Chief of Staff to Entrepreneur Job at Pocketbook Agency, Ventura County, CA

a21QTytQNUp1KzFuQnNpWTdCNU5ObjcwUGc9PQ==
  • Pocketbook Agency
  • Ventura County, CA

Job Description

A dynamic entrepreneur based in Ventura/Santa Barbara is seeking a highly capable and driven Chief of Staff to serve as their right hand across personal, professional, and creative ventures. This is a unique opportunity for someone who thrives in a fast-paced, ever-evolving environment, is energized by solving complex problems, and wants to grow alongside an ambitious founder.

Key Responsibilities:

Executive Support

  • Proactive calendar and schedule management across multiple time zones
  • End-to-end travel planning and logistics (domestic/international, personal/professional)
  • Handle speaking engagements, podcast appearances, and related coordination

Family + Household Support

  • Liaise with nanny to ensure seamless coordination for the children
  • Oversee grocery deliveries, school schedules, and extracurricular logistics
  • Manage gifting for family and friends, including holidays, birthdays, and special occasions

Business & Venture Support

  • Provide hands-on support in launching and building new ventures
  • Be a thought partner and sounding board for ideation, strategy, and execution
  • Support photography and creative production logistics

Operations & Relationship Management

  • Serve as the point of contact for the family office and financial team
  • Manage incoming requests from extended family and friends (reimbursements, travel, etc.)
  • Coordinate philanthropic efforts and charitable initiatives
  • Onboard and manage social media consultants and platforms

IT + Property Oversight

  • Troubleshoot and coordinate IT needs across personal and professional devices
  • Oversee multiple properties, including a home in Costa Rica, ensuring maintenance and operations run smoothly

Ideal Candidate:

  • Prior Chief of Staff or Senior Personal Executive Assistant experience supporting a founder or CEO
  • Naturally strategic, organized, and solutions-oriented
  • Able to handle a 24/7 mindset and thrive in a role that touches every part of a busy, multifaceted life
  • Comfortable balancing high-level strategy with day-to-day execution
  • Excellent communication skills with high emotional intelligence and discretion
  • Tech-savvy, detail-oriented, and energized by supporting ambitious goals
  • Creative, resourceful, and excited to learn from and grow alongside an entrepreneur

Salary: $150,000-$175,000

Benefits: Unlimited PTO, Phone stipend, Health care stipend, Bonus

Job Tags

Holiday work,

Similar Jobs

IES Residential

Sewer Camera Operator Job at IES Residential

Bayonet Plumbing & HVAC - Sewer Camera OperatorBayonet Plumbing & HVAC is seeking an experienced Sewer Camera Operator to perform sewer line inspections using advanced camera and locating equipment. This role is essential in diagnosing underground sewer issues, supporting... 

Crash Champions

Auto Body Technician - Flat Rate Job at Crash Champions

 ..., and cycle time. \n \n Removes upholstery, accessories, electrical and hydraulic window operating equipment, and trim to gain access to vehicle and fenders. \n \n Participates in all required safety meetings. \n \n Files, grinds, and sands repaired surfaces... 

Archadeck

Lead Carpenter Job at Archadeck

 ...Archadeck Carpenter Opportunity We are Archadeck of Akron (a nationally recognized outdoor living builder) who is seeking experienced...  ...have their own transportation and basic tools and be willing to travel within the Northeast Ohio area. They are a skilled craftsman... 

ABEX TAX PREPARERS

Tax Preparer Job at ABEX TAX PREPARERS

Tax Preparer Needed by Macomb Countys Largest Tax Firm. Individual must have 3 years experience and able to work under pressure. FULL-TIME or PART-TIME and starting salary of $20-$35 per hour. Additional earnings for corporate & partnership experience. ABEX... 

ChristianaCare

Radiation Therapist II Job at ChristianaCare

 ...hospital and departmental policies and procedures. Attends departmental meetings and in-services. Fabricates custom blocks and molds as needed under the direction of a physician, dosimetrist, physicist, or Radiation Therapist II. Cleans and maintains a clean and...