Top Tech Jobs & Startup Jobs in Chicago, IL

Supports Dropbox leaders, managers, and employees across performance management, employee relations, investigations, accommodations, leaves, offboarding, and employee experience. Uses people data to identify trends and recommend improvements, applies product management and design-thinking principles to HR initiatives, and influences stakeholders across a virtual-first organization. Handles sensitive matters with sound judgment, partners with HR, Legal, and People teams, and leverages AI tools to improve productivity.

Own the full sales cycle to acquire net-new customers for Dropbox's product suite and emerging AI offerings. Prospect, qualify (MEDDICC/SPICED), and close deals while managing pipeline, forecasting, and stakeholder alignment. Contribute field insights to GTM and product, drive value-selling conversations, and consistently meet or exceed revenue targets.

Lead design vision and execution for Dropbox's multi-product ecosystem, crafting high-trust AI-powered experiences that activate customer content. Drive strategy through execution, mentor designers, partner with cross-functional teams, and raise design quality across interaction, systems, prototyping, and implementation to deliver elegant, trustworthy product experiences.

The Senior Director, Head of Scaled Sales will lead the development of a sales-assisted growth model, utilizing data-driven strategies and close collaboration with marketing and analytics to boost conversion and efficiency.

Lead Dropbox’s commercial retention and renewals strategy, designing scalable operating models, programs, playbooks, forecasting frameworks, and customer lifecycle initiatives. Partner cross-functionally with Customer Success, Sales, Finance, Product, Legal, Revenue Operations, and Engineering to reduce churn, improve adoption, automate workflows, and increase recurring revenue. Analyze customer and renewal performance, influence senior leaders, and guide transformation from strategy through execution.

Leads marketing strategy and operations as strategic advisor to the CMO. Responsibilities include evaluating growth initiatives and partnerships, developing financial business cases, leading cross-functional pilots, managing annual planning, allocating marketing budgets, establishing governance, and reporting executive metrics. The role requires consulting or strategy experience, B2B and B2C expertise, advanced financial modeling, process design, executive communication, and a quantitative bachelor's degree; an MBA is preferred.

Develop and execute account-based marketing programs for strategic B2B accounts. Create personalized, multi-channel campaigns, partner with Sales to prioritize accounts and buying groups, generate and accelerate pipeline, analyze engagement and revenue results, and optimize through experimentation. Build scalable ABM playbooks and apply generative AI responsibly to research, personalization, campaign development, and analysis while validating outputs and protecting sensitive data.

Own and grow strategic distribution and ecosystem partnerships across AI, hardware, developer, and SaaS ecosystems. Identify opportunities, build business cases and financial models, lead commercial negotiations, manage partnership lifecycle, and collaborate cross-functionally to drive customer acquisition, product adoption, and revenue growth while using data and AI-enabled tools to optimize outcomes.

Lead global sales enablement to drive revenue via targeted programs, training, playbooks, onboarding, manager coaching, and analytics. Partner with Sales, RevOps, Product, and Marketing to align enablement to revenue goals and measure impact.

Analyze Talent Acquisition and people data to identify hiring trends, bottlenecks, quality issues, and equity opportunities. Partner with recruiting and business leaders to translate ambiguous questions into rigorous analyses, validate data, monitor metrics, and deliver actionable recommendations. Lead analytics projects end to end while using storytelling, product management, design thinking, and data-driven iteration to improve employee and candidate experiences.