Top Tech Jobs & Startup Jobs in Chicago, IL

Own go-to-market planning and sales analytics, including ARR and pipeline targets, quota setting, territory design, capacity modeling, dashboards, KPI reporting, and forecasting. Partner with GTM and Finance leaders to convert complex data into strategic recommendations, improve data quality and automation, and build scalable AI-enabled tools. Mentor analysts and establish analytical rigor across the team.

Lead end-to-end B2B SaaS demand generation strategy and integrated campaigns across paid media, content, email, webinars, events, direct mail, and sales development. Own pipeline generation, campaign performance, attribution, ROI, forecasting, segmentation, personalization, and optimization. Partner with Product Marketing, Sales, Marketing Operations, and other GTM teams, present insights to leadership, mentor junior marketers, and scale effective programs.

Drive full-cycle enterprise SaaS sales across new and existing accounts, including territory planning, pipeline generation, executive engagement, solution demonstrations, negotiations, and deal closure. Sell audit, risk, ESG, and InfoSec solutions to Fortune 500 organizations, develop business cases, manage cross-sell and upsell opportunities, build partner relationships, and collaborate with SDR, solutions, implementation, and customer success teams. Travel 25%–30% for client, partner, and industry events.

Leads product marketing for Optro’s GRC portfolio, including team management, market strategy, positioning, messaging, launches, sales enablement, campaigns, and cross-functional go-to-market planning. Defines the company’s narrative for agentic AI in audit, risk, and compliance, partners with product and sales leadership, and reports business insights to executives to accelerate growth.

Senior Commercial Counsel will independently lead enterprise customer negotiations and advise on subscription, data processing, partner, and vendor agreements. The role supports East Coast sales teams, manages contracts through the full lifecycle, collaborates with internal stakeholders, and helps streamline contracting processes as the SaaS company scales.

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.

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.