Top Tech Jobs & Startup Jobs in Chicago, IL

The GTM Engineer II will manage strategic customer relationships, drive adoption and revenue growth, and advise executives on GTM strategy while navigating complex organizations.

Drive growth by acquiring new enterprise accounts and managing renewals. Collaborate with cross-functional teams and contribute to sales strategies in a high-ownership environment.

The Deal Desk Analyst will manage deal support, ensure accuracy in contracts, improve processes, and translate operational issues into solutions.

Lead Apollo.io's paid acquisition engine across paid search, social, TV, audio, OOH, and emerging channels. Manage an 8-figure media budget, lead and mentor channel specialists, build measurement and attribution (pixels, server-side/CAPI, MMM), run systematic testing across creative/audience/landing pages, own forecasting and reporting, and partner cross-functionally to drive scalable, efficient pipeline contribution.

Own in-product expansion surfaces that convert usage into revenue: team invites, admin upgrade flows, credit/plan upsells, sales hand-offs, and expansion reporting. Conduct customer research, prototype quickly (using AI tools), write specs, measure conversion and expansion metrics, and align cross-functional partners to drive monetization and growth.

Lead AI-native product design for Apollo's Extension and Admin surfaces. Collaborate with PMs, engineers, and AI teams to prototype, test, and ship explainable, trustworthy LLM-driven experiences. Contribute to the design system in Figma, run user research and experiments, and ensure cross-surface consistency and high-quality execution.

Lead and execute mixed-methods user research—usability tests, interviews, surveys, ethnography—synthesizing insights into actionable recommendations, personas, and journey maps. Collaborate with PMs, designers, and engineers, mentor junior researchers, and apply AI and prototyping to accelerate analysis and drive product improvements within a fast-paced, agile SaaS environment.

Own Salesforce architecture and GTM systems for Marketing, Sales, and Customer Success. Design scalable solutions, govern multi-instance Salesforce, support quote-to-cash and AI-driven GTM builds, build automation (Flows, Apex, LWC), integrate Salesforce tools, lead stakeholder alignment, and manage end-to-end implementations from discovery through rollout and adoption.

Lead AppSec efforts across product, platform, and AI features by owning secure SDLC, performing threat modeling and deep code reviews, driving vulnerability management and remediation, building AppSec tooling and automations (including AI-assisted workflows), and enabling engineering teams with secure design guidance and training.

The Senior Solutions Consultant will drive complex deals, provide technical solutions, mentor peers, and build reusable assets while collaborating with sales and technical teams.