Job Posting: Executive Assistant to the Managing Partner & CEO

Position Details

Location: Remote (Preference for candidates based in Montréal, QC or Ottawa, ON)

Employment Type: Permanent, Full-Time

Working Hours: Eastern Standard Time (EST)business hours required

Salary: $60,000

Target Start Date: April / May 2026

Application Deadline: March 16, 2026

About Raven Outcomes

Raven Outcomes works with Indigenous communities, governments, investors, and partners to deliver practical solutions in housing, clean energy, and community development. We design and manage innovative funding and delivery models that create real, measurable results — stronger communities, better infrastructure, and long-term economic opportunity. Our work is national in scope and involves close collaboration with senior government leaders, community partners, and investors. We operate in complex, high-impact environments where relationships and results matter.

Position Overview

We are hiring an Executive Assistant to support our Managing Partner & CEO, Jeff Cyr. This is a senior-level support role at the centre of the organization. You will work closely with the CEO and Chief of Staff to help manage priorities, relationships, and execution. This is not simply a task-based or reactive assistant position.

We are looking for someone who:

·       Thinks strategically

·       Anticipates needs and risks

·       Exercises strong judgment

·       Communicates with confidence

·       Operates with professionalism and discretion

·       Takes ownership of their work

·       Is comfortable working in an environment of innovation

·       This role spans both professional and personal coordination, requiring someone who moves fluidly between the two with equal professionalism

You will serve a key role in ensuring the executive office runs smoothly, efficiently, and thoughtfully. This role is ideal for someone who enjoys responsibility, values excellence, and wants to grow in a high-impact environment.

Key Responsibilities

Executive & Strategic Support

·       Manage the CEO’s calendar, meetings, and priorities with care and foresight

·       Anticipate scheduling conflicts, preparation needs, and follow-up requirements

·       Plan and manage all executive travel and logistics

·       Prepare briefing materials, agendas, and action lists

·       Review and organize incoming communications

·       Flag sensitive, urgent, or high-risk matters

·       Draft correspondence and materials when appropriate

·       Handle confidential information with discretion

·       Coordinate personal appointments, travel, and logistics

Planning, Coordination &Stakeholder Support

·       Coordinate internal and external meetings, events, and engagements

·       Manage logistics, technology, and materials

·       Communicate professionally with government officials, funders, and partners

·       Track commitments and ensure follow-through

·       Maintain organized digital systems and contact databases

Partnership with the Chief of Staff

·       Align schedules, workflows, and priorities

·       Support preparation for leadership meetings

·       Assist with special projects and initiatives

Administrative & Operational Leadership

·       Prepare and reconcile expense reports

·       Improve systems and processes

·       Take initiative to strengthen executive operations

Who We’re Looking For

Required Experience & Skills

·       Minimum 3 years supporting senior leaders or executives

·       Strong organizational and time-management abilities

·       Excellent written and spoken English

·       Ability to draft professional communications

·       Strong digital skills (Google Workspace, Microsoft Office, Zoom, Teams)

·       High standards of confidentiality and judgment

·       Comfortable working independently in a remote setting

·       Availability during Eastern Time business hours

·       Experience with Indigenous organizations or communities

Personal Qualities

·       Thinks ahead rather than waiting for direction

·       Notices issues before they escalate

·       Remains calm under pressure

·       Communicates clearly and professionally

·       Takes pride in high-quality work

Assets (Nice to Have)

·       Bilingual in English and French

·       Familiarity with government orpublic policy environments

·       Experience in finance orinvestment sectors

·       Experience with projectmanagement tools

Working at Raven Outcomes

What We Offer

·       Competitive salary and benefits

·       Health and dental coverage

·       Generous vacation and personal days

·       Fully remote work environment

·       Supportive, mission-driven team culture

·       Direct exposure to senior leadership and national initiatives

·       Meaningful work that supports Indigenous-led development

Working Conditions

·       This is a full-time, remote position

·       Candidates must be available during Eastern Time business hours

·       Preference will be given to candidates based in Montréal or Ottawa due to occasional in-person meetings

·       Some travel may be required

Equity, Diversity & Inclusion

Raven Outcomes is an Indigenous-led organization. In alignment with our mandate and in accordance with Section16(1) of the Canadian Human Rights Act, preference will be given to Indigenous candidates.

How to Apply

Please submit your résumé and cover letter to:

Wáhiakatste Diome-Deer

Associate Partner & Chief of Staff, Raven Outcomes

wahiakatste@ravenoutcomesfunds.com

Subject line: Executive Assistant –Application

Application Deadline: March 16, 2026

We thank all applicants for their interest. Only shortlisted candidates will be contacted. If you are excited about this role and meet most of the qualifications, we encourage you to apply.

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