Chapter President - Chicago, IL

CEO Life•Chicago, IL

About The Position

CEO Life is a private executive leadership community that brings together established CEOs, founders, and senior executives. The Chapter President will build and lead CEO Life’s Chicago community, serving as the primary relationship between the organization and local members while owning chapter growth, engagement, events, and local presence. The role involves recruiting and leading Chapter Directors, developing member relationships, and creating a valuable, engaging community. The Chapter President will personally aim to bring in at least two new members per month and lead the team toward a combined goal of four new members per month. The position also includes planning monthly events with the corporate team, building relationships across the Chicago business community, collaborating with Chapter Presidents in other markets, and representing CEO Life through local events, partnerships, and occasional public or social media content. Within the first several months, the successful candidate is expected to establish themselves as the chapter leader, build relationships with existing members, recruit and activate four Chapter Directors, develop a consistent membership pipeline, and establish a regular rhythm of monthly events. Longer-term success means consistently adding four or more members per month while fostering engagement, introductions, referrals, retention, and sustained chapter growth.

Requirements

  • At least five years of experience in a relationship-driven role involving some combination of business development, sales, events, hospitality, community building, entrepreneurship, or executive leadership.
  • Currently live in the Chicago, Illinois area.
  • Ability to build authentic relationships with successful business leaders.
  • Ability to connect people and identify opportunities where introductions or relationships can create value.
  • Strong relationship-based sales skills and confidence asking for business without making interactions feel transactional.
  • Experience recruiting, leading, and motivating people, including setting expectations and holding a team accountable.
  • Warm, engaging presence and ability to make people feel welcome, known, and connected.
  • Strong organizational skills and ability to balance member relationships, business development, team leadership, and events.
  • Comfort representing an organization publicly, including speaking to groups and occasionally appearing on camera or social media.
  • Entrepreneurial mindset and genuine interest in building within the local business community.

Nice To Haves

  • An established network within the Chicago business community.

Responsibilities

  • Lead the growth and member experience of CEO Life’s Chicago chapter.
  • Recruit, train, and lead a team of Chapter Directors responsible for relationship development and bringing qualified members into the community.
  • Personally develop member relationships and aim to bring in at least two new members per month through networks, referrals, events, and local business relationships.
  • Lead the team toward a combined goal of four new members per month by setting expectations, coaching, and maintaining accountability.
  • Welcome new members, learn about their businesses and interests, make valuable introductions, and keep the community connected and engaged.
  • Plan and execute monthly Chicago events in partnership with the corporate team.
  • Build relationships throughout Chicago’s business community and represent CEO Life at events, through local partnerships, and in the market.
  • Collaborate with Chapter Presidents in other markets to create introductions, opportunities, and connections beyond Chicago.
  • Represent CEO Life locally through occasional social media participation, member spotlights, interviews, and other chapter content.

Benefits

  • Base salary plus uncapped monthly commission tied to new member production.
  • Opportunity to build and lead one of CEO Life’s most visible local communities.
  • Opportunity to join CEO Life at an important stage of growth, with a vision to reach 50,000 leaders across 150+ U.S. and global chapters by 2030.
  • Chance to establish yourself as a key business leader in your market while building a community and network that grows alongside CEO Life.
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