Chief of Staff / Chef(fe) de bureau

Role Summary

• Location: Remote
• Position Type: Permanent
• Reports to: CEO

We're looking for a Chief of Staff to work directly alongside our CEO - someone who thrives on making a whole organization run better rather than owning a single piece of it, and who wants their operational excellence to translate directly into impact for young people.

As we grow, our CEO's focus is shifting outward: toward partners, funders, and the communities we serve. Your job is to make that possible. You'll keep strategy and execution connected across teams, lead our adoption of AI and automation, and take on the high-priority projects that don't fit neatly into any one department. When something spans multiple teams, lands without a clear owner, or needs to move fast, it comes to you.

This is a builder's role. You'll have a direct line to the CEO, a seat at the leadership table, and a mandate to shape how the organization works — not just keep it running.

Responsibilities

Connect strategy to execution. Run our planning and priority-setting rhythm, track decisions through to completion, and steer cross-team initiatives from kickoff to finish. Where work tends to slow down at the handoff points between departments, you keep it moving.

Lead our internal AI and automation strategy. We teach AI literacy to youth across Canada, and we intend to be a living example of what a thoughtfully AI-enabled organization looks like. You'll own how we put AI to work internally: finding the manual, repetitive work that eats our teams' time, building or piloting solutions (hands-on where you can), getting people to actually use them, and showing the hours and capacity we win back. We're a lean charity with big ambitions - every hour you free up is an hour redirected toward students, educators, and communities.

• Extend the CEO's reach. Prepare decisions, lead special projects, and represent the CEO in internal forums so momentum never depends on one person's calendar.
• Sharpen how we operate. Leadership meetings, goal-setting and KPI tracking, reporting, and the discipline of clear decisions with clear owners - you'll design and run the systems that keep everyone rowing in the same direction.
• What success looks like in year one
• Cross-team initiatives finish on schedule with clear ownership at every step
• The organization measurably reclaims time through the automation and AI practices you've put in place
• Leadership decisions get made faster, stick, and reach the people they affect
• The CEO spends most of their time on external priorities, confident the internal engine runs without them

Requirements

• A systems thinker who sees organizations as machines and instinctively spots where they leak time and energy
• A natural integrator who builds alignment across teams and influences people who don't report to you
• Hands-on with AI - you've already rebuilt your own workflows around these tools and can create working solutions yourself, whether through low-code platforms, scripting, or AI-assisted development. We'll ask you to show us, not tell us.
• A neutral broker with no departmental allegiance - every team should trust that you're optimizing for the whole
• Discreet and trustworthy - you'll handle sensitive information and act on the CEO's behalf every day
• Low ego - you're happiest when the people around you succeed, and you don't need the spotlight to know you're winning
• Comfortable with ambiguity - much of what reaches your desk arrives undefined, and you turn it into structure, priorities, and results
• Credible with senior leaders - you've operated at a level where directors and executives take you seriously
• Relentless on follow-through - proactive, decisive about what matters most, and allergic to loose ends
• Vous pensez en systèmes : vous voyez les organisations comme des machines et repérez d'instinct les endroits où elles perdent du temps et de l'énergie.
• You are a natural unifier, able to create alignment between teams and influence people who do not report to you.
• You are comfortable with AI, concretely: you have already redesigned your own working methods around these tools and you know how to create functional solutions yourself, whether using low-code platforms, scripts or AI-assisted development. We'll ask you to show it to us, not tell us.
• You are a neutral intermediary, with no allegiance to any particular department: each team must be certain that you are optimizing for the whole.
• You are discreet and trustworthy: you will handle sensitive information and act on behalf of the CEO every day.
• You have little ego: your greatest satisfaction comes from the success of the people around you, and you don't need the spotlight to know that you are successful.
• You are comfortable with ambiguity: much of what lands on your desk arrives without definition, and you derive structure, priorities and results from it.
• You are credible with senior management: you have evolved to a level where directors and executives take you seriously.
• You are relentless in your follow-up: proactive, capable of deciding on what matters most, and allergic to files left unresolved.

Benefits

Working at Digital Moment includes

• 20 days of annual vacation (including 5 days in December when offices are closed);
• Group social benefits, including medical insurance, parental leave insurance, dental insurance, and an RRSP supplement;
• Work from home and a flexible schedule of 35 hours per week;
• 10 personal/well-being days per year;
• Opportunities for development and continuing education.
• Moment Numérique is proud to be an employer that defends equal opportunities, collaboration, innovation and diversity of thought.

We pride ourselves on being a truly collaborative, innovative and diverse team. We celebrate the big – and the small – victories. We laugh often and enjoy bonding. We support and help each other learn and grow. We are really good at what we do and we are very passionate about it. Apply if this opportunity interests you!

About the Company

Mission with scale. Your work directly expands how many young people — especially those from underserved communities — get the digital and AI skills to shape their future. Operations here isn't back-office; it's the engine of the mission.

Practice what we teach. Help a leading AI-education charity become the proof point for how nonprofits can responsibly harness AI — a story you'll help write, not just support.

A true thought partnership with the CEO, with real access, real trust, and a seat at the leadership table.

Rare scope. Organization-wide influence from day one, at the intersection of education, technology, and social impact — alongside global partners and a community of educators and youth across Canada and beyond.

20 days of annual vacation (including 5 days in December during office closure).

Group benefits including RRSP, parental top-up, medical and dental.

Working from home, and a flexible 35 hour work week.

10 annual wellness days.

Continuous learning and development opportunities.

Digital Moment is proud to be an equal opportunity employer who champions collaboration, innovation, and diversity of thought.

We pride ourselves on being a truly collaborative, innovative and diverse team. We celebrate the big - and small - wins. We laugh often and love to build connections. We support and help each other learn and grow. We are really good at what we do and we care a lot about doing it. Apply if you belong!

Additional Information

Apply through our job posting link. Applications must include a resume, and candidates will be asked to answer a few questions about their professional experience.

Selected candidates will have a 30-min video screening call with our People & Culture Specialist.

Following the screening call, selected candidates will have a 60-min video call with our Director of Programs & Operations and a member of our Programs team.

We make sure to contact every applicant by email in a timely manner.

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• Type d’emploi: Poste à temps plein, 35 heures par semaine
• Lieu de travail: Québec ou Ontario, Canada (à distance)
• Relève de : le PDG
• À propos du poste

Nous recherchons un(e) chef(fe) de bureau qui travaillera directement aux côtés de notre PDG — une personne qui s'épanouit en faisant mieux fonctionner toute une organisation plutôt qu'en pilotant un seul volet, et qui souhaite que son excellence opérationnelle se traduise directement par des retombées pour les jeunes.

À mesure que nous grandissons, l'attention de notre PDG se tourne vers l'extérieur : vers les partenaires, les bailleurs de fonds et les communautés que nous servons. Votre rôle est de rendre cela possible. Vous maintiendrez le lien entre la stratégie et l'exécution dans l'ensemble des équipes, vous piloterez notre adoption de l'IA et de l'automatisation, et vous prendrez en charge les projets prioritaires qui ne relèvent clairement d'aucun service. Dès qu'un dossier touche plusieurs équipes, se retrouve sans responsable désigné ou doit avancer rapidement, il aboutit sur votre bureau.

C'est un rôle de bâtisseur·euse. Vous aurez un lien direct avec le PDG, une place à la table de direction et le mandat de façonner la manière dont l'organisation fonctionne — pas seulement de la faire tourner.

Ce que vous ferez

Relier la stratégie à l'exécution. Animer notre cycle de planification et d'établissement des priorités, assurer le suivi des décisions jusqu'à leur réalisation et piloter les initiatives interéquipes, du lancement à la clôture. Là où le travail ralentit habituellement — aux points de transition entre les services — vous le gardez en mouvement.

Piloter notre stratégie interne d'IA et d'automatisation. Nous enseignons la littératie en IA aux jeunes partout au Canada, et nous voulons être un exemple vivant de ce à quoi ressemble une organisation qui intègre l'IA de façon réfléchie. Vous serez responsable de la façon dont nous mettons l'IA au service de notre travail à l'interne : repérer les tâches manuelles et répétitives qui grugent le temps de nos équipes, concevoir ou mettre à l'essai des solutions (en mettant la main à la pâte lorsque c'est possible), faire en sorte que les gens les utilisent réellement, et démontrer les heures et la capacité ainsi récupérées. Nous sommes un organisme de bienfaisance à effectif restreint, mais aux grandes ambitions : chaque heure libérée est une heure réinvestie auprès des élèves, du personnel enseignant et des communautés.

Prolonger la portée du PDG. Préparer les décisions, mener des projets spéciaux et représenter le PDG dans les instances internes, afin que l'élan ne dépende jamais de l'agenda d'une seule personne.

Affiner notre façon de travailler. Réunions de direction, définition des objectifs et suivi des indicateurs de rendement, reddition de comptes et rigueur des décisions claires assorties de responsables clairement désignés : vous concevrez et animerez les systèmes qui font que tout le monde rame dans la même direction.

À quoi ressemblera la réussite après un an

Les initiatives interéquipes se terminent dans les délais, avec une responsabilité clairement établie à chaque étape.

L'organisation récupère du temps de façon mesurable grâce aux pratiques d'automatisation et d'IA que vous avez mises en place.

Les décisions de la direction se prennent plus rapidement, tiennent dans le temps et parviennent aux personnes qu'elles concernent.

Le PDG consacre la majeure partie de son temps aux priorités externes, en toute confiance que le moteur interne tourne sans son intervention.

Apply by clicking on the link to our job offer. Applications must be accompanied by a curriculum vitae and candidates will be asked to answer a few questions regarding their professional experience;

Selected candidates will have a 30-minute video call with our Talent and Culture Coordinator;

After the pre-screening call, selected candidates will have a 45-minute video call with the Director of Programs and Operations.

We make sure to contact each candidate by email within a reasonable time.