Job Description

Overview:

We're looking for a sharp, proactive Executive Assistant to support a fast-moving CEO managing multiple growing businesses. You'll operate as the CEO's right hand--keeping communications clear, logistics streamlined, and time focused. You thrive in a fast-paced, high-performance environment, anticipate needs before they arise, and love creating structure behind the scenes. This is not just a task role--it's a leadership-support role.

Key Responsibilities

Email Management

Manage inbox daily and prioritize urgent items Draft, reply, and summarize communications Follow up on delegated tasks Maintain clear folder structure and efficient workflow

Calendar & Scheduling

Own and optimize the CEO's calendar Schedule internal and external meetings Protect strategic focus time, family blocks, and EOS sessions Send reminders and meeting briefs

Travel Planning

Research and book all travel details Create clear itineraries Coordinate with spouse and team for joint travel Track frequent flyer programs, visa needs, and loyalty points

Meeting & Project Coordination

Prep for meetings and investor calls Take and organize meeting notes Document action steps and follow-ups Assist with internal systems like Trainual and shared folders

Errands & Personal Support

Coordinate appointments, orders, RSVPs, and logistics Support with household/personal errands Assist spouse with occasional logistics Maintain office supplies and run local errands as needed Must have drivers license and clean driving record
Salary and benefits to be determined based on applicant qualifications and experience

Job Type: Full-time

Work Location: Hybrid remote in Windsor, ON N8W 5X2

Expected start date: 2025-08-18