Executive Assistant to the CEO & COO

About The RoleWe’re looking for a sharp, proactive, and reliable Executive Assistant to support our CEO and COO at a high-growth general contracting company. This role blends operations, project coordination, and executive support. You won’t just manage calendars. You’ll help run the day-to-day behind a fast-moving business aiming to be the best-managed contractor in the industry. You’ll act as the gatekeeper and buffer for the CEO, keeping things on track, holding people accountable, and protecting his time.

You need to be assertive, organized, and willing to push back when needed, while still following through on direction. Expect a mix of professional and personal tasks, from coordinating team projects to managing family logistics. Your core mission is simple: make the CEO’s life easier. What You’ll Be DoingYou’ll play a key role in keeping our leadership organized, focused, and on track. Your day-to-day will include:

Administrative & Executive SupportManage calendars, appointments, and personal/professional schedulingPrioritize and triage emails, drafting and responding on behalf of the CEO as neededKeep Ram (CEO) and Alice (COO) updated and organized (reminders, nudges, and prep)Draft, edit, and manage documents, reports, SOPs, and presentationsMeeting & Event CoordinationPrepare agendas, coordinate meeting logistics, and take/follow up on minutesOrganize internal team events, TEC Canada coaching meetings, and staff celebrationsOrder catering, set up rooms, and manage logistics for special eventsOperations & Project CoordinationSupport Monday.

com workshops, task assignments, and system usageCoordinate equipment purchases for the CEOSupport contracts, document management, and workflow creationResearch and implement tools to improve efficiency (AI tools, presentation software, Monday.

com)Marketing & Business DevelopmentAssist in marketing initiatives, client gifting, and CRM data cleanupCoordinate charity drives and custom client appreciation giftsContribute design ideas for cards, presentations, and internal branding effortsPersonal & MiscellaneousAssist with car rentals, repairs, lunch/dinner reservations, and other executive errandsHelp execute personal tasks and maintain a balance between work and life for the CEOAssist with home management, including coordinating household services, maintenance, and suppliesSupport family management tasks such as scheduling appointments, organizing activities, and managing family calendarsProvide assistance with various family-related responsibilities and ad hoc tasks as neededMust-Haves3–5+ years as an Executive Assistant or similar high-level administrative roleExperience managing calendars, emails, and executive-level communicationConfidence working with senior leadership and holding them accountableHigh emotional intelligence, tact, and discretion with confidential mattersExperience with virtual platforms such as Zoom, MS Team, Google MeetStrong organizational skills with exceptional attention to detailTech proficiency in Google Workspace and Microsoft Prior experience with project management software Proactive, resourceful, and ready to take initiative without being micromanagedAble to work in-person at our Scarborough office Passion for personal development and continuous learningA good sense of humor and a “no job too small” mindsetDesire and commitment to make the CEO’s life easierProfessional English proficiency in reading, speaking and writingStrong active listening skills.

You listen more than you speak and seek to understand before respondingNice-to-HavesExperience supporting executives in construction, restoration, property development, or a similarly fast-paced, field-based industryExperience with Monday.

com, and 1PasswordExperience in marketing coordination, graphic design, or gifting campaignsWhat You Get$70,000 annual salary120 hours paid vacation (6%), no rollover (We want you to take your vacation!)$2,000 Health Spending Account, after 3-month waiting period (prorated)Company laptop and phone providedWork directly with the CEO & COO, and make a real impact every single dayBe part of a values-driven team that’s serious about improvement (and fun, too!)Our MissionWe bring out the best in our people, so we can be best in class. Our VisionWe go above and beyond to get our partners back on track.

Our Core Values – ABOVE & BEYONDWe are trusted partners. We deliver as promised, without failWe do the impossible. We find a way, or make one, to get the job doneWe do it right. We complete the whole job, the right wayWe are team players. We support each other and bring out the best in our teamWe strive to be best in class. We show up with excellence, every dayOur Commitment to Diversity, Equity & InclusionWe value diverse perspectives and believe great ideas come from everywhere. We’re committed to creating an environment where everyone feels respected, supported, and empowered to contribute.

Inclusivity is how we build a stronger team and a better business. Hiring Process: Online application + Questionnaire5 minute video submission1 hour tech interview (with live testing of knowledge from questionnaire)30 minute culture interview Final interview (in person at the Scarborough office) 1 hourPlease note - we do not use AI to review applicants, so we do not accept applications that are written by AI. We want to see YOU and YOUR strengths. All applicants will receive customized feedback from each stage of the hiring process from the video submission onwards. No ghosting here. Powered by JazzHR1QMi5fjlxr