Executive Wingman / Personal Assistant in Vancouver

Estoras Group is looking for a highly capable, resourceful and hands-on Executive Wingman / Personal Assistant to become a trusted right hand to executive leadership across business, travel, logistics, personal support and motorsports. This is not a conventional executive assistant role. The person we are looking for has real-world experience, strong judgment and the confidence to step into a fast-moving environment where priorities can change quickly.

The common thread is simple: Understand what needs to happen, take ownership, and make sure it gets done properly. You will work closely with executive leadership and Managing Directors across multiple businesses. The role offers significant variety, direct exposure to business decision-making and the opportunity to grow into a highly trusted position.

What You’ll Do

• Executive & Business Support: You will support executive leadership and Managing Directors across several businesses. Responsibilities may include:
• Managing calendars, appointments and changing priorities
• Preparing meeting materials, briefing notes and follow-up actions
• Drafting correspondence and handling routine communications
• Attending selected business and client meetings
• Tracking commitments, decisions and outstanding actions
• Researching suppliers, products, venues and business opportunities
• Coordinating purchases, deliveries and service providers
• Helping solve practical business and operational problems
• Supporting multiple companies and learning how each operates
• Acting as a central point of contact when appropriate
• Recruitment & Onboarding: You will support hiring and onboarding activities across the group, including:
• Preparing and posting approved job opportunities
• Reviewing applications against defined requirements
• Coordinating interviews
• Supporting candidate screening and reference checks
• Preparing onboarding plans
• Coordinating equipment, documentation and system access
• Helping new team members understand the companies and how they work together
• Maintaining organized employee and contractor records
• Technology: Technology is an important part of how we operate. You should be comfortable learning and using tools such as AI assistants, automation tools, business applications, and AI-enabled wearable technology.
• Travel, Events & Logistics: You will help coordinate the details behind executive, business and motorsport activities. This may include:
• Flights and accommodation
• Ground transportation
• Restaurants and reservations
• Business meetings
• Team events and retreats
• Shipping and deliveries
• Equipment movements
• Last-minute changes and travel disruptions
• Executive Lifestyle & Personal Support: The role also includes practical personal support for executive leadership. This may include:
• Running errands and completing pickups
• Coordinating personal appointments and reservations
• Arranging household or property services
• Handling deliveries and returns
• Coordinating vehicle servicing and cleaning
• Helping prepare for guests or personal events
• Supporting day-to-day personal logistics where needed
• Driving & Vehicles: Driving is an important part of the position. You must:
• Be at least 21 years old
• Hold a valid driver’s licence
• Have a safe driving record
• Be comfortable driving in busy city traffic
• Have experience driving larger sedans and executive/luxury vehicles
• Be comfortable with airport pickups, downtown driving and tight parking
• Be willing to learn the operation and care requirements of company vehicles
• EDX Racing & Motorsport Support: Motorsports are a major part of this position. During the racing season, you will support EDX Racing and may travel extensively between events. Travel may reach approximately 75% during the summer racing period.

Requirements

• This role is best suited to someone with real-world professional experience, strong common sense and the maturity to operate around executives, clients, confidential information and changing priorities.
• You should bring:
• Strong personal integrity and discretion
• Excellent follow-through
• Good practical judgment
• Strong organization
• Clear written and verbal communication
• Confidence dealing with executives, suppliers and service providers
• Comfort solving problems independently
• Professional presence
• Digital confidence
• Interest in AI, automation and emerging technology
• Safe and confident driving
• Comfort with practical and physical work
• Flexibility with schedule and travel
• Genuine interest in motor sports
• Ability to handle confidential personal and business information appropriately
• Experience in any of the following would be valuable:
• Executive or personal assistance
• Operations
• Hospitality
• Event coordination
• Recruitment
• Automotive
• Travel
• Logistics
• Property management
• Technology
• Motor sport

This is not a traditional 9-to-5 role. Most days will be more typical, but executive schedules can include: