Senior Executive Assistant, Human Resources

Overview 

The Senior Executive Assistant (Sr. EA) to the Chief Human Resources Officer (CHRO) provides high-level administrative, operational, and strategic support, acting as a critical enabler for the effectiveness of the CHRO and the broader Human Resources leadership team. This pivotal role demands exceptional interpersonal acumen, a highly collaborative spirit, and the proven ability to build and nurture influential, trust-based relationships with stakeholders at all organizational levels. Success in this position hinges on superior judgment, exceptional organizational capability, and the ability to operate with absolute discretion and maintain strict confidentiality regarding all sensitive information while seamlessly partnering with senior executives across the organization. 

What You Do 

• Provide comprehensive executive-level administrative support to the CHRO, anticipating needs and proactively managing priorities 

• Manage a complex and dynamic calendar, including meeting prioritization, cross-functional coordination, and preparation of briefings and materials 

• Oversee all travel arrangements, itineraries, and logistical planning for internal and external engagements 

• Prepare, edit, and format highly confidential documents, briefing notes, communications, and executive-level presentations 

• Design, compile, and coordinate materials for strategic presentations, including PowerPoint decks for Executive Committee, Board-level reporting, and HR leadership forums 

• Conduct research, analyze information, and synthesize data into clear summaries or recommendations for the CHRO 

• Track and manage follow-ups, action items, approvals, and key deliverables across the HR portfolio 

• Maintain a systematic and efficient digital and physical filing structure, ensuring easy and confidential retrieval 

• Oversee Manager Self-Serve form processing (new hires, job changes, terminations) and technology/equipment requests 

• Administer and coordinate weekly team huddles, HR leadership meetings, and operational routines; ensure priorities, metrics, and departmental anchors are updated and communicated in real time 

• Serve as a liaison between the CHRO and senior leaders, stakeholders, and external partners with professionalism, diplomacy, and confidentiality 

• Monitor and manage training, policy sign-offs, and compliance follow-ups for large stakeholder groups 

• Apply sound judgment to triage, prioritize, and respond to incoming inquiries, requests, and communications on behalf of the CHRO 

• Maintain and update departmental SharePoint sites, ensuring organized, current, and accessible content 

• Represent the CHRO’s office in interactions with senior executives and executive assistants across the organization 

• Support HR department operations by acting as a key point of contact for inquiries, leading or coordinating cross-functional projects, and participating in committees as required 

• Assist in the planning and execution of special events, leadership offsites, town halls, and training sessions 

• Handle ad hoc assignments with discretion and a high degree of initiative 

What You Need 

• Minimum of 7 years of progressive executive support experience, with at least 5 years directly supporting C-suite executives (e.g., CEO, CHRO, CFO) in a large, publicly traded, and highly matrixed corporate environment is essential 

• Demonstrated understanding of corporate governance, organizational structure, and key business drivers within a large, complex enterprise 

• Mastery of the full Microsoft Office 365 ecosystem, with a proven ability to leverage advanced features in Outlook, PowerPoint, Excel, Word, Teams, Viva, Co-Pilot and SharePoint to optimize workflow, enhance communication, and support strategic initiatives 

• Exceptional executive presence and professional demeanor, capable of positively representing the CHRO's office in all interactions  

• Strong customer service orientation and a high level of professionalism, diplomacy, and discretion 

• Proven ability to cultivate strong, trust-based relationships with senior leaders, Board members, and external partners, leveraging exceptional interpersonal and communication skills 

• Excellent verbal and written communication skills, including executive-caliber writing, strong and consistent attention to detail, accuracy, and quality control 

• Proven ability to manage multiple priorities in a fast-paced, deadline-driven environment 

• High level of initiative, strong judgment, and effective problem-solving skills 

• Ability to work independently while actively contributing to a collaborative team environment 

• Periodic travel may be required between Loblaw Head Office, Shoppers Drug Mart Head Office, and other locations as needed