Executive Assistant - Santa Barbara (On-Site) at Silver Air Private Jets

Department: Administration Executive

Location: Santa Barbara

Compensation: $80,000 - $100,000 / year

Description

Elevate Leadership. Drive Strategy. Build Influence.

This is a deeply trusted, high-autonomy partnership with Jason Middleton, CEO and Founder of Silver Air. The Executive Personal Assistant manages the entire ecosystem surrounding the CEO - ensuring his time, focus, energy, and daily rhythm operate with precision across business, lifestyle, wellness, media, aviation, and household domains.

This is not a traditional administrative role.
It is a hybrid position spanning personal support, operational coordination, media and brand execution, and household workflow management.

Workload split:

• 65% Personal Support & Lifestyle Management
• 30% Business/Operational Coordination
• 5% Household Oversight
  
  
  

Key Responsibilities

Personal & Lifestyle Management (Majority of the Role)-Manage the CEO’s day from the first organizing call around 8:00 AM through evening wrap-up.-Maintain smooth personal rhythm across health, wellness, travel, content, fitness, and daily routines.-Coordinate personal appointments, projects, purchases, brand relationships, and household scheduling.-Manage travel logistics-commercial, private aviation, and international planning.-Ensure the CEO’s environment is always prepared, uncluttered, and optimized for performance and creativity.Operational & Business Coordination-Oversee the CEO’s inbox and calendar with exceptional precision.-Coordinate priorities with the Chief People Officer and other executives.

-Organize agendas, meeting prep, follow-ups, and task management.

-Serve as a stabilizing point between operations, Flight Club media, aviation teams, and business initiatives.

-Maintain confidentiality across all business and personal domains.

Media, Brand, & Public-Facing Support-Assist with content planning and light production for:-Flight Club Podcast-Social media presence-Brand partnerships-Lifestyle and travel projects-Ensure brand standards and timelines are met for both CEO and Silver Air content.

Household Oversight (Light Support)-Coordinate with household vendors and service providers.-Maintain flow, upkeep scheduling, and quality control.-Support alignment between household operations and the CEO’s personal/work schedule.

Skills, Knowledge and Expertise

Core Competencies-Exceptional organization and time-management skills.-High emotional intelligence; ability to anticipate needs before they surface.-High discretion, confidentiality, and judgment.-Ability to stay composed in a fast-paced, fluid environment.

Technical & Operational Ability-Mastery of calendar management and communication protocols.-Experience supporting an executive with complex, evolving priorities.-Ability to manage travel, logistics, events, and household workflows.-Strong digital fluency (Apple ecosystem, productivity apps, content organization tools).

Professional & Personal Attributes-Highly proactive; no “reminding” needed.-Detail-driven, visually aware, and polished.-Comfortable interacting with high-profile personalities, hospitality environments, pilots, operators, media teams, and wellness professionals.

Benefits

We care deeply about making Silver Air an incredible place to work and we invest a significant amount of time and energy into creating and maintaining a company culture that provides our team with a generous level of support whilst inspiring them to do their best work.

The specific benefits/perks we offer are continually evolving, but currently include:

• Fully paid for Health Insurance coverage for you and your family
• Generous personal development and employee assistance programs
• Top of the line equipment (Apple, Microsoft, Dell, Lenovo, etc.)
• Flexible leadership team
• Cell phone allowance
• Pet insurance
• Travel insurance
• Competitive salary
• Unlimited PTO