Top Tech Jobs & Startup Jobs in Chicago, IL

Design and scale a feature flagging and A/B testing platform, including high-throughput event ingestion, warehouse-native analytics, real-time feature flag delivery, multi-database SQL support, and distributed systems infrastructure. The role involves full-stack development, architecture, performance optimization, reliability engineering, and technical product influence within a remote startup team.

Own the technical aspects of enterprise airline deals from qualification through deployment and expansion. Design integration and cloud architectures, lead demos and proofs of concept, respond to RFPs and security questionnaires, review technical contracts, and ensure customer commitments align with engineering capabilities. Build reusable technical assets, support adoption, and communicate customer requirements to product and engineering teams.

Build and maintain revenue operations data pipelines, dbt models, integrations, and GTM systems across Salesforce, Marketo, warehouses, and analytics platforms. Diagnose synchronization and schema issues, ensure data integrity, translate ambiguous business needs into data solutions, test end-to-end workflows, and collaborate with Sales, Marketing, Customer Success, Finance, and Engineering. The role also involves experimentation with AI tools, technical documentation, and managing multiple projects independently.

Own supply strategy and operations for a multi-tier delivery service provider network. Build and manage DSP relationships, negotiate contracts and SLAs, source and onboard partners, establish performance scorecards, and improve delivery KPIs. Analyze operational data, lead cross-functional issue resolution, and create scalable playbooks for onboarding, incidents, and capacity surges.

Advocate for open-source cloud networking and AI infrastructure projects through technical content, conferences, workshops, community engagement, and customer collaboration. The role advises prospects and users, develops best practices, gathers ecosystem feedback, and partners with product and engineering teams on roadmap decisions. It requires software engineering experience, deep knowledge of Kubernetes, service mesh, cloud networking, and agentic AI, plus an established technical presence across open-source communities and social platforms.

Own the post-sale customer lifecycle for enterprise software customers by driving adoption, value realization, retention, and growth. Build executive relationships, develop customer success plans, coordinate cross-functional resources, resolve complex issues, communicate product value, and support renewals through metrics gathering, pricing, quoting, negotiation, and closure.

Develop and document enterprise-grade SaaS platform functionality while improving quality and performance. Responsibilities include full-stack development, functional and unit testing, defect triage, code reviews, API and process documentation, operational support in regulated environments, and collaboration within Agile and DevOps teams. The role requires expertise in C#, ASP.NET Core, T-SQL, Entity Framework Core, web technologies, software design, debugging, distributed architectures, and high-performance APIs.

Maintain and support platform environments across the software development lifecycle. Configure monitoring, alerting, and self-healing solutions; troubleshoot application and infrastructure issues with developers and testers; maintain technical documentation; design scalable architectural solutions; and mentor junior engineers. The role requires cloud, Kubernetes, operating system, database, scripting, configuration management, .NET, and AI/ML automation expertise.

Owns operational readiness for an existing SaaS product portfolio and partner-enabled offerings. Establishes readiness frameworks, standardizes release and enablement processes, coordinates cross-functional execution, manages third-party partner alignment, and incorporates customer feedback into planning. Tracks readiness, efficiency, and partner metrics while communicating risks and dependencies to stakeholders. This remote individual contributor role requires influencing teams without direct authority and includes occasional travel.

Manage a portfolio of 20–25 technical SaaS customers across onboarding, adoption, renewals, and expansion. Build success plans, connect product usage to business outcomes, advise customers on QA and automated testing, engage technical and executive stakeholders, manage risks and escalations, and partner with Sales, Product, and Engineering. Own renewal and expansion forecasting while delivering net and gross dollar retention targets.