Top Tech Jobs & Startup Jobs in Chicago, IL

Lead the onboarding and implementation of new clients for iCareManager, managing projects, conducting training, and ensuring client satisfaction throughout the process.

Own customer onboarding and product support for CAM Assist. Personally guide new customers from sales handoff through installation, setup, and first accepted toolpath, while managing the support queue and developing the support specialist. Build scalable playbooks, help content, knowledge systems, and product feedback loops; monitor usage, prevent onboarding stalls, manage escalations, and improve time-to-value for manufacturing customers.

Leads US people strategy and end-to-end HR support across the employee lifecycle for a distributed healthcare AI organization. Advises leaders on performance, employee relations, compliance, benefits, engagement, wellbeing, and capability development. Partners with clinician recruitment and credentialing teams, mentors People Experience colleagues, uses people data to guide decisions, and manages sensitive matters with autonomy across a three-day workweek.

Own the full enterprise SaaS sales cycle, from prospecting and pipeline generation through closing and new business development. Build executive-level relationships within the building construction, design, and real estate industries; qualify complex opportunities using MEDDICC; maintain accurate CRM data and forecasts; achieve sales targets; and collaborate with marketing, customer success, and product teams. The role is based on the US West Coast and requires travel across North America as needed.

Plans, coordinates, and oversees projects from initiation through completion. Develops project plans, manages resources, vendors, scope, schedules, budgets, risks, and documentation, while measuring performance and escalating issues to management. Collaborates with clients, internal teams, and third parties to ensure timely, on-scope, and budget-compliant delivery.

Own and evolve Worldly’s production data lake, Postgres warehouse, CDC and streaming pipelines, dbt transformations, orchestration, BI access controls, and graph integrations. Maintain reliable, governed analytics infrastructure using Iceberg, Trino, Dagster, Terraform, and AWS. Support production generative AI workflows involving embeddings, similarity search, extraction, and classification. Responsibilities include data quality, monitoring, security, incident response, disaster recovery, schema governance, and collaboration with data science and analytics stakeholders.

Test new web and mobile features, report bugs and usability issues, run manual and automated tests, review requirements and designs, improve QA processes and documentation, and provide UI/UX feedback while collaborating with product, design, and engineering teams.

Build and iterate full-stack systems powering AI agents, from user-facing experiences through orchestration and deployment. Research agent orchestration, prompting, and model alignment approaches; collaborate with Product, Design, and Engineering to improve usability; document findings, share technical learnings, and participate in reviews and technical discussions.

Manage a portfolio of 15–25 customers, owning renewals, retention, upsells, customer health, account planning, and revenue growth. Serve as a trusted product advisor, lead business reviews, provide data-driven insights, collaborate cross-functionally, and mentor CSMs. The role requires senior stakeholder engagement, quota-carrying experience, CRM forecasting, project management, and occasional travel while working remotely during Eastern Time hours.

Own and improve Better Health’s revenue engine across lead generation, enrollment, documentation, shipment, and recurring revenue. Identify funnel bottlenecks, analyze root causes, redesign workflows, and implement AI- and automation-enabled solutions. Lead revenue operating cadence, forecasting, analytics, CRM governance, and cross-functional initiatives from hypothesis through measurable results. Partner with Sales, Marketing, Operations, RCM, Finance, Product, and Engineering while driving execution without direct authority.