Top Tech Jobs & Startup Jobs in Chicago, IL

Own revenue operations and pipeline management across Sales and Marketing. Run cadence (pipeline reviews, forecasts), implement and optimize the GTM toolstack, design AI-native workflows, partner on segmentation and reporting, lead cross-functional GTM initiatives, and operationalize automation to improve AE/BDR efficiency and forecasting.

Manage a high-velocity sales pipeline, conduct video discovery, qualify and convert small-business prospects, execute outbound prospecting, collaborate with marketing and member services, and report on conversion and lead metrics to meet quota.

Lead design and buildout of an Operations Intelligence Warehouse (BigQuery, dbt, Metabase), define metrics and data quality standards, create dashboards for throughput and cycle time, join ops to GTM/financial data, run variance/root-cause analyses, and partner with Data Engineering and stakeholders to turn operational telemetry into actionable insights.

Build and run sales enablement programs: campaign content, A/B tests, onboarding and certification, training curriculum, and collateral. Track performance using Salesforce, spreadsheets, and BI tools, align cross-functionally with Legal/Product/Marketing, and support GTM projects while occasionally taking sales calls.

Own end-to-end outreach to prospective self-employed members across email, SMS, and phone. Generate inbound and outbound leads, qualify prospects, book meetings for Account Executives, collaborate with Marketing on GTM and vertical strategies, and provide feedback to improve products and member experience.

Manage Collective's organic social presence across Instagram, LinkedIn, TikTok, and X while developing bold content strategy, building community, and running an influencer program (sourcing, onboarding, negotiating, and managing up to 30 creators). Collaborate on content creation, provide creative direction, report on KPIs, and optimize performance through data-driven testing.