Top Tech Jobs & Startup Jobs in Chicago, IL

Build and scale infrastructure supporting an AI-driven healthcare platform. Responsibilities include CI/CD pipelines, Terraform-based infrastructure as code, Kubernetes and cloud infrastructure management, autoscaling, observability, capacity planning, cost optimization, developer tooling, automation, incident response, and security and compliance integration.

Design, research, write, develop, and QA engaging digital training courses, initially focused on leadership and management. Translate complex concepts into practical, learner-centered content using scenario-based instructional design. Maintain consistency across a large course library, work independently across varied subject areas, and use AI-powered authoring tools to improve course development.

Manage multiple customer accounts, understand client needs, provide product and industry consultation, coordinate internal resources, support projects and change management, facilitate sales of additional functionality, maintain customer retention, and achieve high satisfaction ratings. The role requires collaboration with product, development, testing, and other teams, along with occasional travel and alternate schedule availability.

Leads enterprise health plan implementations from late-stage sales through launch and post-launch stabilization. Directs requirements alignment, workflows, integrations, clinical referral pathways, governance, risk mitigation, and executive communications. Builds scalable implementation playbooks, standard operating procedures, and cross-functional processes while supporting payer expansion initiatives. Requires deep health plan operations expertise, complex project management experience, strategic problem-solving, analytical fluency, and strong stakeholder influence.

Sell life insurance remotely through telephone consultations and digital tools. Assess prospects’ needs, recommend coverage, provide quotes, guide applications, follow up in the CRM, maintain client records, deliver customer service, and comply with licensing and regulatory requirements. This is an independent contractor role paid entirely by commission, with leads, coaching, and flexible scheduling provided.

Sources, screens, interviews, and recommends candidates for healthcare roles while managing recruiting strategies, job postings, applicant tracking, offers, background checks, and onboarding. Partners with leaders to define hiring needs, builds diverse candidate pipelines, represents the organization at recruiting events, maintains recruiting reports, and ensures compliance with employment regulations. The role requires bilingual English-Spanish capability preferred, strong communication, independent judgment, and travel to centers and events.

Supports a DoD competency framework across seven space power disciplines, maintaining competency matrices, developmental pathways, certifications, assessments, and stakeholder content. Develops and delivers psychometrically sound personnel assessments, evaluates commercial tools, analyzes results, and conducts validation studies. The role is remote with occasional site visits and requires a bachelor’s degree, substantial operations or technical experience, and speechwriting or equivalent experience.

Manage a portfolio of SMB customers by driving adoption, engagement, retention, and growth. Monitor customer health and usage trends, identify risks and opportunities, and provide proactive guidance. Build relationships with Legal Ops, Finance, and IT stakeholders while serving as a trusted advisor. Lead scalable engagement programs, resolve customer challenges, and collaborate with Implementation, Support, Marketing, Product, and Account Management teams.

Leads Solo.io’s in-house legal function, primarily drafting and negotiating enterprise software, SaaS, licensing, data processing, partner, reseller, and vendor agreements. Owns contract templates and playbooks, advises on privacy, security, open-source licensing, employment, AI governance, trade compliance, and corporate matters, and manages outside counsel. Partners with executives and cross-functional teams to assess risk, streamline legal processes, and support strategic transactions.

Own the technical design and operation of Palmetto’s governed data platform. Build trusted data products, semantic models, ingestion and transformation pipelines, secure access interfaces, and agent-ready data services. Establish governance, masking, authorization, observability, CI/CD, and audit readiness. Partner with finance, operations, product, and engineering teams while mentoring engineers and setting cross-team technical direction.