Top Tech Jobs & Startup Jobs in Chicago, IL

Build, test, debug, and deploy AI-powered go-to-market workflows using sales and marketing technologies. Partner with Revenue, Sales, Marketing, and Customer Success teams to translate requirements into automated workflows, support pilots and enablement, track business results, and improve adoption. Help evaluate AI models, tools, and build-versus-buy decisions while connecting systems such as Salesforce, Gong, and G2 Intent.

Provides executive support to the President of GTM and Chief Marketing Officer by managing complex calendars, travel, communications, meetings, outreach, expenses, off-sites, and special projects. The role requires anticipating executive needs, coordinating across time zones and teams, preparing materials, handling confidential information, and improving administrative processes.

Drive scalable sales enablement for the AMER region by activating central programs, creating sales playbooks, facilitating training, coaching cohorts, supporting onboarding and events, enabling managers, and measuring program impact. The role partners with Revenue and Marketing leadership, translates product and marketing initiatives into behavior-changing training, leads change management, and applies AI to content creation, coaching, and performance analysis.

Manage strategic integration partnerships, developing mutual success plans, driving co-sell activity, adoption, retention, expansion, and revenue growth. Build relationships across partner sales, marketing, product, and enablement teams; develop new partnerships from initial discussions through activation; and coordinate cross-functional efforts to evolve integrations. Analyze partner performance, communicate progress to leadership, and serve as a subject matter expert on G2’s integration capabilities and partner ecosystem.

Own G2’s security governance, risk, and compliance program, including policy management, customer security questionnaires, Trust Center operations, vendor risk, DSAR workflows, risk registers, and SOC 2 and ISO 27001 audits. Manage GRC tools and vendors, coordinate with Legal, Security, IT, Sales, auditors, customers, and executives, and deliver risk reporting, remediation oversight, and process automation as a senior individual contributor.

Design, build, and ship agent-first AI products end-to-end. Implement production-ready agents using frontier models, ensure observability and quality via model-based evals and agent tracing, drive product definition with PMs/designers, and share agentic engineering practices to accelerate the team.

Develops positioning, messaging, joint value propositions, and enablement for G2’s partnership and Buyer Intent products. Translates technical integrations and data partnerships into clear customer value, supports partner launches, creates sales and partner content, and gathers customer, market, adoption, and competitive insights. Collaborates with Product, Partnerships, Sales, Marketing, and Growth teams to improve partner adoption, remove usage barriers, and measure launch success.

Own G2’s research agenda for evaluating AI agents in realistic business workflows. Design benchmarks, task environments, scoring systems, automated and human grading methods, and reliability analyses. Collaborate with engineering and product teams to ship evaluation capabilities, communicate findings to customers and researchers, mentor technical teams, and establish repeatable standards. The role requires hands-on LLM and agent evaluation experience, original research, statistical judgment, product delivery, and technical leadership.

Own sales strategy, ad hoc analysis, forecasting, reporting, and business recommendations for G2’s subscription and advertising businesses. Partner with Sales leadership, Finance, Strategy, and Sales Operations to evaluate pipeline, bookings, quota attainment, customer segmentation, and performance trends. Build dashboards and executive business review materials while independently scoping projects and translating complex data into actionable go-to-market decisions.

Own the end-to-end strategy and roadmap for G2’s user-generated content product system, including contributor experiences, review collection, trust and quality, AI-assisted workflows, customer activation, distribution, and buyer value. Lead experimentation, funnel instrumentation, incentives, verification, integrations, and reusable product capabilities while aligning Engineering, Design, Data, Research, Operations, Revenue, Marketing, and Customer Success teams.