Chief of Staff

As Chief of Staff, you’ll work closely with our CEO, Jason Cottrell, to help Orium quickly take advantage of its biggest opportunities in composable commerce. You’ll bring clarity, focus, and momentum to high-impact initiatives and drive strategic execution across the organization.

This role requires both strategic foresight and operational excellence. You'll help set priorities, structure key initiatives, and drive execution across leadership and teams. You’ll also help keep leadership aligned, clear roadblocks, and speed up decision-making, ensuring the company stays focused and delivers results.

This role provides a unique opportunity to grow into senior leadership positions, such as COO, VP of Strategy, or other executive functions, based on performance and business needs.

Why Orium? 

• Make a real impact in a fast-moving, strategically growing consultancy firm.
• Work directly with the CEO and leadership team to shape Orium’s future.
• Be at the forefront of composable commerce, AI, and digital transformation.

Responsibilities

• Drive Strategic Execution: Partner with the CEO to translate the big-picture strategy into actionable priorities and ensure follow-through across leadership and teams.
• Push Key Initiatives Forward: Own and unblock high-impact projects, keeping leadership focused on execution. Identify obstacles early and proactively problem-solve to maintain momentum.
• Make Decisions Faster & Smarter: Synthesize complex data into clear insights that help the CEO and leadership team move quickly with confidence. Prepare analysis, reports, and recommendations that cut through noise and drive action.
• Enable Leadership Effectiveness: Ensure leaders stay aligned and accountable and help maintain a culture of high focus and performance. Foster collaborative and positive working relationships within the executive team by facilitating open dialogue, identifying and addressing potential conflicts, and raising up key issues for resolution.
• Drive Cross-Functional Alignment: Act as a bridge between teams, ensuring seamless coordination on strategic priorities. Reduce friction and enable leaders to operate at full capacity.
• Scale the CEO’s Impact: As the CEO's strategic right-hand, you will serve as a key advisor and confidant, proxy in key meetings, help prioritize and escalate decisions, and act as a force multiplier to ensure the smooth execution of company-wide initiatives.
• Facilitate Key Meetings: Organize and lead leadership meetings and offsites by establishing and maintaining agendas, managing discussion flow, capturing and synthesizing notes and ensuring action items are clearly defined with owners.
• Ensure High Impact Communications:Support the CEO in key meetings, external engagements, board and investor relations, and thought leadership initiatives, ensuring Orium’s vision is clearly articulated to customers, partners, and the industry. Facilitate clear communication between the CEO, other executives and different departments by channeling information, facilitating working sessions, summarizing key points and addressing communication gaps.

Skills and Qualifications

• 5+ years of experience as a Chief of Staff in a strategy or operations role (consulting, high-growth tech, or startup experience preferred).
• Proven track record of driving cross-functional initiatives, ensuring alignment between teams and guiding projects from planning to execution.
• Strong analytical skills. You use data to inform decisions, bridge different perspectives, and drive action.
• Financial acumen demonstrated by understanding of how financials and models impact strategy.
• Possesses a strong understanding of how systems, such as organizational structure and incentive programs, influence behavior and outcomes.
• Exceptional communication and relationship-building skills. You translate complex ideas into clear, actionable insights while fostering alignment across stakeholders.
• Adaptability & bias for action. You anticipate challenges, pivot when needed, and drive outcomes.
• Able to lead by influence.
• High emotional intelligence with the ability to navigate complex dynamics, resolve conflicts and foster a positive organizational culture.
• Experience with modern digital tools and an openness to integrating AI-powered solutions to enhance development efficiency, automation, and problem-solving.*
• Strong problem-solving skills with an ability to critically evaluate AI-assisted decision-making, workflow automation, and its impact on software development processes.*
• A mindset of continuous learning, with a demonstrated ability to adapt to new technologies and trends.*

*AI expectations will vary by role—some positions will focus on AI exploration and experimentation, while leadership roles may drive AI adoption and strategy.

Is this Role a Fit for You?

The right person for this role will thrive if they enjoy:

• Making things happen. You turn ideas into action, ensuring progress on key initiatives.
• Bringing people together. You foster alignment across teams, ensuring everyone works toward shared goals.
• Solving problems with agility. You anticipate challenges, adapt quickly, and help teams stay on track.
• See the big picture. You understand how changes in one area can ripple through the entire organization.
• Acting with intention. You process complex information quickly, make thoughtful connections, and help drive clear decisions.
• Creating clarity. You help simplify complexity, define priorities, and ensure follow-through on what matters most.
• Building trust and alignment. You’re a thoughtful partner to leadership, ensuring different perspectives are heard, and that teams stay connected.

Benefits and Perks

• Enjoy a flexible schedule of full-time hours. As a remote-first organization, we care about the work you do, but it’s up to you to choose where and how you do it.
• Explore ongoing opportunities for professional development: training, conferences, certifications, and in-house peer mentorship.
• Experiment with new techniques, wear multiple hats and learn about new disciplines.
• On top of standard medical and dental coverage, we offer benefits like a parental leave top-up plan, an EAP, mental health coverage, virtual healthcare and a minimum vacation policy.
• Additional perks are available including in-house mindfulness sessions, remote group get-togethers, and more!
• This role will also feature additional bonus eligibility and alignment to company growth through participation in our ESOP program.

Performance and Growth Expectations

• We emphasize accountability for outcomes but autonomy in activities. Your performance is strongly tied to the company's performance in meeting its goals, including the CEO's success in achieving his mandate. 
• Your growth path is in your hands. We anticipate that a Chief of Staff may aspire to evolve the role and their skills as Orium grows or to develop skills over an 18-24 month period to take on other President, C-level, or VP functions.

About Orium

Orium is the leading composable commerce consultancy and systems integrator in the Americas. We have over a decade of experience in digital programs, working closely with best-in-class technology partners to bring modern commerce experiences to life as a member of the MACH Alliance.

We’re a remote-first company with over 250 globally distributed employees. A certified BCorp for over a decade, we’re based in Toronto with a global studio presence. We draw from a range of talents and perspectives to combine data, systems thinking, and curiosity to build next-generation experiences. We’re building deep capabilities in data-driven design, AI implementation, and personalization while forming strong partnerships with leaders in machine learning, hardware development, and IoT platforms.

In June 2024, we acquired the Mexico-based e-commerce agency, Gluo.

Committed to an Inclusive Workplace

We are committed to fostering an inclusive and accessible environment as we build a workforce that reflects the diversity of the community in which we live, including those with disabilities. We are dedicated to providing accommodations in all parts of the hiring process in accordance with the Accessibility for Ontarians with Disabilities Act and the Ontario Human Rights Code. If you require any accommodation, we will work with you to meet your needs.

Committed to Social and Environmental Stewardship

Orium is committed to promoting and working towards a more socially and environmentally sustainable future. All employees are expected to make decisions and take actions in relation to their role and work that follow through on this commitment.

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