Executive Operation Assistant - Chief of Staff - In Training

Executive Operation Assistant - Chief of Staff - In Training

Cache Information Systems is seeking a highly reliable, detail-oriented

Executive Operations Assistant to support both the Founder and the business with day-to-day logistics, coordination, and operational follow-through.

This role exists to remove friction from leadership and operations. If the Founder or leadership team should not be doing it, this role owns it.

This is a hands-on, execution-focused position that blends personal logistics,business coordination, and operational support. The ideal candidate is proactive, trustworthy, organized, and comfortable handling a wide variety of tasks in a fast-moving environment.

• Coordinate and manage personal logistics for the Founder
• Schedule and handle vehicle logistics (drop-off/pick-up for car wash, detailing, service, dealership visits)
• Run errands and manage shopping, returns, and supply pickups
• Coordinate appointments, reservations, and time-sensitive tasks
• Handle ad-hoc requests with discretion and urgency

• Take notes during meetings and track action items
• Coordinate internal meetings, events, and offsite logistics
• Manage office supplies and small equipment purchases
• Assist with vendor coordination and scheduling
• Pick up/drop off equipment, keys, documents, or materials
• Support project managers and the operations team with logistical tasks
• Follow up on tasks to ensure completion and accountability

• Maintain task lists and priorities for leadership
• Communicate clearly with internal teams and vendors
• Keep basic records related to errands, expenses, and schedules
• Assist with travel logistics when needed

THIS ROLE IS:

• Logistics-focused
• Trusted and confidential
• A mix of personal and business support

THIS ROLE IS NOT:

• Manual labor (e.g., washing cars, cleaning homes)
• A traditional desk-only admin role

• Highly organized with strong follow-through
• Comfortable handling sensitive information with discretion
• Reliable transportation and willingness to travel locally
• Tech-comfortable (email, calendars, notes, basic tools)
• Ability to multitask and prioritize in a dynamic environment
• Prior experience in operations, admin, hospitality, real estate, or executive support preferred

• Part-time or Full-time available
• Mostly weekday support with occasional flexibility