The Blossom Group (Cherry Blossom Farm, Apple Blossom Village, and Blooming Acres) is seeking a highly skilled Executive Assistant to the President & Chief Operations Officer, to be an integral part of a busy, dynamic, and growing program. We provide a home for people with complex special needs.
Blossom Group is a CARE based organization that provides therapeutic live in programs, we support children, youth, and adults through a range of cognitive, social, and emotional issues, including Autism Spectrum Disorders, neurobiological and developmental disabilities, and those with coexisting mental health and behavioural issues. We strive to improve health outcomes by supporting clients through personalized, accessible healthcare solutions
- Our vision is a world that embraces people with complex special needs.
- Our mission is to create supportive nurturing communities that enable residents to develop to their maximum potential and enjoy an exceptional quality of life.
- To achieve our vision and mission we strive for excellence in every aspect of care and create individualized programs that are developmentally focused, family involved, relationship based, competence centered, trauma informed, and ecologically oriented.
Position Summary
The Executive Assistant to the President & Chief Operations Officer is a senior-level administrative professional who provides high-impact executive support within a complex, multi-site human services organization. This role goes beyond traditional executive assistance and functions as a strategic administrative employee, supporting executive decision-making, organizational workflows, central intake coordination, and special projects.
The successful candidate is a highly experienced professional who thrives in environments requiring discretion, initiative, systems-thinking, and adaptability. This role plays a key part in strengthening executive effectiveness, modernizing administrative processes through the progressive use of AI, and supporting cross-functional initiatives across the organization.
Roles and Responsibilities:
Executive & Strategic Support
- Provide comprehensive, confidential executive support to the President and COO, anticipating needs and proactively managing priorities.
- Manage complex executive calendars, scheduling, briefings, task tracking, and follow-up actions.
- Prepare executive correspondence, presentations, reports, and briefing materials.
- Coordinate executive meetings, including agenda development, minute-taking, action tracking, and follow-up.
- Serve as a key liaison between executive leadership and external parties.
Workflow, Intake & Central Administration Support
- Support and coordinate central administrative functions, including elements of client intake, documentation flow, and inter-departmental coordination.
- Assist with the development, documentation, and continuous improvement of administrative workflows.
- Support digitization efforts and standardized processes using tools such as SharePoint, Microsoft Forms, task management platforms, and AI-driven administrative tools.
- Ensure consistency, accuracy, and timeliness of documentation flowing through executive and central administration.
- Communicate with community partners.
- Provide coverage for vacation and leave of absences for the Program Administration position.
- Other administrative duties as assigned.
Project & Special Initiative Management
- Support or lead special projects on behalf of the Directors, President, and COO, including research, implementation planning, and progress tracking.
- Apply project coordination or project management methodologies to ensure deliverables stay on schedule.
- Assist with cross-departmental initiatives that require structured coordination and executive oversight.
AI-Enabled & Modern Administrative Practices
- Actively use and support the progressive adoption of artificial intelligence and automation tools to enhance administrative efficiency, reporting, scheduling, and document management.
- Identify opportunities where AI and digital tools can streamline executive, intake, and administrative workflows.
- Support training or adoption of modern administrative tools across the administration team, as appropriate.
Communications & Social Media Support
- Support organizational communications initiatives as directed, including maintaining executive-facing content.
- Assist with managing and coordinating organizational social media presence, calendars, and content oversight (not content creation-heavy, but coordination and quality control).
- Monitor and flag reputational, branding, or communication issues for executive awareness.
Human Resources & Governance Support (Asset Area)
- Provide administrative support related to HR initiatives, policy reviews, compliance documentation, and workforce-related projects.
- Support executive-level HR planning activities, presentations, and reporting as required.
- Maintain strict confidentiality and professionalism in all matters related to personnel and governance.
Qualifications:
Required
- Minimum 5 years of experience providing executive-level administrative or senior administrative support to Directors, Executives, or Senior Leadership.
- Post-secondary degree or diploma (mandatory) in:
- Business Administration
- Public Policy
- Human Resources
- or a closely related field
- Demonstrated experience managing complex calendars, competing priorities, and confidential information.
- Advanced proficiency with Microsoft 365 (Outlook, Word, Excel, PowerPoint, SharePoint, Forms).
- Exceptional organizational, communication, and judgment skills.
- Demonstrated use of AI or automation tools in administrative or operational contexts.
Assets
- Master’s degree (e.g., MBA, MPA, MA in related field).
- Background or professional experience in Human Resources.
- CHRP or CHRL designation.
- Project Management certification (e.g., PMP, CAPM, or equivalent).
- Experience supporting executive leadership in healthcare, human services, or multi-site organizations.
- Experience with administrative workflows, intake coordination, and process improvement.
- Experience supporting or managing organizational social media and digital presence.
Working Conditions:
- Office-based role within a Group Home with occasional travel between program locations (Simcoe County).
- Standard business hours with some flexibility required for project deadlines or scheduled events.
This position has pay scale of $63,000.00 - $73,000.00.
***QUALIFIED APPLICANTS MUST HOLD APPROPRIATE DOCUMENTS PERMITTING THEM TO RESIDE AND WORK IN CANADA***
Blossom Group is committed to ensuring equal employment opportunities for all applicants. We are dedicated to fostering an inclusive and accessible environment. If you require an accommodation during the application process, please contact [email protected].
Job Types: Full-time, Permanent
Pay: $63,000.00-$73,000.00 per year
Benefits:
- Dental care
- Extended health care
Education:
- Bachelor's Degree (required)
Experience:
- Executive Assistant: 5 years (required)
- Microsoft : 5 years (required)
- AI or automation tools: 2 years (required)
Work Location: In person
