Reports To: Founder/CEO, Pretty River GroupCollaborates With: Athlete Institute Operations, Pretty River Group OperationsLocation: Southern Ontario (Hybrid/Flexible, based out of Head Office) with regular travel as neededSalary: $50,000-60,000per yearPosition SummaryPretty River Group is seeking a highly organized and detail-oriented Executive Assistant to provide comprehensive administrative and operational support to the CEO. This role manages scheduling, correspondence, travel coordination, and cross-entity liaison work to ensure the CEO's time is used effectively across a fast-paced, multi-entity organization. The position also includes personal assistant duties as required. The successful candidate will bring sound judgment, strong follow-through, and a high degree of discretion in handling confidential information.Key ResponsibilitiesManage a complex, frequently shifting calendar across the organization's portfolio and affiliated entities, prioritizing the CEO's time against strategic prioritiesScreen and manage correspondence (email, calls, and messages) on the CEO's behalf, drafting responses, flagging priority items, and following up on outstanding itemsPrepare materials for leadership meetings, client meetings, and vendor or trade meetings, including agendas, briefing notes, and reportsCoordinate complex domestic and occasional international travel itineraries, adapting quickly to schedule changesLiaise between the CEO and internal departments (Property Management, Facilities, Finance, Operations) and external stakeholders (clients, vendors, trades, partners)Track action items and commitments arising from meetings, and follow up to ensure timely completionCoordinate logistics for site visits, leadership meetings, and property walk-throughs involving the CEOSupport special projects and cross-entity initiatives as assignedProvide personal assistant support to the CEO as required,



including personal scheduling, travel coordination, reservations, and errands, applying the same discretion used in all executive dutiesMaintain strict confidentiality when handling sensitive organizational and personal informationQualifications3-5+ years of experience as an Executive Assistant, Personal Assistant, or similar role supporting senior leadership or C-suite executivesPost-secondary education in business administration or a related field, or equivalent professional experienceExceptional written and verbal communication skillsProven ability to manage competing priorities in a fast-paced, multi-entity environmentHigh degree of discretion and demonstrated ability to handle confidential informationStrong proficiency with Microsoft Office / Google Workspace and calendar and travel management toolsComfortable using AI tools (e.G., Claude) to support drafting, research, and day-to-day productivityValid Ontario Driver's License, preferred, for occasional local travel or errandsHighly organized, proactive, and resourceful, with robust attention to detail and follow-throughComfortable working independently with minimal supervision and sound judgment under pressureWillingness to be occasionally available outside standard hours for events or urgent scheduling needsPretty River Group is an equal opportunity employer. We are committed to creating an inclusive and accessible recruitment process. Accommodations are available upon request for candidates participating in all aspects of the selection process. To request an accommodation, please contact [email protected] posting reflects a contract position for a new role. Pretty River Group accepts applications for this specific position on a rolling basis until filled.Rusty Rock may use artificial intelligence tools to assist in the initial review of applications. All hiring decisions are made by our recruitment team.

📌 Executive Assistant (Mono)
🏢 Athlete Institute
📍 Mono