Executive Assistant

Raising The Village; Toronto; Hybrid; CAD 70,000 - 90,000; Full time

Job summary

Raising The Village in Toronto is seeking an Executive Assistant to enable the Founder and CEO's effectiveness through high-level administrative and operational support in a hybrid setting.

You will manage calendars and inboxes, coordinate travel and meetings, prepare briefing materials, and support board interactions while maintaining confidentiality and adapting to shifting priorities to keep the CEO focused on strategy and impact.

Qualifications

• 5+ years of progressive executive support experience, ideally supporting a CEO or senior leader.
• Exceptional organization and prioritization skills for high-volume calendars and multiple workstreams.
• Sound judgment, discretion, and independence with confidential information.
• Resourcefulness in anticipating needs and solving issues with limited direction.
• Adaptability when priorities shift and strong follow-through.

Responsibilities

• Actively manage the CEO’s calendar and inbox across multiple time zones.
• Anticipate conflicts and determine what requires CEO attention or delegation.
• Draft executive correspondence, briefing notes, agendas, and updates in the CEO’s voice.
• Prepare the CEO for meetings by synthesizing context and highlighting decisions.
• Maintain organized executive records and protect confidential information.
• Coordinate meetings with the Executive Leadership Team and Board, track actions to completion.
• Arrange complex domestic and international travel and prepare travel briefs.
• Oversee expense reporting and support IT and office operations.
• Support special projects with concise summaries and coordinated inputs.

Skills

Executive support

Calendar management

Communication

Discretion

Project coordination

Time management

Tools

Microsoft 365

Outlook

Teams

Word

PowerPoint

Excel

Job description

Title: Executive Assistant

Reporting to: Chief Executive Officer

Location: This role is based in Toronto and follows a hybrid work arrangement, with three days per week in the Toronto office and the remaining workdays remote.

About Raising The Village

Raising The Village's mission is to build and strengthen pathways out of ultra-poverty through an approach guided by data, designed with communities, and scaled by partnerships. We work with last-mile communities to implement solutions that raise incomes, sustain impact, and chart sustainable pathways to possibility within 24 months. To date, we have supported more than two million people in Uganda, Rwanda, and the Democratic Republic of Congo, with support from our partners and our team in North America. Find out more about our programs and impact at www.raisingthevillage.org.

Position Overview

The Executive Assistant (EA) plays a key role in enabling the effectiveness of Raising The Village's Founder and CEO, providing trusted executive, administrative, and operational support in a dynamic, mission-driven environment. Working closely with the CEO, the EA balances hands-on administration—including calendar and inbox management, travel arrangements, expense reporting, meeting logistics, and technology coordination—with broader executive coordination, bringing structure to complexity and helping manage competing priorities.

The EA synthesizes information, identifies priorities, connects related issues across meetings and workstreams, and maintains visibility into commitments to ensure timely follow-through on decisions and agreed actions. As a trusted partner, the EA exercises sound judgment, discretion, and independence, anticipating needs and challenges, adapting to shifting priorities, and determining when matters can be resolved independently or require escalation.

Success requires resourcefulness and initiative to research information, identify practical solutions, resolve issues with limited direction, and maintain momentum—even when processes, information, or next steps are not fully defined—enabling the CEO to focus on the relationships, decisions, and organizational priorities that matter most.

Key Responsibilities

Executive Support & Prioritization

• Actively manage the CEO’s calendar and inbox, balancing strategic priorities, leadership needs, stakeholder requests, travel, and focus time across multiple time zones.
• Anticipate conflicts, surface urgent matters, and exercise judgment about what requires the CEO’s attention, delegation, or independent resolution.
• Draft executive correspondence, briefing notes, agendas, talking points, and internal updates in the CEO’s voice and style.
• Prepare the CEO for meetings and decisions by synthesizing relevant context, checking facts, identifying gaps or inconsistencies, and highlighting matters requiring a decision, analysis, delegation, or follow-up.
• Maintain organized, accessible executive records, correspondence, contacts, and working documents, protecting highly confidential information.

Leadership, Board & Stakeholder Coordination

• Coordinate meetings and engagements with the Executive Leadership Team and Board, including scheduling, materials coordination, logistics, and action tracking.
• Capture decisions, commitments, and action items, proactively tracking them to completion with the CEO and relevant stakeholders.
• Coordinate with Board members, senior leaders, funders, government and implementing partners, advisors, and other executive offices.
• Maintain stakeholder contact information and track key engagements and commitments, connecting related issues across meetings and workstreams.
• Represent the CEO’s office with professionalism, responsiveness, diplomacy, and cultural awareness aligned with RTV’s values.

Travel, Executive Office Operations & Special Projects

• Arrange complex domestic and international travel, including itineraries, accommodations, transportation, visas or travel documentation, and contingency planning.
• Coordinate meeting and event logistics and prepare complete travel briefs with schedules, contacts, background materials, and objectives, responding resourcefully to last-minute changes.
• Manage executive administration, including expense reporting, and oversee office administrative operations, which may include lease management.
• Coordinate IT support, equipment, and virtual meeting setup, and maintain practical systems for tracking priorities, decisions, commitments, and deadlines.
• Support special projects by researching information, coordinating inputs, preparing concise summaries, and driving defined workstreams to completion.

Required Qualifications

• 5+ years of progressive executive support experience, ideally supporting a CEO, C-suite executive, or similarly senior leader in a fast-paced, complex organization.
• Exceptional organization and prioritization skills, with the ability to manage high-volume calendars, competing deadlines, and multiple workstreams.
• Sound judgment, discretion, and independence in handling sensitive information and determining when escalation is appropriate.
• Resourcefulness and initiative in anticipating needs, researching solutions, and resolving issues with limited direction, including when processes, information, or next steps are unclear.
• Adaptability when priorities shift, with strong ownership and follow-through to keep commitments moving to completion.
• Excellent attention to detail and analytical ability, including reviewing information, identifying inconsistencies or gaps, and synthesizing what requires executive attention.
• Excellent written, verbal, and relationship management skills, with the confidence and diplomacy to prepare polished executive communications and engage with senior stakeholders.
• Strong Microsoft 365 proficiency, including Outlook, Teams, Word, PowerPoint, and Excel, and the ability to learn new technology quickly.
• Ability to coordinate complex travel, meetings, events, and logistics, including changes with limited notice.

Preferred Qualifications

• Experience in the nonprofit, NGO, international development, humanitarian, or social-impact sector.
• Experience in a global or multi-country organization, coordinating across cultures and time zones, particularly with teams in Africa or outside North America.
• Experience supporting Board coordination or engaging with funders, donors, government representatives, and institutional partners.
• Experience supporting an organization through rapid growth, transformation, or organizational change.
• Experience supporting projects, tracking milestones and dependencies, and preparing executive briefings, presentations, reports, or decision-support materials.
• Familiarity with SharePoint, HRIS or enterprise systems, project-management platforms, or AI-enabled productivity tools.
• Experience coordinating international travel involving visas, complex itineraries, or challenging logistics.

Disclaimer

This job description is intended to describe the general nature and level of work being performed by individuals assigned to this position. It is not intended to be an exhaustive list of all duties, responsibilities, or qualifications. The company reserves the right to modify, add, or remove duties as necessary.

RTV uses artificial intelligence to screen and assess applicants for this position, including through an applicant tracking system (ATS) that helps sort applications based on job related criteria. Our hiring team reviews all candidates and makes all final decisions.

Ontario Inclusion and Accessibility Statement

RTV is committed to fostering an inclusive, equitable, and accessible workplace. We comply with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act (AODA). Accommodations are available upon request for candidates participating in all aspects of the employment process.