The OpportunityWe're looking for an Executive Assistant who can bring structure, consistency, and reliable follow-through to two very busy founders. In this role, you'll make sure priorities stay visible, decisions turn into action, and significant commitments don't stall. You won't be waiting for instructions; you'll read the situation, understand what matters, and take initiative to move things forward on your own.You'll work in person with the CEO and CPO, providing steady, patient, hands‐on support to keep them focused and organized. When details are vague, you'll clarify them. When something is stuck, you'll unblock it. When tasks fall off the radar, you'll surface them again. Your ability to create order, maintain momentum, and "close loops" will directly influence how effectively our leadership team operates.If you're calm under pressure, persistent in your follow-through, comfortable managing up, and naturally inclined to take ownership, this role offers the chance to have a real impact on how the entire company runs.About MedMe HealthAt MedMe, we are passionate about empowering pharmacists to provide services beyond just prescribing. Our mission is to build an all-in-one cloud-based platform that enables pharmacists to schedule, document, and manage clinical services at scale. With over 4,500 pharmacies using our software, we've facilitated more than 25 million patient services, transforming pharmacies into community health hubs across North America.What You'll DoCalendar & SchedulingManage complex calendars for the CEO and CPO, using strong judgment to prioritize what should happen now, later, or not at allBuild schedules that reflect real priorities, not just requestsProtect time for deep work, travel buffers, and urgent deliverablesCoordinate meetings with internal teams, enterprise partners, investors, and external stakeholders across multiple time zonesContinuously reorganize and renegotiate meetings as priorities shiftTask ManagementActively track commitments, deadlines, and unfinished work across multiple channels and ensure executives follow throughMove work forward independently by breaking unclear or incomplete requests into concrete next stepsDrive progress without waiting for direction; accelerate only when neededProvide consistent,



persistent accountability to leaders who move quickly and may require structured prompts to stay on trackMaintain reliable systems so tasks, decisions, and loose ends stay visible and nothing gets droppedCommunication SupportHelp triage inboxes, flag time-sensitive itemsDraft clear, concise communications that reflect executive tone and intentRepresent the founders professionally with internal teams and external partnersPrepare materials for meetings (agendas, summaries, attachments, context)Communicate on behalf of the executives when appropriate, with warmth and professionalismTravel & LogisticsArrange travel from end to end: flights, hotels, transportation, and itinerariesAnticipate needs: documents, travel buffers, time zones, prep materialsBuild itineraries that anticipate needs, time zones, contingencies, and decision pointsComplete expense reports accurately and on timeGeneral Support & CoordinationAssist with occasional personal tasks: bookings, reservations, deliveries, etc.Help organize team offsites, events, and executive meetingsMaintain organized digital filing systems, documents, and recordsCoordinate with virtual assistants or contractors if applicableAbout You2-3+ years experience in an executive or administrative role supporting one or more executives, preferably in a startup or high-paced environmentSomeone with excellent judgment - you know what's important and what can waitPatient and flexible in your working style - you know how to support people who think and work differentlyExtremely organized with excellent time management skills - you rarely drop the ballHigh follow-through - you close loops, chase down answers, ensure things don't stall, drive things to completionClear, professional communicator with a strong ability to write emails and follow-upsComfortable managing up with leaders who may need structure, prompts, and persistent hands‐on support to stay on trackTech-savvy and confident navigating Google Workspace, Slack, Notion,



and virtual meeting toolsComfortable handling confidential information with care and discretionBased in Toronto and able to work in person most days; open to occasional travel throughout the yearHow We HireMedMe is committed to a fair and equitable hiring process for all candidates. Our team personally reviews every application to ensure a human-first approach; we do not use AI tools to assess or select applicants. To ensure that each candidate's journey is consistent and the selection process is unbiased, the team at MedMe will not be responding to any personal messages regarding this role or other opportunities.The Interview ProcessA brief call with a hiring team member to get to know you better and discuss role expectationsA short practical case study to showcase your problem-solving and communication skillsA 30-minute call with member(s) of the executive teamAn offer, contingent on mutual alignmentPerks at MedMeProfessional Development: We support your growth with a yearly budget dedicated to learning opportunitiesWork-from-Home Stipend: A dedicated stipend to help set up and maintain your ideal home officeOffice Closure for Holidays: Enjoy 1-2 weeks of company-wide office closure during the holidaysCompany Retreats: Participate in exciting on-site team retreats for collaboration and bondingLocationThis is a fully in-person position, based at our office located at the intersection of Adelaide and Spadina in Toronto. There may be opportunities to work from home on certain days, depending on in-office attendance and operational needs.MedMe is a proud equal opportunity workplace that is committed to equal employment opportunity regardless of race, colour, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. We're looking for motivated and compassionate people who can execute from the ground up and support the work that MedMe believes in.MedMe is committed to developing an inclusive, barrier-free recruitment process and work environment. Should you require any accommodation, please inform us and we will work with you to meet your accessibility needs. For any accessibility-related assistance, requests for information in accessible alternative formats or to report any accessibility problems, please share in your application.

📌 Executive Assistant To The Founders (Onsite) (Toronto)
🏢 MedMe Health
📍 Toronto