CEO Life Chapter President - Chicago, IL

CEO Life; Chicago (IL); On-site; USD 120,000 - 190,000; Full time

Benefits offered by this job

Equity participation

National support and events

CRM access

Job summary

CEO Life in Chicago seeks a Chapter President to lead our exclusive Executive Leadership Pod and personally enroll CEOs, Founders, and C-suite executives. This is a leadership role with unprecedented earning potential, not a traditional sales post.

You will build a premium executive community, drive growth through events, sponsorships, and enrollments, while mentoring four Chapter Directors and maintaining a high-performance culture.

Qualifications

• A proven closer with demonstrated success selling to CEOs, Founders, and C-suite executives.
• Deep connections within the Chicago executive community.
• Ability to lead a high-performance team while maintaining personal selling excellence.

Responsibilities

• Executive Sales Leadership: prospect, engage, and close with C-level executives and coach others.
• Team Leadership & Development: guide four Chapter Directors across verticals and drive enrollment.
• Executive Event Execution: organize monthly events for CEOs and senior leaders.
• Strategic Partnerships: cultivate sponsorships and collaboration opportunities.
• Chapter Culture & Member Experience: foster engagement and strong member retention.
• Operational Excellence: track activity and maintain a clean pipeline in the CRM.

Skills

Executive sales

Leadership

Executive engagement

Team leadership

Tools

CRM software

Job description

Chapter President — Chicago, IL

Type: Leadership Role / Independent Partner

We will only consider local candidates in the Chicago, IL market.

Are You Ready to Build Strong Relationships and Lead the Future of Executive Connection?

CEO Life is experiencing explosive transformation. With new visionary leadership, cutting-edge infrastructure, and a proven model for connecting high-achieving executives, we’re not just growing — we’re revolutionizing how leaders build meaningful business relationships.

We’re seeking an entrepreneurialChapter President for Chicagowho can do two things exceptionally well:sell directly to CEOs, Founders, and C-suite executivesand lead a high-performance team that does the same.

This isn’t a management role with a sales component — it’s a leadership role where your ability to engage and close at the executive level sets the standard for your entire chapter.

This isn’t just a job. It’s an entrepreneurial opportunity where your income directly reflects your impact — and the impact of every Chapter Director you lead.

The Opportunity

AsChapter President for Chicago, you’ll lead an exclusive 5-person Executive Leadership Pod — yourself plus four Chapter Directors — driving growth and excellence for CEO Life throughout the Chicago market.

You’ll implement theFounding 20 Member Discovery System, personally enroll CEOs, Founders, and C-suite executives, and build a recurring income stream through the members, partnerships, and chapter performance you generate.

You’re not just managing a chapter — you’re architecting a premium executive community that becomes a cornerstone of business leadership in Chicago. Every member you enroll, every event you host, and every relationship you build centers on one audience:the most influential executive leaders in your market.

By 2030, CEO Life will unite 50,000 leaders across 150+ U.S. and global chapters. The Chapter Presidents who join now aren’t just building income — they’re claiming leadership territory in a movement.

What You’ll Build

Your Revenue Streams

• Personal membership sales commissions
• Chapter team performance bonuses
• Sponsorship revenue
• Renewals that compound over time

Your Responsibilities

Executive Sales Leadership
Your most important role is leading by example on the sales floor. You will personally prospect, engage, and close CEOs, Founders, and C-suite executives — and coach your Chapter Directors to do the same at scale. Your credibility at the executive level is the engine that drives chapter growth.

Team Leadership & Development
Guide your four Chapter Directors across specialized industry verticals. Set the standard for executive outreach, discovery conversations, and enrollment. Coach your team to consistently close 3–10+ executive-level members per month.

Executive Event Execution
Organize and host monthly signature events designed exclusively for CEOs, Founders, and C-suite leaders throughout the Chicago market. Drive attendance, create transformational peer experiences, and use every event as a pipeline opportunity.

Strategic Partnerships
Cultivate sponsorship opportunities and collaborative relationships that generate additional revenue and deepen CEO Life’s footprint throughout Chicago’s business community.

Chapter Culture & Member Experience
Foster an environment where executive members feel genuinely connected, supported, and valued. Member retention begins with the relationships you build from day one.

Operational Excellence
Track all prospecting activity, member interactions, and pipeline data in our CRM systems. Document consistently and maintain a clean, active pipeline of executive prospects.

Your Ideal Profile

You are:

• A proven closer with demonstrated success selling to CEOs, Founders, and C-suite executives — not just working alongside them
• Deeply connected within the Chicago business community at the executive level
• A natural leader who can inspire a team while continuing to perform personally
• Motivated by unlimited earning potential tied directly to your sales impact and chapter growth
• Skilled at operating independently while building and leading a high-performance team

You bring:

• A track record of executive-level business development, sales, or entrepreneurship
• The credibility and presence to engage the most influential decision-makers in the Chicago market as a peer
• High emotional intelligence and the ability to build authentic trust with CEOs and senior leaders
• Leadership experience coordinating teams or managing complex, results-driven initiatives
• An unwavering commitment to member experience excellence at the C-suite level
• The ability to balance personal executive sales performance with chapter-wide leadership responsibilities

Why CEO Life Is Different

Unmatched Support Infrastructure

• Comprehensive onboarding and leadership development programs
• Full access to our CRM and CEO Life platforms
• National marketing campaigns and brand recognition
• Proven playbooks from top-performing Chapter Presidents operating in executive markets nationwide

True Earning Ownership

• Build recurring revenue that compounds as your executive member base grows
• No earnings cap — your success scales with your leadership and your network
• Clear path to additional leadership roles and equity participation

Part of Something Bigger

• Join during a pivotal transformation with new executive leadership
• Access national conferences and exclusive events attended by top-tier leaders
• Connect with extraordinary executives across 35+ chapters nationwide
• Lead the charge toward CEO Life’s 2030 vision: 150+ chapters and 50,000 global leaders

Compensation

Base salary plus uncapped commissions on chapter revenue.

Ready to Lead Chicago?

We’re selecting aChapter President for Chicago, ILto set the standard for executive connection excellence in one of the country’s most dynamic business communities.

If you have the executive relationships, sales track record, and leadership presence to build something extraordinary in Chicago, this is your moment.

CEO Life operates through three pillars:Gather(authentic relationships),Grow(leadership development), andGive(community impact).

Join us in building the future of executive connection — one CEO, one Founder, and one C-suite leader at a time.