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

OS84WEVLazNzVXFHeEFzeGN4UnF4UFloVVE9PQ==
  • 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

Solakon

Shopify Web Developer (m/w/d) Job at Solakon

Als Shopify Frontend Developer (m/w/d) sorgst du dafr, dass unser Onlineshop nicht nur gut aussieht, sondern auch verdammt gut performt. Du bist das technische Bindeglied zwischen Design, Marketing und einem erstklassigen Nutzererlebnis.Das sind deine Aufgaben: Onlineshop... 

Eaton Corporation

DevOps IT Engineer- AI Job at Eaton Corporation

 ...Eaton is hiring a DevOps IT Engineer, AI. This role can be located at any Eaton U.S location and 25% travel is required.As an experienced engineer, you know that AI and machine learning are critical to understanding and processing massive datasets. Your ability to conduct... 

Barbaricum, LLC

Web and Digital Interface Designer Job at Barbaricum, LLC

 ...Our teams are at the frontier of the Nation's most complex and rewarding challenges. Join our team.Barbaricum seeks a Web and Digital Interface Designer to join a high-impact team supporting a United States Strategic Command (USSTRATCOM) mission at Offutt Air Force Base... 

North South Consulting Group

Mental/Behavioral Health Coach Job at North South Consulting Group

 ...North South Consulting Group is seeking a Call Center Coach to provide non-clinical, supportive coaching to transitioning service members and veterans navigating mental health and TBI care systems. This role serves as a critical bridge to care. Key Responsibilities... 

Tokenworks Inc

Executive & Personal Assistant Job at Tokenworks Inc

 ...end of this role description will be considered for this role. Overview Seeking a proactive, detail-oriented Executive and Personal Assistant to deliver administrative, financial, and logistical support to the CEO and company operations. This role blends executive...