We're seeking an exceptional Executive Personal Assistant to support a dynamic, multi-venture entrepreneur with business interests spanning hospitality (Tim Hortons franchises), e-commerce, metals trading, and AI-driven business development. The ideal candidate will thrive in a fast-paced environment that demands meticulous organization, discretion, and the ability to seamlessly coordinate between business operations and personal priorities.
This role offers unique exposure to diverse business sectors and the opportunity to directly contribute to the growth and efficiency of multiple ventures while working closely with an established business owner who values structure, efficiency, and continuous development.
THE ROLE
As the Executive Personal Assistant, you'll serve as the critical link between the owner's vision and its execution across both business and personal domains. You'll collaborate with the General Manager, Operations Standards Coordinator, Executive Assistant, HR Manager, and Assistant Managers to ensure all priorities remain on track while maintaining the owner's carefully structured daily and weekly routines.
1. Strategic Calendar & Priority Management (25%)
Design and maintain an integrated master calendar incorporating business meetings, investor calls, regulatory deadlines, and recurring personal commitments (language study, fitness sessions, personal development)
Prepare concise, well-researched briefing materials before each engagement to maximize productivity
Implement a robust action-item tracking system, ensuring critical deadlines are met and nothing falls through the cracks
Anticipate scheduling conflicts and proactively propose solutions before they become issues
2. Business Operations Liaison (25%)
Serve as the owner's representative with the HR Manager to monitor recruitment progress, onboarding timelines, and policy implementation without duplicating HR responsibilities
Coordinate with location managers to collect and standardize weekly performance metrics across all business units
Create streamlined business documents (contracts, agreements, proposals) formatted for efficient review and decision-making
Facilitate communication between different business entities to ensure alignment with the owner's priorities
3. Strategic Research & Business Intelligence (20%)
Deliver daily cryptocurrency market updates (11 AM local time) with focus on Bitcoin, Ethereum, Monero, Polkadot, Render, and Fetch.ai
Monitor emerging technologies and market trends in AI, renewable energy, drone technology, and advanced manufacturing
Prepare executive summaries highlighting strategic opportunities and competitive insights
Develop and maintain visual project timelines using Google Sheets or similar tools to track progress across initiatives
Maintain detailed records of precious metals transactions and related market pricing in CAD
Compile comprehensive monthly expense reports across all business entities
Manage vendor relationships, subscription renewals, and payment schedules
Identify cost optimization opportunities and flag financial anomalies to appropriate stakeholders
5. Performance & Lifestyle Optimization (15%)
Coordinate the owner's structured fitness regimen, including scheduling 30-minute Olympic lift and Tabata sessions
Manage inventory and reordering of performance supplements and wellness products
Facilitate horticultural projects by tracking growth cycles, ordering supplies, and scheduling key activities
Support language study and personal development initiatives by organizing resources and tracking progress
QUALIFICATIONS
Required Experience & Skills:
2+ years of administrative experience supporting executives or business owners
Demonstrated experience coordinating multiple priorities in a fast-paced environment
Proficiency with Google Workspace, Slack, and project management tools (Trello, Asana, or equivalent)
Strong financial acumen with understanding of Canadian bookkeeping principles
Exceptional written and verbal communication skills
Ability to create professional business documents and executive summaries
Experience handling confidential information with absolute discretion
Education
Post-secondary diploma/degree in Business Administration, Office Management, or related field
Equivalent combination of education and relevant experience will be considered
Attributes For Success
Exceptional organization with meticulous attention to detail
Self-starter mindset with ability to anticipate needs before they arise
Resourcefulness and problem-solving orientation
Adaptability to changing priorities while maintaining structured systems
Professional demeanor and excellent interpersonal skills
Commitment to confidentiality and discretion
Comfort with technology and ability to learn new systems quickly
Nice-to-Have Qualifications
Experience in the restaurant/hospitality industry
Knowledge of cryptocurrency markets and blockchain technology
Proficiency in Spanish, Italian, or French
Background in project management or executive support
Experience with performance optimization and wellness coordination
WHAT WE OFFER
Compensation & Benefits:
Salary based on experience and qualifications
Performance-based bonus structure with quarterly reviews
Comprehensive health and dental benefits package
Professional development opportunities
Exposure to multiple industries and business ventures
Work Environment
Flexible hybrid work arrangement (office and remote)
Core hours from 9:00 AM to 4:00 PM CST with some flexibility
Collaborative team environment across multiple business units
Direct access to entrepreneurial mentorship and business insights
Opportunity to contribute to diverse and growing business portfolio
REQUIREMENTS
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Opportunity, flexibility and new challenges every day are just a few of the reasons you'll be happy you came on board. When you work at Tim Hortons, you'll feel right at home. It's a fun, flexible environment where guests are your neighbours, where co-workers are your friends and where simple acts make for a lasting impression. We'd love for you to join the team. Because it's the people that make Tims, Tims. And we're looking for people like you.
By submitting this application, I acknowledge that most Tim Hortons restaurants are independently owned and operated by franchisees. In that regard, I understand that I may be applying to a Tim Hortons restaurant owned by a franchisee and, if so, any hiring decisions will be made by the franchisee. Accommodations available upon request.
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