Top Tech Jobs & Startup Jobs in Chicago, IL

Generate qualified meetings for Account Executives by building and executing phone-first outbound campaigns targeting private and independent high schools. Responsibilities include account mapping, researching decision makers, cold calling, personalized email and LinkedIn outreach, CRM management, rigorous qualification, and collaboration with sales and marketing. The SDR will also develop AI-assisted prospecting workflows, document effective sales sequences, and help establish the company’s go-to-market motion in a new education segment.

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.

Provides expert technical guidance to customers adopting and scaling cloud-native platforms. Responsibilities include architectural advising, platform implementation support, troubleshooting distributed systems, reviewing code, collaborating with engineering and sales teams, contributing to open-source projects, and maintaining strong customer relationships. The role requires Kubernetes experience, programming knowledge, technical communication skills, and empathy in high-pressure support situations.

Own the full technology stack for an AI food assistant, taking an iPhone app from internal testing through beta and scale. Responsibilities include backend and mobile development, architecture, infrastructure, deployments, monitoring, AI feature reliability, catalog and personalization systems, creator and internal tooling, App Store releases, security, and engineering standards. The role also involves product decisions, household research, technical leadership, and end-to-end ownership in a founding-team environment.

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.

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.

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.

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.

Build and operate core data infrastructure for edge and hybrid environments, including ingestion, OT/IoT integrations, real-time streaming, data contracts, schemas, validation, lineage, observability, telemetry, and scalable query access. The role requires production ownership, reliability practices, customer integration, and collaboration across engineering and customer-facing teams. Candidates should have 6+ years of experience with production data, streaming, or integration systems and proficiency in Python and/or Go.