Top Tech Jobs & Startup Jobs in Chicago, IL

Supports U.S. tax compliance operations by processing online tax filings, preparing tax documentation, reconciling sales tax returns, resolving tax notices, updating compliance records, and assisting with process improvements and special projects. The role requires attention to detail, organizational and communication skills, data manipulation, e-filing, return preparation, reconciliation, and proficiency with Microsoft Office.

Entry-level software sales role focused on prospecting automotive dealerships, building client relationships, scheduling software demonstrations, maintaining CRM activity records, and supporting regional revenue goals. The position involves frequent in-person visits to dealerships within a two-hour drive, networking at industry events, and collaboration with marketing, product, and client success teams. No sales experience is required, and training is provided.

Lead digital product strategy and Product Owner activities for federal government modernization projects. Develop product visions, roadmaps, success metrics, requirements, user stories, and prioritized backlogs. Partner with clients, project managers, architects, designers, and engineering teams to deliver Drupal, cloud, and web products within contractual constraints. Lead discovery, research synthesis, Agile ceremonies, stakeholder workshops, and feature validation while identifying opportunities for AI and large language model capabilities.

Provide technical customer support to 20–40 software clients across the United States and Canada. Manage inquiries through phone, chat, and email; troubleshoot issues, create and resolve tickets, research solutions, document findings, and collaborate with developers, business analysts, and product teams. Train clients on software features and releases, communicate enhancement requests, and contribute to knowledge sharing and process improvements. This is a fully remote role with Pacific Time working hours.

Build and maintain full-stack software for startup clients, including backend services, frontend experiences, new features, redesigns, bug fixes, and product improvements. Collaborate daily with product managers, designers, and engineers in a distributed, agile environment. Take ownership across the technology stack, write clean maintainable code, contribute to client missions, and support team growth and knowledge sharing.

Administer and optimize enterprise .NET web applications across Azure, Windows Server, IIS, and SQL Server environments. Responsibilities include deployments, Tier 3 support, troubleshooting, incident response, automation, CI/CD, monitoring, release coordination, infrastructure administration, security improvements, and customer collaboration. The role supports highly available SaaS platforms and partners with development, DevOps, DBA, and business teams to improve reliability and operational efficiency.

Lead Conductor’s product vision, roadmap, and delivery engine for household energy upgrades. Own interfaces for households, contractors, and administrators; simplify workflows; prioritize features with design and engineering; collaborate with utilities, OEMs, and contractors; apply AI-first prototyping; and establish high product-quality standards. The role involves building 0-to-1 products, balancing automation with human support, and scaling the product team as the company grows.

Manage internal IT infrastructure, SOC 2 compliance, security policies, employee technical support, identity and access systems, hardware and software lifecycles, vendor relationships, asset inventory, and onboarding/offboarding workflows. The role supports distributed teams in the United States and India and requires hands-on systems administration, device and data security experience, and strong customer service. Salesforce, developer skills, Google security, and U.S.-based company experience are preferred.

Leads Reach Out and Read’s editorial voice, brand messaging, earned-media strategy, public relations firm, thought leadership, social content alignment, and crisis communications. The role serves as the organization’s primary editor, develops press materials and messaging, guides spokespeople, evaluates media performance, advises senior leaders, and manages communications vendors. It requires exceptional writing and editing, strong media judgment, project leadership, and collaboration across national affiliates, clinicians, and external partners.

Designs, builds, and operates scalable machine learning platforms, pipelines, and infrastructure for model training, deployment, serving, and monitoring. Develops MLOps tooling, CI/CD workflows, model registries, feature stores, and experiment tracking. Ensures production reliability, observability, security, compliance, and cost efficiency across ML systems. Collaborates with product and engineering teams, integrates platforms with existing systems and data sources, and mentors engineers on reusable ML platform practices.