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Reporting directly to the Chief Technology Officer (CTO), the Executive Assistant (EA) will provide high-level administrative and strategic support to both the CTO and VP of Product Management. This role serves as the primary point of contact for internal and external stakeholders on matters pertaining to Product and Engineering, acting as a liaison between these executives and other departments, clients, partners, and the Executive Leadership Team (ELT). The EA will help ensure seamless coordination of day-to-day operations, facilitate communication, and support special initiatives related to technology, innovation, and product development.

A successful candidate will bring exceptional organizational, communication, and decision-making skills to a fast-paced and high-impact environment. They must be able to operate independently, maintain a high level of confidentiality, and demonstrate sound judgment and strategic thinking.

What You’ll Do:

• Provide proactive administrative support to the CTO and VP of Product Management, including managing complex calendars, travel planning, expense reporting, and correspondence.
• Assist with expense reporting for VPs in Engineering and Product Management.
• Coordinate meetings and strategic engagements, including agendas, logistics, and materials preparation, across Engineering and Product.
• Serve as a trusted liaison and point of contact for internal teams, clients, vendors, and partners on behalf of the CTO and VP of Product Management.
• Monitor, prioritize, and respond to communications and inquiries directed to the CTO.
• Support recurring meetings with the leadership teams and across Product and Engineering.
• Prepare and edit high-quality written and presentation materials, including briefing documents, reports, and executive-level slide decks.
• Lead and support special projects as needed, including offsite meeting coordination.
• Assist in coordinating Engineering and Product initiatives, ensuring alignment and timely execution of cross-functional deliverables.
• Manage logistics for internal events or external engagements (e.g., conferences, client presentations) involving the CTO or VP of Product Management. Maintain strict confidentiality and professionalism when handling sensitive information.

What You'll Bring:

• Bachelor’s degree or equivalent professional experience in executive support, operations, or project coordination.
• 10+ years of administrative experience, with 6–8 years supporting senior executives (CTO, CPO, or similar roles preferred).
• Mastery of Microsoft O365 and collaboration tools (e.g., Teams, OneNote, Excel, PowerPoint) and familiarity with AI tools (e.g., ChatGPT).
• Exceptional organizational and time management skills with meticulous attention to detail.
• Comfortable working in a fast-paced environment with shifting priorities and occasional off-hours availability.
• Strong written and verbal communication skills with a polished, executive-ready demeanor.
• Discretion and integrity in handling confidential and sensitive matters.
• Proactive, self-starting attitude with a service mindset and the ability to anticipate needs.

Candidates based in Toronto, Ottawa, or Montreal metro areas preferred.

Who We Are:

At Phreesia, we’re looking for smart and passionate people to help drive our mission of creating a better, more engaging healthcare experience. We’re committed to helping healthcare organizations succeed in an ever-evolving landscape by transforming the way healthcare is delivered. Our SaaS platform digitizes appointment check-in and offers tools to engage patients, improve efficiency, optimize staffing, and enhance clinical care.

Phreesia cares about our employees by providing a diverse and dynamic work environment. We’re a five-time winner of Modern Healthcare Magazine’s Best Places to Work in Healthcare award and have been recognized on the Bloomberg Gender Equality Index. We are dedicated to continuously improving our employee experience through new programs and initiatives. If you thrive in a culture of recognition, value inclusivity, professional development, and growth opportunities, Phreesia could be a great fit!

Top-rated Employee Benefits:

Remote First: 100% Remote work + home office expense reimbursements + monthly reimbursement for cell phone, internet, and wellness.

Top of market rewards: Competitive compensation.

Take time when you need time: Flexible PTO + company holidays.

Top class healthcare benefits: Variety of healthcare benefits for you and your family (and your pets!) starting day one.

Care about your families: Generous top-up for parental leave benefits.

Support personal development: Continuing education and professional certification reimbursement.

Connecting in person: Various offsite events and activities for team to connect and meet in person, to support team building and engagement.

Giveback to community: Local in-person volunteer events, and give back programs to our communities.

Recognition and perks: Company-wide recognition tool (Phireworks) to celebrate milestones, recognize achievements, and strengthen your bond with your teams. You can accumulate points and redeem them for a wide catalogue of items!

Diversity and inclusive environment: At Phreesia, all employees are encouraged to bring their authentic selves to work, feel supported, and perform at their best. We have Employee Resources Groups (ERGs) to foster a sense of shared community and empowerment for employees from diverse backgrounds.

We strive to provide a diverse and inclusive environment and are an equal opportunity employer.

At Phreesia, we’re transforming the patient experience and giving healthcare organizations the capacity to do more—and we need smart, innovative problem-solvers to help us get there.

Phreesians have a wide range of backgrounds—you don’t need to be a healthcare expert or a technology geek to succeed on our team. We’re looking for talented, diverse individuals who want to make a difference in healthcare.