Careers
Careers
Now Hiring
Remote (US-Based) · Part-Time
Direct support for the founder of The Exiter Club. You keep things running so Jason can focus on what matters most.
Location
Remote (US)
Hours
~20 hrs / week
Pay
$30 to $40 / hr
Travel
Nashville, 3 to 6x / yr
Section One
Jason Duncan is a 2x TEDx speaker, #1 bestselling author of Exit Without Exiting, and founder of The Exiter Club, a high-ticket mastermind for entrepreneurs building $3M+ businesses. His personal brand, The Real Jason Duncan, is built on exposing the lies people believe about business, money, and success, and revealing the truths that actually set them free.
This role puts you at the center of that mission.
You keep things running so Jason can focus on what matters most.
Jason operates as an Owner-Investor. He sets the vision, creates content, and helps deliver high-value client experiences. You keep everything else running smoothly behind the scenes.
The Exiter Club serves successful entrepreneurs who pay premium fees and expect premium service. You're their primary point of contact. You onboard new members, answer questions, send reminders, coordinate with coaches, and make sure every interaction reinforces why they're here. They should feel like VIPs. They should wish you were their EA.
Calendar, email, travel, team coordination, vendor relationships, you keep the machine running. You'll coordinate across members, coaches, vendors, contractors, systems, and moving priorities simultaneously. You're not waiting for instructions. You're anticipating what needs to happen and handling it before anyone has to ask.
Workshops, retreats, dinners. You own the logistics: venues, catering, RSVPs, day-of execution. These are high-touch experiences and you make sure they run flawlessly.
Jason hosts The Real Jason Duncan Podcast. You screen guests, manage bookings, prep materials, and ensure recordings happen smoothly. You also help get Jason booked on other shows and stages.
You'll do more than complete tasks. You'll anticipate what needs to happen and make sure it gets done.
You'll work directly with Jason, no layers, no bureaucracy. You'll interact daily with successful entrepreneurs, certified coaches, and strategic partners. You'll have real responsibility and real autonomy.
The goal is simple: Jason stays focused on high-value work because the details are handled. When this role is done well, he never has to wonder if something got done.
If you want real responsibility in a growing business instead of getting buried in corporate hierarchy, this might be for you.
You'll work directly with the founder. You'll serve high-caliber clients. You'll have impact.
And if you're excellent, there's room to grow with us.
Section Two
Executive Assistant providing high-level support for approximately 20 hours per week. You'll work directly with Jason, serve as the primary liaison for Exiter Club members, and handle the details that keep everything on track. High trust, high autonomy.
Professional liaison for Exiter Club members. Onboarding calls, member communications, attendance tracking, welcome packages, and ongoing support. Coordinate with XOS certified coaches. Ensure members feel like VIPs at every touchpoint.
Calendar management, email triage, travel coordination, team coordination, and operational follow-through. Create and improve SOPs. Handle correspondence. Solve operational challenges before they become problems.
Support quarterly workshops, retreats, and dinners. Venue coordination, catering, RSVPs, and day-of logistics. Travel to Nashville 3 to 6 times per year for events (expenses covered). Workload increases seasonally around events.
Manage The Real Jason Duncan Podcast: screen and book guests, prepare show notes, join recordings as producer. Coordinate guest thank-you gifts. Research and pitch opportunities for Jason to appear on other shows and stages.
Experience
Skills
How to Apply
We are running a structured process so the right candidate finds us, and so we honor every applicant's time. Here is what to expect.
Submit Your Resume and Cover Letter
Click the Apply button at the top of this page to submit your application. The cover letter matters most. Tell us why this role, why now, and why you.
If you are viewing a printed or PDF version of this page, send your resume and cover letter to [email protected] (cc: [email protected]) with the subject line "Executive Assistant Application."
Culture Index Assessment
If your application meets the guidelines for the role, you will be sent a link to take the Culture Index assessment. It is short and helps us understand how you naturally operate.
Short Video (Up to 3 Minutes)
If the Culture Index shows a possible match, you will be asked to submit a short video, three minutes or less, answering five questions. Record this video from your home office so we can see your workspace and setup. Do not use a teleprompter or read from a script. We want to hear you speak naturally in your own words. The goal is to see how you communicate and get a feel for fit before scheduling time with Jason.
Application Questionnaire
After we review your video, you will be invited to complete a detailed questionnaire. This covers your background, experience, technology proficiency, work style, and how you would handle real scenarios you might encounter in this role. It takes 20 to 30 minutes to complete thoughtfully.
Zoom Interview with Jason
Candidates who complete the questionnaire successfully are invited to a formal Zoom interview with Jason directly.
A note on who you will hear from. The Waxenberg Agency, run by Gabrielle Waxenberg, is managing this search on Jason's behalf. You may interact with Gabrielle or her team before connecting with Jason and his team directly. They are an extension of us, treat any contact from them the same way you would treat contact from Jason.
TRJD Enterprises, LLC is an equal opportunity employer committed to creating an inclusive environment where all team members can thrive while maintaining our core values and mission.
Submit your resume and cover letter to get the process started.
The cover letter matters most.