Top Tech Jobs & Startup Jobs in Chicago, IL

Senior full-stack engineer responsible for updating and upgrading existing web platforms, mentoring junior engineers, integrating AI/ML where applicable, and collaborating across teams. Work primarily in Python and React, handle legacy-system upgrades, troubleshoot, and maintain modern web application standards while working remotely on East Coast hours.

Lead the design, implementation, and ongoing management of embedded payments programs. Coordinate cross-functional stakeholders, integrate payment partners and methods, monitor KPIs, ensure regulatory compliance, conduct market analysis, and present program performance to senior leadership while mentoring junior staff.

Drive payment volume growth across PatientNow's client base by expanding adoption of the integrated payments platform, analyzing merchant statements, consulting on payment strategy, upselling based on usage metrics, and collaborating with Customer Success/Onboarding to optimize transaction throughput and meet TPV and transaction growth KPIs.

Provide legal support across business and cross-functional teams, draft and negotiate domestic and international commercial agreements, advise on privacy, AI governance, marketing, and government contracting, develop contracting strategy and templates, conduct legal research, and communicate risks to facilitate transactions.

The Manager of Technical Account Management oversees the Technical Account Management team, ensuring product adoption, customer satisfaction, and sales renewals through collaboration, training, and technical demonstrations.

Lead and scale advertising analytics and tooling to optimize paid-media performance and incrementality. Build predictive and prescriptive models (forecasting, pacing, bidding, attribution), enable automation and self-service insights, and partner cross-functionally to align ad strategy with business goals while coaching a high-performing analytics team.

Manage customer communications, gather required information, and ensure coordination between clients and bookkeeping teams while maintaining accurate records.

Perform remote, project-based annotation of Japanese-language text, images, or video: label, classify, and flag factual errors or sensitive/inappropriate content per guidelines.

Perform remote, project-based annotation of Japanese-language text, images, and video. Label, classify, and flag factual errors, sensitive or unclear content per project guidelines. Participate in generative AI evaluation tasks when projects are active.

Handle high-volume outbound calls to investigate, bill, and resolve workers' compensation medical claims. Submit bills and documentation, follow up on denials, collaborate on special projects, and meet productivity metrics while using provided equipment and company systems.

Handle high-volume outbound calls to investigate, bill, and resolve workers' compensation medical claims for provider clients. Submit documentation to payers, research denials, maximize payments, meet productivity metrics, and support team projects. Complete required training and maintain on-camera presence while working remotely from an approved home workspace.

Support growth strategy for Health Plans/Health Systems: own forecast models, drive forecasting and supply-investment strategy, lead cross-functional initiatives, monitor program performance, and automate planning processes.

Manage dedicated fleet operations including load planning, dispatch, driver scheduling, data entry into TMS, KPI and ad-hoc reporting, coordination of maintenance, invoicing support, compliance with DOT and safety processes, and assisting leadership as needed.

Build the data and orchestration foundation for GTM: map customer journeys, define actionable signals, design AI-led agentic workflows, implement scalable playbooks, and partner with Sales and Brand to diagnose funnel friction and ship measurable improvements.

Be the technical, public-facing engineer for Buildkite: ship production-grade reference implementations and plugins, engage developer communities, triage customer edge cases, capture and publish customer-driven technical stories, and build advocacy through events, content, and tight cross-functional loops.

The Enterprise Account Executive will manage sales cycles in large enterprise accounts, driving new business, and maintaining relationships with stakeholders to achieve revenue goals.