About the Role

We are seeking a highly organized and proactive Executive Assistant to support senior leadership at a fast-growing AI and health technology company. This role is central to enabling leaders to focus on strategic priorities by expertly managing time, calendars, and logistics in a dynamic, innovation-driven environment. The ideal candidate is comfortable working on-site, thrives in a fast-paced setting, and brings strong judgment, discretion, and operational excellence.

What You’ll Do

Executive Time & Calendar Management

• Own and manage complex calendars for senior leaders, including scheduling, rescheduling, and prioritizing meetings across multiple time zones
• Act as a strategic gatekeeper for meeting requests, aligning executive time with business and product priorities
• Prepare daily and weekly agendas to ensure leaders are well-prepared for meetings and key milestones

Meetings, Conferences & Offsites

• Manage conference planning and booking, including registrations, travel, accommodations, agendas, and post-event follow-ups
• Support planning and execution of company offsites, including on-site and out-of-town travel as needed
• Partner with internal teams, vendors, and event organizers to ensure seamless execution

Administrative & Operational Support

• Draft, edit, and manage correspondence, calendars, and meeting materials
• Maintain organized records, contacts, and documentation with a high degree of accuracy
• Handle confidential and sensitive information related to leadership, strategy, and partnerships
• Support ad hoc projects and operational initiatives in a rapidly evolving AI and health tech environment

What You'll Bring

• 3+ years of experience as an Executive Assistant supporting senior leaders or executives, ideally in tech, AI, or health tech
• Exceptional organizational and time-management skills with the ability to manage competing priorities
• Strong attention to detail and follow-through in a fast-paced setting
• Excellent written and verbal communication skills
• High level of professionalism, discretion, and sound judgment
• Proficiency with modern productivity tools (e.g., Google Workspace, Outlook, Slack, Zoom)

Benefits + Perks:

• Competitive salary and equity in a high-growth startup
• Hybrid work, out of our Downtown Toronto office
• Flexible PTO, take what you need
• Medical, dental, and vision coverage
• Great startup culture, including company off-sites
• High-achieving team, including ex-Amazon engineers and alumni of Bain, BCG, Goldman Sachs, and more

An insight into our Core Values

Only the Best Belong Here

We are unapologetic about talent. This should be the best team you have ever been on. Protecting that standard is how we honor each other’s time, ambition, and craft.

The Patient is Downstream of Every Decision

At the end of the day, this is about the patient. We get there by deeply respecting post-acute operators and partners, because their work is the path our software travels to create better care.

Raise the Bar on Ownership

We grow because people here go beyond the minimum. We invest extra effort, care, and ownership into what we build.

The World is Moving Fast. We move Faster.

This is a race. We work hard, we move early, and we stay ahead of problems and competitors. If we slow down, someone else will pass us.

Radical Candor, Zero Politics.

We say what’s true, early, and we keep communication direct and clean so the team can move.

Bring Good Vibes and Win Together

We win as a team. We bring energy, support each other, and make the workplace somewhere people are excited to show up to.

If this sounds like you, we'd love to have a chat!

About ExaCare AI

ExaCare AI is a leading health tech company on a mission to build the AI operating system for post-acute care. Our platform turns messy, unstructured referral packets into clear clinical insights and next steps, so teams can make faster, safer placement decisions with less administrative burden. Today, ExaCare AI powers more than 1,500 facilities, and is growing rapidly.

We recently raised a $30M Series A led by Insight Partners, and are bringing world-class talent together to transform healthcare. If you like building, learning, and want to make a real impact, come join us!