Top Tech Jobs & Startup Jobs in Chicago, IL

Lead CEO Life’s Chicago chapter by personally selling memberships to CEOs, founders, and C-suite executives while managing four Chapter Directors. Build executive relationships, host monthly events, develop sponsorships, drive member retention, coach sales performance, and maintain accurate CRM pipeline data. The role combines entrepreneurial sales leadership, team development, partnership building, and premium member experience ownership, with compensation consisting of base salary plus uncapped commissions.

Build and grow the Chicago chapter of a private CEO membership club. Responsibilities include curating members, developing executive relationships, enrolling 3–10+ members monthly, hosting chapter experiences, driving attendance, and generating revenue through memberships, renewals, partnerships, sponsorships, and bonuses. The role requires strong Chicago business connections, sales or business development experience, emotional intelligence, credibility with executives, and the independence to manage a personal book of business.

Chief Revenue Officer will build and lead CEO Life’s revenue organization, owning membership sales, local chapter growth, and high-ticket Chapter Partnership sales. Responsibilities include recruiting and coaching sales teams, developing scalable sales processes and playbooks, managing CRM and forecasting infrastructure, partnering with Marketing on funnel performance and CAC, and personally supporting major deals. The role is fully remote with minimal travel and reports directly to the CEO.

The Chief Marketing Officer will build and lead CEO Life’s scalable, performance-driven marketing engine. Responsibilities include developing chapter-level growth strategies, managing paid media and acquisition channels, optimizing funnels, generating qualified appointments, overseeing creative and copy, building marketing systems and dashboards, and leading Marketing Managers. Success is measured by new member growth, acquisition costs, conversion rates, marketing ROI, and consistent achievement of 20 new members per chapter per month.