Top Tech Jobs & Startup Jobs in Chicago, IL

Serve as a fractional Head of People partnering with founders to define and execute people strategy. Design and implement hiring, onboarding, performance, compensation, and employee experience programs. Lead org design, workforce planning, people operations, compliance, and employee relations. Advise on culture and complex decisions, collaborate with cross-functional experts, and build trusted relationships with founders. Option to transition from contractor to full-time.

Own the vision, strategy, and roadmap for CoinMarketCap’s on-chain data products. Responsibilities include writing product requirements and user stories, analyzing qualitative and quantitative data, collaborating with business, IT, and design stakeholders, evaluating launched features, and assessing competitors and partners. The role focuses on improving on-chain data infrastructure and integrating internal and third-party tools to create valuable products for cryptocurrency users.

The Solutions Engineer partners with Sales, Customer Success, Product, Engineering, and Support to guide customers from discovery through implementation and expansion. Responsibilities include technical discovery, solution and workflow design, onboarding, QA, deployment, RFP and RFI responses, customized product demonstrations, and advising clients across web, iOS, Android, and cloud integrations. The role also advocates for customer needs and drives product improvement.

Manage and grow online communities for regulated-sector brands. Moderate conversations, respond to questions, identify trends, create discussion content, and ensure messaging complies with HIPAA, FINRA, privacy laws, and company policies. Develop community programs, monitor risks and misinformation, coordinate with legal and client teams, track engagement metrics, and translate complex regulatory requirements into accessible communications.

Work as a Python development intern building applications and APIs, processing and analyzing data, working with databases and data pipelines, contributing to system architecture, writing clean documented code, and collaborating with the team. Strong emphasis on backend development, SQL, ORMs, and REST API design with potential conversion to full-time.

Own a product area from discovery through delivery and iteration. Define product vision, strategy, roadmaps, PRDs, user stories, acceptance criteria, and prioritized backlogs. Conduct customer research and data-informed analysis, collaborate with Engineering, Design, Sales, Marketing, and Customer Success, and support launches and adoption. Lead Product Council planning, present roadmaps, evaluate AI-agent outputs, and use customer and usage insights to improve product outcomes.

Own the full-cycle sales process for Eulerity’s AI-powered marketing automation platform, targeting mid-market, multi-location, and franchise brands. Responsibilities include prospecting, discovery, product demonstrations, negotiation, closing new business, meeting quotas, forecasting in HubSpot, and collaborating with SDR, Customer Success, Product, and Marketing teams. The role requires mar-tech sales expertise, strong digital marketing knowledge, and experience managing complex, multi-stakeholder SaaS deals.

Own product areas for an autonomous banking platform, translating backend capabilities (APIs, async workflows, ML) into user-facing features. Conduct customer discovery, define technical requirements and acceptance criteria, prioritize backlog, partner with engineering on scoping and de-risking, and validate outcomes using feedback loops and analytics.

Participate in a paid remote research interview about integrating vulnerability verification into CI/CD pipelines. Explain a recent project involving full-stack development, secure deployments, application security practices, and production pipeline challenges. Review conceptual secure application workflows and provide practical feedback. Candidates should have professional experience in full-stack engineering, DevSecOps, or security-focused backend development, with hands-on CI/CD configuration and vulnerability verification experience.

Provide first-line IT support for retail stores and warehouse teams by managing tickets, resolving Tier I issues, troubleshooting POS, devices, printers, connectivity, and SaaS applications, and escalating complex problems. Manage user onboarding, offboarding, access audits, outages, security systems, gift cards, and alarm footage. Monitor ticket trends, develop self-service resources, support training, and contribute to special projects while delivering responsive customer service.