Remote Legal Expert - AI Trainer

Job Description

We’re looking for a highly organized, tech-savvy Executive Assistant who excels at providing exceptional support and keeping operations running smoothly. If you take a proactive approach and anticipate needs with ease, this role is for you.

The ideal candidate is resourceful, adaptable, and skilled at managing a wide range of administrative and executive support tasks with efficiency and professionalism. The successful candidate will provide critical support to the President and Executive Leadership Team (ELT), playing a key role in ensuring our leadership team operates at peak performance.

This will be a full-time position, working Monday through Friday from our corporate office in St. John's, NL.

What You’ll Do:

• Provide support/coverage to various administrative functions to ensure business continuity.


• Assist with company initiatives, corporate events, and engagements.


• Serve as the Executive Assistant to the President, while also supporting the broader ELT.


• Take full ownership of calendar and email management, ensuring seamless scheduling and prioritization.


• Proactively anticipate needs, ensuring leadership is well-prepared for meetings, travel, and business decisions.


• Coordinate travel arrangements, including flights, accommodations, and itineraries for the ELT.


• Manage the Front Desk Administrator and oversee the reception area to ensure a welcoming, efficient, and professional environment.


• Draft and edit correspondence, and prepare reports, presentations and other required documents ensuring accuracy, confidentiality, and a high standard of detail.


• Act as a liaison between the President, ELT, and key stakeholders, ensuring clear and efficient communication.


• Support and advise the administrative staff, and ensure cross-functional teams stay aligned.


• Establish strong connections with other EAs to industry leaders, government officials, and business executives.


• Handle confidential information with discretion and professionalism.

What You Bring:

• A post-secondary diploma or degree (business, communications, education or a related field preferred).


• 5+ years of experience in executive support, business operations, or administrative leadership.


• Exceptional organizational skills with the ability to manage complex schedules and competing priorities.


• Tech-savvy, with expertise in Microsoft Office suite.


• Strong communication and interpersonal skills.


• Experience with event planning, including executive meetings and corporate functions.


• A proactive mindset with the ability to anticipate needs and solve problems before they arise.


• Leadership experience and the ability to foster collaboration across teams.


• A commitment to professional growth, including participation in industry associations and community engagement.

About Us:

The Cahill Group is one of the largest multi-disciplinary construction companies in Canada. Cahill is building the future of oil and gas, mining, hydro, and social infrastructure on some of the largest construction and fabrication project sites in the country. People really are at the heart of everything we do. So, we will always put the health, well-being, and safety of our people above all.

We believe that a diverse and inclusive culture creates a work environment that is supportive, engaging and rewarding. We welcome, recognize, and celebrate diverse backgrounds, cultures, demographics, perspectives, and experiences within our team. Being you at The Cahill Group is what makes us stronger and enables innovation and creativity in meeting tomorrow’s challenges. We are proud to be an equal opportunity employer actively seeking to recruit a diverse and talented workforce.

If you require any accommodation in the recruitment process, please let us know. While we thank all applicants for their interest, only those under consideration will be contacted.