Top Tech Jobs & Startup Jobs in Chicago, IL

Lead design and implementation of secure global network infrastructure. Architect security standards, conduct threat modeling and network assessments, build security automation and tooling, integrate controls with SDN/BGP/MPLS platforms, support incident response, and mentor engineering teams to maintain resilient, observable network security posture.

Lead planning and execution of regional brand activations across the Western U.S., including venue sourcing, vendor coordination, on-site logistics, budget management, localizing national campaigns, building partner relationships, and serving as primary regional stakeholder contact. Significant in-market travel required to support activations and ensure ROI and consistent execution.

Provide tax preparation, planning, and advisory services for individuals and businesses holding bitcoin and digital assets. Prepare and file tax returns, calculate cost basis and gains/losses, advise on mining/staking/airdrop income, collaborate with advisors and estate planners, maintain compliance documentation, and contribute thought leadership through articles and webinars.

Lead and build Headway's payer marketing function: set strategy, craft positioning and narratives, commercialize payer solutions, translate clinical data into commercial proof, enable sales and field teams, run events and competitive intelligence, and measure relationship and commercial impact.

Transform data into actionable insights by building dashboards, reports, and visualizations. Partner with cross-functional teams and data engineering to ensure data quality, lineage, and AI-ready metadata. Audit datasets, define monitoring rules, document data dictionaries, pilot AI-assisted BI tools, and apply hypothesis-driven analysis to surface insights that inform business decisions.

Provide execution-focused PR support across multiple client accounts: draft bylines, pitches, press releases, and social content; build and maintain targeted media lists and databases; coordinate media outreach, interviews, and project logistics; monitor coverage and maintain trackers; research journalists, trends, and story angles; and keep projects on schedule to free senior account managers for strategic work.

Serves as a technical advisor for mid-market customers throughout complex sales cycles. Leads discovery, technical qualification, demonstrations, solution design, and stakeholder alignment. Translates technical concepts into business value, recommends solutions, coaches Account Executives, educates customers, and collaborates with Product, Marketing, Enablement, and Support. Mentors teammates and manages multiple opportunities independently. Travel up to 25% is required.

Lead the full-cycle sales process for strategic enterprise clients in wealth management, focusing on relationships with C-suite stakeholders and closing seven-figure deals.

The Software Engineer Intern will develop and maintain full-stack applications, collaborating with various teams to build features for Clerkie Fiber, a B2B CRM.

Drive new business growth across financial institutions, managing enterprise sales cycles, building relationships with decision-makers, and representing Addition Wealth at industry events.