Chapter Director Role: Build Executive Network Chicago

CEO Life; Chicago (IL); Hybrid; USD 56,000 - 112,000; Part time

Benefits offered by this job

Complimentary CEO Life membership

Access to CEO Life events

Job summary

CEO Life in Chicago seeks Chapter Directors to build relationships with local CEOs, entrepreneurs, and business owners. This is a part-time, commission-based role focused on growing the chapter through personal introductions and events.

There is no base salary; earnings depend on 2–4 new members per month and 25% commission on membership revenue. You will receive support, tools, and a complimentary CEO Life membership to participate in the network.

Qualifications

• Excellent relationship-building and interpersonal skills.
• Strong networking abilities with local business communities.
• Comfortable engaging with C-suite executives and business owners.

Responsibilities

• Build relationships with CEOs, entrepreneurs, and business owners in your market.
• Identify and introduce qualified prospective members to CEO Life.
• Leverage CEO Life tools to generate opportunities and memberships.
• Personally contribute 2–4 new CEO Life members per month.
• Attend and participate in monthly chapter events.
• Welcome prospective and new members into the community.

Skills

Relationship building

Networking

Prospecting

Communication

Job description

Chapter Director Role: Build Executive Network Chicago — Remote

This is a part-time, commission-only role — an important distinction for anyone evaluating it as a primary career move. The $5,000–$10,000/month income target is achievable but entirely dependent on personal performance, membership pricing, and collections, with no guaranteed base salary.

Green flags:

• Genuine skill development in high-value areas: executive relationship management, consultative selling, and community building — all transferable to roles in business development, partnerships, or account management.
• Access to a network of CEOs and C-suite executives is a rare career asset that compounds over time.
• Low-risk entry point: part-time means you can test it alongside an existing career.
• Structured support system (Chapter President, corporate tools) reduces the "figure it out alone" risk.

Red flags to consider:

• No base salary — income is 100% commission, which creates financial instability, especially in early months while building a pipeline.
• KPIs (2–4 members/month) are measurable but achievability depends heavily on undisclosed membership pricing.
• The role is essentially a membership sales position, even if framed as "relationship building" — candidates should be comfortable with that reality.
• Limited upward mobility described — no mention of a path from Chapter Director to Chapter President or corporate roles.

Best suited for professionals in real estate, finance, or consulting who already have strong local networks and want to monetize their connections while expanding them further.

Chapter Director – Chicago, IL

Part-Time | Commission-Based | Local Market

Build Relationships. Build Your Network. Build Your Income. Build CEO Life in Your City.

CEO Life is building a nationwide community of CEOs, entrepreneurs, business owners, and C-suite executives who believe that business and life is better when the right people are connected.

We are looking for highly connected, relationship-driven individuals to serve as Chapter Directors in each of our local markets.

This is not a traditional sales job. The Chapter Director is one of the boots-on-the-ground relationship builders responsible for growing the CEO Life community within their city. You'll meet exceptional business leaders, make meaningful introductions, attend incredible events, and help identify the people who belong inside CEO Life.

In return, you'll have the opportunity to earn $5,000–$10,000+ per month in additional income, receive a complimentary CEO Life membership, and become one of the most connected people in your city's business community. And it's designed to be done part-time.

THE OPPORTUNITY

Each CEO Life Chapter will have a team of four Chapter Directors working under the leadership of the Chapter President. Your primary objective is simple: Bring 2–4 exceptional new members into CEO Life each month.

CEO Life provides Chapter Directors with access to a proven suite of tools, systems, resources, marketing assets, and strategies designed to help identify and engage qualified prospective members. Your job is to bring the most important ingredient: Relationships.

You should enjoy meeting people, building trust, making introductions, creating opportunities, and bringing great people together. We are not looking for high-pressure salespeople. We are looking for connectors.

WHAT YOU'LL DO

As a Chapter Director, you will:

• Build relationships with CEOs, entrepreneurs, business owners, and C-suite executives throughout your market.
• Identify and introduce qualified prospective members to CEO Life.
• Leverage CEO Life's proven suite of prospecting, outreach, marketing, and relationship-building tools to consistently generate opportunities.
• Personally contribute 2–4 new CEO Life members per month.
• Attend and actively participate in your chapter's monthly CEO Life event.
• Welcome prospective and new members into the community.
• Help create connections between members and prospects when appropriate.
• Represent CEO Life professionally throughout the local business community.
• Collaborate with your Chapter President and fellow Chapter Directors to grow the chapter.
• Participate in regular accountability, pipeline, and performance meetings with your Chapter President.
• Become an ambassador for the CEO Life brand and mission within your city.

COMPENSATION

Chapter Directors earn 25% commission on membership revenue they personally generate, subject to the applicable compensation plan and payment terms. With CEO Life memberships typically representing a significant annual investment, adding just 2–4 members per month can create meaningful additional income.

Target Income Opportunity: $5,000–$10,000+ per month

There is no artificial ceiling on what a successful Chapter Director can earn. Actual earnings depend on memberships sold, membership pricing, collections, and individual performance. This is designed as a part-time opportunity with substantial income potential, particularly for someone who already has relationships within their local business community.

COMPLIMENTARY CEO LIFE MEMBERSHIP

Active Chapter Directors in good standing receive a complimentary CEO Life membership, giving you the opportunity to participate in the same community you are helping build. That means access to:

• CEO Life's local community of business leaders
• Monthly chapter events
• Relationship-building opportunities
• Member-to-member connections
• The broader CEO Life network
• Opportunities to build relationships beyond your local market

You're not simply selling membership into a community. You're becoming part of it.

WHO WE'RE LOOKING FOR

You may be an excellent Chapter Director if you are:

• Naturally relationship-oriented
• Well-connected or highly motivated to become well-connected
• Comfortable speaking with successful business owners and executives
• Someone who genuinely enjoys bringing people together
• Entrepreneurial and self-motivated
• Comfortable working in a performance-driven environment
• Organized enough to consistently manage a relationship pipeline
• Coachable and willing to use proven systems rather than reinventing them
• Comfortable being held accountable to measurable goals
• Professional, trustworthy, and credible
• Excited about becoming highly involved in your local business community

You do not necessarily need to be a career salesperson. Some of our strongest Chapter Director candidates may come from industries built around relationships—real estate, financial services, professional services, technology, consulting, recruiting, healthcare, hospitality, private equity, banking, insurance, or entrepreneurship.

What matters most is your ability to connect with people, build trust, follow a system, and execute consistently.

YOUR SUPPORT SYSTEM

You won't be expected to figure this out alone. CEO Life has developed a growing suite of proven tools and systems designed to support Chapter Directors in identifying, engaging, and converting qualified prospective members. You'll work alongside:

• 1 Chapter President – Leading the chapter, managing the Chapter Director team, overseeing the member community, and driving local execution.
• 4 Chapter Directors – Serving as the relationship-driven, boots-on-the-ground growth team.
• Corporate Support – Providing the systems, marketing infrastructure, technology, training, tools, and resources designed to help each chapter grow.

PERFORMANCE EXPECTATIONS

This is a flexible, part-time role, but it is not a passive role. Every Chapter Director is expected to contribute directly to chapter growth.

Primary KPI: 2–4 New Members Per Month

Additional expectations include:

• Monthly Event Attendance: Be present, engaged, and actively involved at the chapter's monthly event.
• Pipeline Activity: Maintain consistent prospective-member activity using CEO Life's systems and tools.
• Relationship Development: Continuously expand your relationships within the local CEO, entrepreneur, and business-owner community.
• Accountability: Report to the Chapter President and participate in regular pipeline and performance accountability.

Is the Chapter Director role fully remote or does it require in-person presence in Chicago? This role requires in-person presence in Chicago. Chapter Directors must attend monthly chapter events and conduct local relationship-building activities within the Chicago business community. How is compensation structured — is there a base salary? There is no base salary. Chapter Directors earn a 25% commission on membership revenue they personally generate, with a target income of $5,000–$10,000+ per month based on bringing in 2–4 new members monthly. Do I need prior sales experience to become a Chapter Director? No formal sales experience is required. CEO Life is looking for relationship-driven connectors, and strong candidates often come from industries like real estate, financial services, consulting, recruiting, or entrepreneurship. How many hours per week does this part-time role typically require? The posting does not specify exact hours, but it is designed as a part-time commitment. The primary KPI is bringing in 2–4 new members per month, with attendance at one monthly event required. What is included in the complimentary CEO Life membership for Chapter Directors? Active Chapter Directors in good standing receive access to the local CEO Life community, monthly chapter events, member-to-member connections, and the broader CEO Life national network.

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