threat-informed prioritization, remediation workflows, and continuous validation through BAS and purple teaming. Partner with engineering, IT, cloud, offensive, and defensive security teams to reduce exposure, improve detection, enforce remediation SLAs, and mature ASM capabilities. Mentor junior analysts and shape tooling, policies, metrics, and security roadmaps.