Top Tech Jobs & Startup Jobs in Chicago, IL

Freelance US-based English transcribers to transcribe audio for an education client. Work 10–20 hours/week from late February to mid-May. Must complete paid training (speed test, two rounds ≈8–10 hours). Requirements: native-level English, US residency, prior transcription experience, 55+ WPM typing. Rate $20/hour. Must have headphones, computer, and high-speed internet.

Hands-on leader owning CRM (Salesforce) and commercial systems roadmap, managing platform development/configuration, integrations, and vendor delivery. Leads a small team of admins/analysts, coordinates cross-functional stakeholders, oversees release management, documentation, training, and pilots AI use cases to improve sales effectiveness and commercial operations.

The AI Engineer will build AI-powered solutions to enhance productivity and automation across departments, collaborating closely with leadership and managing integrations with existing SaaS platforms.

Owner of enterprise systems and automations: build and maintain Airtable bases and n8n integrations, write scripts and API/webhook integrations, administer NetSuite, monitor Snowflake pipelines, provide high-touch technical support, and document runbooks.

Lead and define AI research programmes to build novel architectures and evaluation methods for automated knowledge acquisition, reasoning, and large-scale journalism evaluation. Design experiments, implement and evaluate new ML methods, mentor research engineers, and publish results while delivering deployable, production-quality systems.

Lead marketing strategy, brand, product marketing, and demand generation for B2B industrial equipment. Plan trade shows, digital marketing, content, and dealer support; align campaigns with sales and engineering, build marketing infrastructure, track performance, manage budgets, vendors, and a growing marketing team to drive revenue and service-focused engagement.

Provide high-level administrative support to the CEO: manage schedule, travel, communications, email, reports and presentations; coordinate across departments; improve processes; maintain confidentiality; act as CEO brand ambassador.

Lead and streamline engineering management to free the CTO for strategy. Oversee engineering pods, triage technical issues, guide solutions architecture, advocate for technical debt/backlog, and ensure teams ship products quickly while aligning architecture with business goals.

The Enterprise Sales Executive drives health system sales strategy, manages client relationships, and executes sales processes to expand market share in specialty pharmacy services.

Manage client relationships and work-order lifecycle for assigned accounts: assign and monitor dispatches, resolve client/vendor issues, track emergency tickets, oversee billing and margins, run client reports and onboarding, and collaborate across teams to ensure timely service delivery.