Top Tech Jobs & Startup Jobs in Chicago, IL

Lead and mentor a small IT security engineering team to deploy and operate enterprise-grade Zero Trust security across networks, endpoints, applications, and cloud. Drive Customer Zero initiatives, manage cross-functional security projects, optimize policies (SSL decryption, segmentation, access control), and serve as an internal subject-matter expert.

Architect and validate technical solutions for major enterprise accounts, lead the technical sales process, run end-to-end Proofs of Value, and collaborate with internal teams to resolve critical customer security challenges.

Remote part-time Customer Retention Representative handling inbound and outbound calls to conserve insurance business, collect delinquent premiums, resell policy benefits, record transactions, and provide written and verbal communications. Requires strong telephone skills, basic Microsoft Office, 30 wpm typing, and discretion. Production incentives and bilingual (Spanish) pay differential available.

Lead revenue and partner development for the Mid-Central territory (MI, IN, OH, KY, MD, DC, VA, WV). Own quota, close complex cross-functional deals, build and activate broker/consultant relationships, develop strategic Gold Advisor accounts, and shape regional territory strategy with partner roles to grow sales in the 1,000-9,999 life segment.

Own end-to-end monthly invoicing (~800 invoices/month) and Accounts Receivable including collections, cash application, and reconciliations. Maintain controls, validate invoices, manage A/R inbox and client inquiries, operate and improve automation/AI tooling, maintain billing data/portals, track billing KPIs (DSO, aging, error rates), and keep SOPs and documentation current.

The Director of Regulatory & Compliance will lead the Governance, Risk, and Compliance strategy, manage regulatory obligations, and support product compliance in a remote setting.

Lead the machine learning strategy, design scalable ML systems, drive MLOps, mentor engineers, and comply with AI governance.

Lead Engineer responsible for end-to-end feature design, development, testing, and delivery of a cloud-based healthcare platform. Work full stack from database to frontend, design scalable data services and APIs, mentor junior engineers, ensure testing and security best practices, and deploy to modern cloud infrastructure.

Analyze administrative and clinical healthcare data to build reporting solutions, identify optimization opportunities, and support clinical program effectiveness. Apply statistical analysis, data mining, and predictive modeling to improve decision-making, patient outcomes, utilization, and cost efficiency. Develop dashboards and KPIs, monitor healthcare trends, collaborate with clinical, data science, engineering, and client teams, and lead complex multidisciplinary projects.

Lead full‑stack engineering efforts to design, build, and operate production healthcare systems. Own epic-level features, mentor engineers, design for reliability and scalability, integrate with partners, and ensure launch readiness across backend (Java/Groovy), frontend (React/TypeScript), data (MongoDB), and event-driven pipelines (Kafka).

Support day-to-day GRC operations: assess third-party vendors, maintain vendor risk register, track remediation and control evidence, assist with internal control testing and audits (SOC 2, ISO 27001, PCI-DSS), maintain policies, prepare reporting, and contribute to process improvements.

Manage a high-performing software engineering team, driving product roadmap and technical direction, while ensuring quality, performance, and innovation.

As a backend engineer, you will enhance data collection systems to ensure reliability and scalability, working closely with engineering and mission teams.

Lead and grow a Targeted Collection Engineering team to design, build, and operate scalable data collection and warehousing systems. Own a managed attribution browser, set technical strategy, partner with product and cross-functional teams, and ensure data reliability, security, and scale for national security customers.

Manage the full sales cycle for mid-market HR technology customers, from prospecting and relationship development through product demonstrations and deal closing. Generate pipeline through outbound activities, engage decision-makers, assess buying readiness, forecast accurately, and meet revenue targets. Maintain sales data and metrics in Salesforce, collaborate with Sales Engineers and Business Development representatives, and build relationships with consultants, partners, and market influencers. Attend industry trade shows, events, and conferences.

Provide Tier 1 and 2 technical support for Windows and macOS workstations, SaaS applications, networks, conferencing systems, meeting rooms, and audiovisual equipment. Administer Okta, Google Workspace, Jamf, Zoom, Zendesk, and Office 365; configure SSO; manage IT assets, inventory, onboarding, and offboarding. Support events, document solutions, improve IT processes, and lead technology projects. This is a hybrid role requiring New York Metro residency and at least three NYC office days weekly.

Manage the full sales cycle for mid-market HR technology customers, from prospecting and relationship development through product demonstrations, pipeline generation, negotiation, and closing. Build relationships with decision-makers, forecast accurately, achieve revenue targets, maintain sales metrics in Salesforce, and collaborate with Sales Engineers and Business Development representatives. The role also involves networking with consultants and partners and attending trade shows, events, and conferences.

Connect individually with students to assess interest in returning to school, build rapport, schedule Success Coach meetings, document progress in a CRM, manage high call volume and multi-channel outreach, collaborate with university partners, and use data to prioritize outreach.

Lead architecture, design, and delivery of Salesforce solutions for Revenue: build custom development, integrations, CPQ and CLM architecture, mentor engineers, govern platform, and partner cross-functionally to optimize Revenue systems and workflows.

Provide technical leadership for partner integrations (e.g., Shopify, Stripe), design solutions, manage project plans and timelines, support external partner technical questions, produce integration documentation, serve as SME/escalation point, recommend platform and tooling improvements, and collaborate with engineering and commercial teams to execute long-term partnership initiatives.

Build, deploy, and maintain AI-powered agents, APIs, and applications for People operations on Snowflake. Turn messy business requirements into production systems, integrate with Workday/Notion/case tools, ensure data governance and security, design multi-model LLM reliability controls, and operate full lifecycle including CI/CD, monitoring, and incident fixes while partnering with non-technical stakeholders.