Executive Assistant Project Manager

Carelancer is a growing Canadian healthcare technology company connecting families with independent care providers. As we expand into the U.S., we're looking for an experienced, proactive professional to work directly with our Founder and CEO

We're looking for someone who combines strong executive assistance experience with hands-on project management, business operations, and AI-powered productivity skills.

You'll help bring structure to our growing organization, coordinate multiple initiatives, and ensure priorities, deadlines, and commitments are consistently followed through.

Key Responsibilities

• Build and manage project management systems, timelines, deliverables, and workflows.
• Coordinate multiple projects, internal teams, and external partners, ensuring deadlines are met.
• Manage the CEO's inbox, calendar, correspondence, and follow-ups.
• Prepare executive briefs, meeting summaries, reports, and project dashboards.
• Coordinate video and podcast initiatives, including guest outreach, scheduling, bookings, and production logistics.
• Leverage AI tools to streamline administrative processes, summarize information, improve reporting, and increase efficiency.
• Proactively identify priorities, risks, delays, and opportunities for improvement.

What We're Looking For

• 5+ years of experience supporting executives, founders, or senior leadership teams.
• Strong project management and operational coordination experience, including implementing systems and workflows.
• Advanced proficiency in Microsoft Office / Microsoft 365, particularly Outlook, Excel, Word, PowerPoint, and Teams.
• Experience with Microsoft Planner, Microsoft Project, ClickUp, Asana, Notion, or similar platforms.
• Demonstrated experience using AI tools such as ChatGPT, Microsoft Copilot, Claude, or similar solutions to improve productivity and automate workflows.
• Ability to use AI responsibly, with sound judgment regarding confidential and sensitive business information.
• Excellent written communication, organization, attention to detail, and independent judgment.
• Proactive, resourceful, and comfortable managing multiple priorities independently.
• Excellent English

What We Offer

• Remote opportunity, initially 30–40 hours per week.
• Potential to transition into a permanent full-time position.
• Direct collaboration with the CEO of a growing healthcare technology company.
• A long-term opportunity with autonomy, responsibility, and room to grow.

Compensation: Competitive, based on experience, qualifications, and demonstrated project management expertise.