Top Tech Jobs & Startup Jobs in Chicago, IL

Leads a multidisciplinary data science and data engineering team supporting Finance. Sets strategy, prioritizes initiatives, guides analytical models and data architecture, advances AI and machine learning applications, improves data quality and reliability, establishes scalable operating processes, and communicates technical recommendations to Finance and executive stakeholders. The role also manages talent, oversees forecasting and decision-support outcomes, and drives measurable business impact.

Administer global equity programs, including RSU releases, equity grants, reconciliations, SOX compliance, audits, SEC filings, employee communications, and participant support. Maintain accurate equity and demographic records and monitor the Workday-Shareworks integration. Collaborate with Payroll, People Operations, Tax, Accounting, auditors, and other stakeholders on compensation planning, compliance, mobility, acquisitions, and securities matters.

Supports and optimizes Dropbox’s legal operations infrastructure, including workflows, legal technology, reporting, knowledge management, vendor engagements, and process automation. The role manages systems such as JSM, Confluence, Ironclad, and legal AI tools; coordinates with Legal, IT, Finance, Procurement, and Compliance; supports platform rollouts and user training; translates business needs into configurations; and drives projects, troubleshooting, documentation, and operational efficiency.

Leads Dropbox’s company-wide pricing, packaging, and monetization strategy across product-led and sales-led growth. Develops pricing architecture, AI monetization models, business cases, financial models, experimentation practices, governance, and performance metrics. Partners with Product, Finance, Sales, Marketing, Data Science, and executives to guide high-impact decisions, improve profitability, and translate strategy into execution. Manages and develops a team while expanding Dropbox’s broader monetization capabilities.

Runs scalable customer programs connecting product development and go-to-market teams. Responsibilities include recruiting and engaging customers for pre-PMF testing, coordinating cross-functional stakeholders, establishing operating infrastructure and readiness criteria, managing Customer Advisory Board activities, integrating customer testing into launch processes, and synthesizing feedback into product and GTM decisions.

Owns a strategic Virtual First technology workstream focused on AI enablement, knowledge management, tool optimization, automation, and modern ways of working. Leads organizational research, pilots, experiments, and a portfolio of cross-functional programs from scoping through adoption. Translates quantitative and qualitative findings into recommendations, operating models, and measurable improvements in employee effectiveness, tool confidence, and technology adoption.

Owns company-critical, long-term technical problems across multiple teams and organizations. Defines technical strategy, architectures, roadmaps, and engineering standards for large-scale customer-facing systems. Remains hands-on in software development while driving AI adoption in products and engineering workflows. Partners with senior product, engineering, and executive leaders to resolve complex problems, improve reliability and performance, and shape Dropbox’s technical direction.

Develop and lead integrated B2B marketing campaigns for enterprise product launches and evergreen motions. Define audiences, narratives, buyer journeys, channel roles, activation plans, measurement, and optimization strategies. Orchestrate owned, earned, and paid programs across cross-functional teams, guide campaigns from briefing through post-launch learning, and improve performance through analytics and portfolio insights.

Leads Dropbox’s lifecycle marketing strategy across onboarding, engagement, retention, monetization, expansion, cross-sell, and re-engagement. Manages a team, sets the roadmap, develops scalable customer programs, and partners with Product, Data Science, Marketing Operations, and other teams. Oversees segmentation, personalization, experimentation, measurement, marketing automation, and operating-model development to improve adoption, retention, and revenue.

Own and improve Dropbox’s Windows endpoint platform, including provisioning, application delivery, patching, compliance, security configuration, troubleshooting, fleet health, and automation. Build code-managed endpoint operations using Intune, FleetDM, osquery, infrastructure-as-code, and GitOps practices. Lead cross-functional improvements, establish reliable deployment workflows, mentor engineers, review code and designs, and document reusable operational practices.