Top Tech Jobs & Startup Jobs in Chicago, IL

Own the Field First Mobile App and future AI products from discovery through scaling. Responsibilities include field research, roadmap ownership, content governance, AI instruction and guardrail design, question-bank testing, vendor evaluation, requirements, pilot management, adoption, measurement, and executive reporting. The role partners with IT, HSE, Operations, HR, Fleet, vendors, and frontline leaders to deliver trustworthy AI assistance that improves safety support, onboarding, and operational efficiency.

Own strategic relationships with a portfolio of family law firms, advising owners and managing partners on growth, marketing performance, pricing, intake, operations, capacity, and hiring. Lead alignment calls and business reviews, maintain strategic roadmaps, monitor acquisition and conversion metrics, identify expansion and churn risks, approve client deliverables, and coordinate project managers and channel specialists.

Own a mid-market and enterprise territory, generating pipeline and managing full-cycle SaaS sales from outbound prospecting through close. Responsibilities include discovery, demos, negotiation, competitive displacement, multi-threaded deal management, forecasting in Salesforce, and collaboration on account strategy. The role requires self-sourcing opportunities, selling an expanded compliance technology portfolio, using AI tools, and traveling approximately once per month for prospect and client meetings.

Freelance, commission-based sales role to sell VisionCheck to medium-to-large opticians. Use existing optical industry contacts to open doors, drive demos, and close deals for a phone-based vision screening SaaS. Requires self-driven, entrepreneurial sellers comfortable with tech and impact-focused work to build local markets and increase in-store bookings.

Lead functional delivery for Workday Financials implementations serving public sector clients. Responsibilities include discovery, design, configuration, testing, deployment, post-production support, client workshops, requirements translation, issue resolution, documentation, and client communication across Financials workstreams. Mentor consultants, review deliverables, support recruiting and practice development, and contribute to expanding public sector Workday capabilities.

Leads bridge and structural transportation projects from planning through construction support. Manages scope, schedules, budgets, staffing, quality, contracts, multidisciplinary teams, and technical deliverables. Provides bridge design and structural engineering leadership, coordinates with clients and transportation agencies, mentors staff, supports proposals and business development, and grows the firm’s Massachusetts and New England bridge practice.

Provides location-specific political and election administration expertise for BallotCure. Responsibilities include researching ballot cure procedures, identifying authoritative sources, facilitating introductions to election officials and political stakeholders, clarifying local processes, and delivering concise findings and recommendations. This limited 1099 engagement supports the 2026 election cycle, with approximately 10–20 hours weekly and increased availability requested November 2–3.

Conducts legal conflict-of-interest searches, researches individuals and entities, analyzes potential conflicts, maintains conflict and matter data, reviews client intake documentation, and communicates findings to attorneys and firm leadership. The role also processes workflow requests, clears or escalates issues, supports firm personnel with conflict inquiries, meets deadlines, and participates in periodic after-hours or weekend on-call coverage.

Research, develop, validate, and backtest quantitative trading strategies, indicators, and signals. Analyze market relationships, performance, risk, and statistical robustness while accounting for biases, costs, slippage, and overfitting. Collaborate with product, engineering, data, trading teams, and users to translate quantitative concepts into intuitive no-code trading tools and requirements.

Lead the engineering and configuration of meter control systems, ensuring compliance with industry standards and performing hands-on configuration of flow computers. Responsibilities include leading testing activities, troubleshooting, and system integration in oil and gas environments.