Director of Member Experience & Operations (Chapter Administrator)
YPO Naples Integrated, Naples, FL, United States
Overview
Director of Member Experience & Operations YPO Naples Chapter Naples, Florida | Flexible (In-Person Aug-May + Remote June-July) This application requires an email follow up to be considered for this position. This is not a typical job. This is an opportunity to sit at the center of a community of high-performing CEOs and business leaders—and help shape the experiences that fuel their growth, connection, and impact. YPO (Young Presidents’ Organization) is a global leadership community of more than 29,000 chief executives. The Naples Chapter is being built with intention—to deliver exceptional, high-touch experiences that members genuinely look forward to. We are not trying to be average. We are building something special. This role is for someone who takes pride in creating seamless, thoughtful, and elevated experiences—and who thrives in an environment where expectations are high and the people are exceptional. This is not a typical job. This is experience ownership. What This Role Really Is
This is not just event planning. This is not just administration. This is experience ownership. You are the person ensuring that every interaction a member and their family has with YPO Naples feels: Welcoming and inclusive Thoughtfully curated Seamless and effortless Rooted in connection and belonging Meaningful and memorable You are the operational
heartbeat of the chapter . What Success Looks Like (First 6 Months)
Events run seamlessly—from communication to execution—with strong member attendance and engagement Members feel informed, cared for, and excited about what is coming next The board experiences you as organized, proactive, and easy to work with Communication is consistent, polished, and on-brand across all channels You anticipate needs before they are asked You establish a weekly reporting rhythm with the Chapter Chair (priorities, progress, risks, next steps) You build simple systems that make the chapter easier to run over time Core Responsibilities
Member Experience & Events
Plan and execute all chapter events in partnership with the Learning Officer—from small dinners to signature experiences Own all event logistics: venues, vendors, catering, AV, run-of-show, and on-site execution Create and manage all event communications, registrations, and follow-up Ensure every event feels polished, thoughtful, and well-run Communication
Serve as the voice of the chapter across email, WhatsApp, and other platforms Draft clear, warm, and professional communications Maintain consistency and quality across all member touchpoints Board & Chapter Operations
Support the executive committee with agendas, meeting preparation, and follow-up Maintain organization across chapter activities, timelines, and priorities Ensure strong coordination across officers Membership & Data
Support membership tracking, onboarding, and engagement Maintain accurate data and systems Assist with renewals and reporting Financial & Administrative Oversight
Track budgets, expenses, and invoices Ensure vendors are paid and records are organized Maintain operational documentation and systems How You Will Operate
Ownership
You own outcomes. You take initiative and follow through without needing to be asked. Communication & Accountability
Weekly check-in with the Chapter Chair Clear reporting on priorities, progress, and challenges No surprises Flexibility with Responsibility
This role averages ~30 hours per week, with flexibility depending on events and seasonality Some weeks will require more time (events), others less Evenings and occasional weekends are part of the role Who Thrives in This Role
You might be a great fit if you: Have a background in event planning, hospitality, executive support, or member-based organizations Naturally think ahead and anticipate needs Take pride in details that others overlook Enjoy working with high-performing, driven individuals Are highly organized but also adaptable Like having autonomy but also being held accountable Are energized by creating meaningful experiences Ideal Background (Not Required, But Helpful)
5–8+ years in event planning, hospitality, executive assistant, or similar roles Experience supporting senior leaders or high-end clientele Comfortable managing multiple priorities and stakeholders Strong written communication skills Proficiency with Google Suite, Excel, and communication tools Travel & YPO Integration
As part of this role, you will attend two out-of-state, multi-day YPO trainings and team-building workshops annually These gatherings connect you with Chapter Managers and leaders across the YPO network and are designed to elevate the quality and consistency of the member experience Travel expenses will be covered Compensation & Start Date
Salary:
$65,000+ (1099 independent contractor) This is designed as a flexible, outcome-based role (~30 hours/week on average, likely less hours in June-July and more hours Aug-May) Ideal for someone seeking both stability and flexibility (including those with a complementary business or consulting work) Target start date: June 1, 2026. Will need to attend and support the chapter’s closing event on the evening of June 4, providing an opportunity to onboard, observe, and begin transitioning into the role Location & Seasonality
This role requires being
based in Naples, Florida
from mid-August through early June, aligned with the chapter’s primary event season In-person presence is required for events , including some evenings and occasional weekends During the summer months (June–August), the role shifts to a lighter, primarily remote schedule focused on: Membership renewals (July cycle) Planning and preparation for the upcoming season This role follows the natural rhythm of the Naples season—highly engaged and in-person during the core months, with a lighter, flexible, and remote summer period. It is well-suited for someone who values both
meaningful work and seasonal flexibility . Final Thought
This role is for someone who cares about the experience others have. If you are someone who notices the details, takes pride in execution, and enjoys being around people who are building and leading at a high level—this is a unique opportunity to be part of something meaningful. How to Apply
Please submit via email with the subject line "YPO Naples Experience - {your name}" to janetjohanson@live.com: A short note (or 2–3 minute video) on why this role interests you Your resume Include the phrase “YPO Naples Experience” in the subject line of your email so we know you read this description fully (Optional but encouraged) An example of an event or experience you planned, including any invitation or communication you created
#J-18808-Ljbffr
Director of Member Experience & Operations YPO Naples Chapter Naples, Florida | Flexible (In-Person Aug-May + Remote June-July) This application requires an email follow up to be considered for this position. This is not a typical job. This is an opportunity to sit at the center of a community of high-performing CEOs and business leaders—and help shape the experiences that fuel their growth, connection, and impact. YPO (Young Presidents’ Organization) is a global leadership community of more than 29,000 chief executives. The Naples Chapter is being built with intention—to deliver exceptional, high-touch experiences that members genuinely look forward to. We are not trying to be average. We are building something special. This role is for someone who takes pride in creating seamless, thoughtful, and elevated experiences—and who thrives in an environment where expectations are high and the people are exceptional. This is not a typical job. This is experience ownership. What This Role Really Is
This is not just event planning. This is not just administration. This is experience ownership. You are the person ensuring that every interaction a member and their family has with YPO Naples feels: Welcoming and inclusive Thoughtfully curated Seamless and effortless Rooted in connection and belonging Meaningful and memorable You are the operational
heartbeat of the chapter . What Success Looks Like (First 6 Months)
Events run seamlessly—from communication to execution—with strong member attendance and engagement Members feel informed, cared for, and excited about what is coming next The board experiences you as organized, proactive, and easy to work with Communication is consistent, polished, and on-brand across all channels You anticipate needs before they are asked You establish a weekly reporting rhythm with the Chapter Chair (priorities, progress, risks, next steps) You build simple systems that make the chapter easier to run over time Core Responsibilities
Member Experience & Events
Plan and execute all chapter events in partnership with the Learning Officer—from small dinners to signature experiences Own all event logistics: venues, vendors, catering, AV, run-of-show, and on-site execution Create and manage all event communications, registrations, and follow-up Ensure every event feels polished, thoughtful, and well-run Communication
Serve as the voice of the chapter across email, WhatsApp, and other platforms Draft clear, warm, and professional communications Maintain consistency and quality across all member touchpoints Board & Chapter Operations
Support the executive committee with agendas, meeting preparation, and follow-up Maintain organization across chapter activities, timelines, and priorities Ensure strong coordination across officers Membership & Data
Support membership tracking, onboarding, and engagement Maintain accurate data and systems Assist with renewals and reporting Financial & Administrative Oversight
Track budgets, expenses, and invoices Ensure vendors are paid and records are organized Maintain operational documentation and systems How You Will Operate
Ownership
You own outcomes. You take initiative and follow through without needing to be asked. Communication & Accountability
Weekly check-in with the Chapter Chair Clear reporting on priorities, progress, and challenges No surprises Flexibility with Responsibility
This role averages ~30 hours per week, with flexibility depending on events and seasonality Some weeks will require more time (events), others less Evenings and occasional weekends are part of the role Who Thrives in This Role
You might be a great fit if you: Have a background in event planning, hospitality, executive support, or member-based organizations Naturally think ahead and anticipate needs Take pride in details that others overlook Enjoy working with high-performing, driven individuals Are highly organized but also adaptable Like having autonomy but also being held accountable Are energized by creating meaningful experiences Ideal Background (Not Required, But Helpful)
5–8+ years in event planning, hospitality, executive assistant, or similar roles Experience supporting senior leaders or high-end clientele Comfortable managing multiple priorities and stakeholders Strong written communication skills Proficiency with Google Suite, Excel, and communication tools Travel & YPO Integration
As part of this role, you will attend two out-of-state, multi-day YPO trainings and team-building workshops annually These gatherings connect you with Chapter Managers and leaders across the YPO network and are designed to elevate the quality and consistency of the member experience Travel expenses will be covered Compensation & Start Date
Salary:
$65,000+ (1099 independent contractor) This is designed as a flexible, outcome-based role (~30 hours/week on average, likely less hours in June-July and more hours Aug-May) Ideal for someone seeking both stability and flexibility (including those with a complementary business or consulting work) Target start date: June 1, 2026. Will need to attend and support the chapter’s closing event on the evening of June 4, providing an opportunity to onboard, observe, and begin transitioning into the role Location & Seasonality
This role requires being
based in Naples, Florida
from mid-August through early June, aligned with the chapter’s primary event season In-person presence is required for events , including some evenings and occasional weekends During the summer months (June–August), the role shifts to a lighter, primarily remote schedule focused on: Membership renewals (July cycle) Planning and preparation for the upcoming season This role follows the natural rhythm of the Naples season—highly engaged and in-person during the core months, with a lighter, flexible, and remote summer period. It is well-suited for someone who values both
meaningful work and seasonal flexibility . Final Thought
This role is for someone who cares about the experience others have. If you are someone who notices the details, takes pride in execution, and enjoys being around people who are building and leading at a high level—this is a unique opportunity to be part of something meaningful. How to Apply
Please submit via email with the subject line "YPO Naples Experience - {your name}" to janetjohanson@live.com: A short note (or 2–3 minute video) on why this role interests you Your resume Include the phrase “YPO Naples Experience” in the subject line of your email so we know you read this description fully (Optional but encouraged) An example of an event or experience you planned, including any invitation or communication you created
#J-18808-Ljbffr