Top Tech Jobs & Startup Jobs in Chicago, IL

Own B2B paid acquisition across digital and offline channels (LinkedIn, Meta, OOH, direct mail). Design targeting strategies, manage budget allocation, measure CAC/ROAS and pipeline contribution, collaborate with marketing, sales, and design to optimize landing pages and creative, and iterate campaigns to scale performance.

Own end-to-end logistics and creative activations for conferences, dinners, and IRL events. Manage vendors, travel, staffing, ROI analysis, guerrilla experiments, and partnerships to drive pipeline and conversion.

Design end-to-end B2B platform and consumer app interfaces, craft polished UI/UX details, define design language and systems, collaborate with engineering and GTM, iterate quickly based on user and enterprise feedback, and help shape product roadmap and design culture at an early-stage startup.

Build and own end-to-end features for an enterprise AI SaaS product: design and implement AI agents, backend services, APIs, and web UIs; collaborate cross-functionally and create internal tools to streamline operations.

Own the full enterprise sales cycle: prospecting and pipeline building, discovery, demos, trials/POCs, contract negotiation, closing, renewals and expansion. Coordinate cross-functionally to ensure successful trials and customer onboarding, contribute to the sales playbook, and travel ~3-5 days per month.

Build and operate AI-powered GTM workflows and internal tools that scale growth and sales. Audit and improve GTM stack, embed with teams to automate lead routing, personalization, enrichment, attribution, and publish playbooks. Ship production systems integrating LLMs and GTM platforms.

Submit a general application to Pogo for future consideration. Candidates are added to a talent pool and contacted if a relevant role opens.

Referral program inviting people to refer qualified candidates for Pogo. A $5,000 bonus is paid for introductions that result in successful hires.