Executive Assistant - Santa Barbara; On-Site at Silver Air Private Jets Santa Barbara, CA

Executive Assistant - Santa Barbara (On-Site) job at Silver Air Private Jets. Santa Barbara, CA.

Department: Administration Executive

Location: Santa Barbara

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

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

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.

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.

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