Executive Assistant to Keith Yackey
Part-Time Contractor · 5–10 hrs/week · $1,000/month · Dana Point, CA (In Person with Some remote)
About the RoleKeith Yackey is a relationship coach, author, and entrepreneur best known for The Married Game — a men's coaching program dedicated to helping husbands show up powerfully in their marriages. He is looking for a dependable, detail-oriented Executive Assistant to keep his personal and professional world running smoothly so he can stay focused on coaching, content, and his clients.
This is a 1099 contractor role averaging 5–10 hours per week, with flexibility built in. The right person thrives on variety, can manage a fast-moving schedule without losing the details, and takes real pride in running a tight operation.
What You'll DoDay-to-Day Operations
Review Keith's calendar each morning (or the night before) and flag conflicts or gaps
Send Keith daily strategy call details pulled from his email — client name, time, and phone/Zoom info
Monitor and triage Keith's email inbox; file, star urgent items, and draft replies using his voice
Check social media accounts (Instagram, Facebook, LinkedIn, TikTok) daily; respond to DMs and comments, and reach out to 10 new prospective clients per day
Post video reels provided by the videographer to TikTok with correct captions and hashtags
Update the Married Game Prospects sales sheet after each strategy call
Manage incoming packages — track deliveries and pick them up from Keith's residence before bringing them to the office
Office Upkeep
Stock drinks, snacks, ice, and cleaning supplies on a regular schedule
Maintain the office space — organized, clean, and ready for calls or events
Set up the tech for Zoom calls (computer, microphone, lights, iPad in Sidecar mode) and manage breakout rooms, timers, and spotlight during live sessions
Coordinate bi-weekly cleaning crew scheduling
Events & Travel
Book all travel (flights, hotels, private drivers) for Keith and his family — always first class, 4-diamond or above, suite rooms
Lead coordination for Married Game events: registration pages, food orders, party bus, ice bath setup, room prep, and client communications
Pre-plan restaurant reservations and VIP arrangements for date nights and client dinners
Health & Supplements
Refill Keith's weekly supplement containers every Monday (Day, Night, and Gummies boxes)
Coordinate blood work orders through LifeExtension.com every 6 weeks and schedule the appointment
Weekly Meetings
You'll meet with Keith every Tuesday and Thursday at 12pm at the Dana Point office to debrief the week and align on upcoming priorities. Topics include travel, events, social media, client outreach, podcast, and anything else on his plate. Come prepared with notes and a running task list.
Who You AreComfortable working in a coaching environment focused on men's relationships and personal development — you believe in the mission and can represent the brand authentically
Hyper-organized and detail-obsessed — nothing slips through the cracks on your watch
Proactive — you anticipate needs before being asked
Excellent written and verbal communicator who can represent Keith professionally
Comfortable with a wide variety of tasks, from tech setup to restaurant reservations to picking up packages
Discreet and trustworthy with access to personal and professional information
Based in or near Dana Point / Orange County, CA — regular in-person presence required
Proficient with Google Workspace and Zoom; quick to adapt to new tools
Bonus PointsExperience supporting a high-profile individual or entrepreneur
Familiarity with Canva, Warrior App, or Typeform
Background in event coordination or personal assistant work
Passion for personal development, relationships, or the men's coaching space
The DetailsEngagement type:
1099 Independent Contractor
Hours:
5–10 hours per week (some weeks more during events)
Compensation:
$1,000/month
Location:
Hybrid — some remote, regular in-person time at the Dana Point office and occasional visits to Keith's residence