Executive Assistant to the CEO & COO

A trusted partner. A master organizer. A natural problem-solver.Are you the person who keeps everyone organized, thinks three steps ahead, and somehow always knows how to fix the technology when it isn't cooperating?At cmi, we're looking for an exceptional Executive Assistant who brings more than outstanding administrative skills. We're looking for a trusted partner who thrives on creating order, keeping projects moving, anticipating what comes next, and helping the people around them be at their best. We're a boutique management agency representing some of the world's most sought-after keynote speakers and thought leaders. We're a small, collaborative team that places enormous value on relationships, integrity, accountability, and exceptional service. This is an opportunity to work directly with our CEO & COO, supporting them in a fast-moving, relationship-driven business where no two days are quite the same.Executive Support & Calendar Management - You'll play an essential role in helping our CEO stay focused on what matters most.Proactively manage a complex calendar, meetings, appointments, and competing priorities.Coordinate travel arrangements, detailed itineraries, and meeting logistics.Anticipate needs, recognize potential conflicts, and solve problems before they become urgent.Prepare materials, coordinate communications, and ensure timely follow-up.Handle confidential information with discretion and professionalism.Support relationships and communications with our speakers, customers, and industry partners.What success looks like: Our CEO can focus on leading the business, confident that someone is thinking ahead and taking care of the details.Project Coordination & Follow-Through - Working with our COO & CEO, you're someone who loves turning moving pieces into completed projects.Coordinate projects, timelines, tasks, and deliverables.Track commitments and follow up with team members and external partners.Organize project information and keep everyone informed of progress.Identify potential delays and help ensure deadlines are met.Support established processes and contribute to smooth day-to-day operations.What success looks like: Projects stay on track, priorities are clear, and nothing important falls through the cracks.Technology Confidence & Everyday Problem-Solving - Here's something a little different about this opportunity.We'd love to find someone who has a natural affinity for technology. You don't have to be an IT specialist, but you're comfortable figuring things out — and might even enjoy it!Troubleshoot everyday software, computer, and technology challenges.Help colleagues navigate the applications and tools they use.Liaise with external IT support when more specialized expertise is needed.Assist with coordinating software access, technology setup, and basic technical administration.Embrace new technologies and learn new systems with confidence and curiosity.What success looks like: You're the person who doesn't panic when technology isn't cooperating. You're resourceful, willing to investigate, and know when to ask for expert help. Your abilities here will lighten the load for our COO.Who You Are - You're someone who:Has strong experience supporting a senior executive or business owner.Is exceptionally organized and skilled at managing multiple competing priorities.Anticipates needs and takes initiative rather than waiting to be asked.Demonstrates outstanding judgment, professionalism, and discretion.Enjoys coordinating projects and seeing things through to completion.Builds trusting relationships and genuinely cares about delivering exceptional service.Is detail-oriented without losing sight of the bigger picture.Is adaptable, calm under pressure, and comfortable in a fast-paced environment.Is technologically confident, curious, and resourceful.Takes pride in being someone others can count on.Experience That Would Be an AssetExperience supporting an entrepreneur, CEO, or senior executive.Experience working in a sales-oriented, customer-facing, or relationship-driven business.Experience coordinating multiple projects or company initiatives.Strong familiarity with modern business software, collaboration platforms, and AI tools.Experience assisting colleagues with everyday technology challenges.Basic accounting or bookkeeping knowledge.Why cmi?We're a small company doing big things.You'll be part of a collaborative, relationship-driven business where your contributions matter, your judgment is valued, and you'll have the opportunity to build a genuine partnership with our CEO.We work with exceptional people, take pride in delivering extraordinary service, and believe that how we work together is just as important as what we accomplish.If you love creating order, anticipating what's needed, keeping people and projects on track — and you're the person everyone turns to when technology acts up — we'd love to hear from you.If you're looking for meaningful work, the opportunity to become a trusted partner to a CEO, working with a group of highly successful women, continuous learning, and the chance to make a genuine impact every single day—we believe this role is something special.PLEASE NOTE: this position is in Calgary, AB, Canada; any relocation would be at the applicant's expense.