Top Tech Jobs & Startup Jobs in Chicago, IL

Serve as chief of staff to senior sales leadership, establish GTM cadence, optimize sales processes, analyze performance, lead territory and forecast planning, maintain CRM and revenue systems, and align cross-functional stakeholders to drive sales efficiency and growth.

Own and evolve revenue systems (Salesforce, CPQ), build and govern the enterprise data platform, drive systems integration and AI enablement, manage HRIS and vendor relationships, and lead a cross-functional team supporting Finance, HR, Sales, Operations, and Customer Success.

The BDR generates qualified sales opportunities by outbound prospecting, cold calling, and emailing; manages named accounts and territory data in Salesforce; supports demand-generation and AE outreach; and meets weekly/monthly activity and meeting-set metrics to drive pipeline growth for the sales organization.

Sell Optro's AI-powered GRC platform to large enterprises via full-cycle enterprise SaaS sales. Build pipeline, close net-new and expansion deals, engage C-level stakeholders, demo solutions, co-create business cases, collaborate with SDRs, solutions, implementation, and partners, and represent the company at events (25-30% travel).

Lead and scale the enterprise data hub: manage the data warehouse, build reliable ingestion and transformation pipelines, implement governance and data modeling best practices, deliver GTM-ready metrics, enable AI/ML use cases, prioritize the data roadmap, and lead/mentor a data engineering team.

Lead legal negotiations for enterprise SaaS deals supporting West Coast sales teams. Draft and review subscription, DPA, partner, and vendor agreements. Improve contracting processes, provide cross-functional guidance, and manage full contract lifecycle from NDA to signature.

Lead and standardize global employee relations programs, manage investigations and performance cases end-to-end, ensure labor law compliance across regions (UK, EMEA, California), support market expansion, analyze ER data for trends, and train/enable leaders on ER best practices.

Lead end-to-end demand generation strategy and execution for B2B SaaS. Build and optimize multi-channel campaigns (digital ads, email, webinars, events, content syndication), align with Sales and Product Marketing, analyze performance and ROI, forecast pipeline, scale programs, test new channels and AI, and mentor junior marketers.

Manage complex multi-product RFPs and security questionnaires, review teammates' outputs, balance workload in SFDC, maintain the RFPIO answer library, collaborate cross-functionally, train junior analysts, and identify process improvements to scale proposal and security response operations.

Lead design and execution of Optro's global compensation strategy, including pay structures, benchmarking, analytics, incentive plan design, and administration. Partner with People, Finance, and executives to align rewards with business goals, ensure compliance, enable managers, and scale compensation programs for global growth.