Vancouver, Canada | Posted on 10/20/2026 Estoras Group Location: Sunshine Coast / Greater Vancouver, BC Type: Full-time employment or consulting arrangement Travel: Significant, including up to approximately 75% during parts of the racing season About the Role

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.

One day you may be helping prepare for a client meeting, coordinating travel, researching a supplier or handling recruitment logistics. The next, you may be taking a vehicle for service, arranging an executive pickup, helping coordinate a property issue or travelling with our racing team.

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 chance 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 is an important part of how we operate.

You should be comfortable learning and using tools such as:

AI assistants

Automation tools

Business applications

AI‑enabled wearable technology

Over time, the role may expand into deeper Zoho One administration, reporting,



workflows, automation and user support.

You do not need to be a technologist, but you should be digitally confident and genuinely interested in using technology to improve how work gets done.

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

You should be comfortable making complicated logistics feel organized and manageable.

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

The expectation is not simply to arrange things, but to make sure they actually get completed.

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

📌 Contract (Winnipeg)
🏢 Estorasgroup
📍 Winnipeg