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Temp to Perm Executive Assistant - 19352
Calgary, AB T2W 4X7 CA | Fully Remote TELECOMMUTE CA
Job Description
Executive/Personal Assistant – Temp-to-Perm
Remote | Startup Tech | Calgary-Based Only
Are you a resourceful, high-energy professional ready to dive into the fast-paced world of startups? We’re hiring an Executive Assistant to support our clients CEO and leadership team on a temp-to-perm basis, with the potential to grow into a permanent role based on performance. This is a unique opportunity to gain hands-on experience at the center of an ambitious, tech-driven company poised for scale.
About the Role:
This role blends professional and personal support, working side-by-side with a visionary founder in a dynamic startup environment. You’ll handle everything from executive scheduling and investor meeting prep to travel planning and day-to-day operations. You’ll be expected to take initiative, move fast, and stay three steps ahead—all while keeping things organized and confidential.
What You’ll Bring:
You thrive in organized chaos, love solving logistical puzzles, and can balance structure with startup-level agility. You're a tech-native communicator, fast on your feet, and thrive under pressure. This role is perfect for someone looking to prove themselves in a temporary capacity and transition into a long-term role at a mission-driven tech startup.
What You’ll Do:
- Own executive calendar management, meeting coordination, and follow-ups.
- Book and manage complex travel arrangements (domestic and international).
- Prepare expense reports, track receipts, and assist with light financial admin.
- Plan and support leadership offsites, team gatherings, and all-hands meetings.
- Help with slide decks, team-wide communications, and content prep.
- Manage various requests and ad-hoc support for the CEO as needed.
- Support team onboarding, investor communications, and operational workflows.
- Collaborate cross-functionally with product, operations, people, and marketing teams.
What You’ve Got:
- 5+ years of experience supporting senior leaders in fast-paced environments (startup or tech preferred).
- Email management, calendar, travel, and expense management are second nature to you.
- Exceptional written and verbal communication skills.
- High integrity, sound judgment, and absolute discretion.
- Proficiency with Google Workspace, Slack, Notion, and task management tools.
- Experience using AI platforms
- Self-starter mindset — you ask smart questions and execute fast.
- Bonus: Experience with CRMs (like HubSpot), early-stage tech startups, or family office dynamics.
What this opportunity offers:
- Get your foot in the door at a fast-scaling tech startup.
- Fully remote with flexible working hours.
- Competitive compensation during both temp and permanent stages.
- Learn directly from startup executives and contribute to a growing business.
- Be part of a values-driven, ambitious, and supportive team culture.
Meet Your Recruiter
Rachael Pineau
Senior Recruitment Consultant
Office Personnel
Rachael specializes in the placement of administrative professionals and other office personnel. Combining over six years of experience in recruitment with her extensive experience in administrative roles, she brings first-hand insight into the nuances of the positions she fills. Her success with clients is rooted in a strong intuition for understanding people and her ability to think strategically. Her high fill rate and low falloff rate speak to her commitment to excellence.
When it comes to working with candidates, Rachael focuses on understanding their desires and motivations, guiding them strategically to make the right career decisions. Her honesty, transparency and strong rapport foster effective communication and trust. Her passion for recruiting stems from the satisfaction of making the perfect match, and her favourite part is the joy of getting to call a candidate to tell them they got the job. She has placed candidates at reputable organizations across a variety of industries including professional and financial services, tourism and the energy sector.
Rachael lives in Calgary and enjoys a variety of interests outside of work, including singing, roller derby, hiking, camping, drag racing and indulging nerdy crafting hobbies.