Strategic Executive Assistant To C‑suite (Montreal On‑site)

Dialogue is the #1 virtual care provider in Canada. By developing our Integrated Health Platform, we provide exceptional online health and wellness programs (primary care, mental health, iCBT, EAP, and wellness) to organizations that want to improve the wellness of their employees and families.When it comes to our work, we set the bar high. Together, we’re transforming health and helping millions improve their well-being. We’re firm believers that great people don’t settle on:ImpactCommunityGrowthFeel like you can make a difference? Good news, we saved you a seat!
Come as you are. As a proud equal-opportunity employer, Dialogue is dedicated to creating a diverse and inclusive workplace for everyone. Qualified applicants will be considered regardless of citizenship, ethnicity, race, colour, religion, gender, gender identity or expression, sexual orientation, disability, age, or veteran status. Applicants who require specialized accommodation are encouraged to contact
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.AI Disclosure StatementTo ensure an efficient and fair review process, we utilize artificial intelligence tools to assist in the initial screening and assessment of applicants for this role.Dialogue only contacts candidates through official
@dialogue.Co
email addresses. We never request payment, gift cards, or personal financial information at any stage of hiring, and we never extend an offer without a structured interview process. All open roles are listed exclusively at
dialogue.Co/en/careers
. If you receive a suspicious communication claiming to be from Dialogue, do not respond — report it to
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and verify the role on our official careers page.Your role asExecutive Assistant
We are looking for an exceptionally organized, proactive, and service-oriented Executive Assistant for a
12
month maternity leave replacement
to support Dialogue’s C-Suite executives. You will play a critical role in enabling our executives to perform at their best, while creating a warm, seamless, and collaborative in-office experience for employees and guests. This role requires presence in our Montreal office
4 days a week
to support both executive needs and office operations.What you'll be doingExecutive SupportManage complex calendars and schedules for two C-Suite executives, including meeting coordination, room bookings, video conference logistics, and travel arrangementsMonitor inboxes and email communications, drafting and responding on behalf of executives when appropriatePrepare briefing materials, internal communications, decks, and documentation as neededSupport with expense reports, contact management, procurement, and contract routingCoordinate executive involvement in internal meetings, company-wide initiatives, and external engagementsExercise sound judgment, discretion, and confidentiality at all timesOffer occasional personal assistance when requiredProactively identify opportunities to streamline administrative processes and toolsMontreal Office Support
Coordinate internal events, meetings, and in-office activities that contribute to a vibrant team cultureProvide basic technical support for office tools, Zoom Rooms, conference equipment, and visitor systemsGreet employees and guests, ensuring a polished and professional in-office experienceWe'd love to hear from you if you have3+ years of direct executive support experience, ideally supporting senior leaders in a fast-moving environmentOutstanding verbal and written communication skills in English and FrenchHigh EQ, empathy, generosity, and a genuine enjoyment of helping others succeedAbility to anticipate needs and take initiative with minimal directionStrong organizational skills, attention to detail, and ability to juggle multiple prioritiesProven professionalism, discretion, and confidence handling sensitive and confidential informationA positive, service-oriented, and collaborative attitudeAvailability to work
on-site 4 days/week
to support both executives and the office
At Dialogue, your well-being is our priorityTaking care of others also means taking care of our team!
Depending on your role and employment status
, you could have access to the following benefits:Access to the Dialogue app and virtual mental health support for you and your familyFully funded insurance, a health spending account, dental coverage, and fitness reimbursement4 weeks vacation, 9 wellness days, and 1 volunteer dayWork abroad up to 4 weeks/yearIncentive plans, referral bonuses & RRSP matchingLearning via Coursera, external training budget & mentorshipOptional parental leave top-up
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