Executive Assistant

Company Description 247 Labs is an award-winning Canadian technology company specializing in custom software solutions, web and mobile applications, AI-powered systems, and digital transformation. For over 13 years, the team has supported leaders in healthcare, finance, insurance, education, and other sectors to innovate and grow through expertly engineered solutions. With more than 1,500 projects completed and a 98% client satisfaction rate, 247 Labs is trusted by organizations such as Motorola and the University of Toronto. The company focuses on building impactful technology partnerships that help clients bring their vision to life and achieve measurable business results.

Role Description This full-time Executive Assistant role is an on-site position based in Toronto, ON. The Executive Assistant will provide high-level administrative support to senior leaders, including calendar management, meeting coordination, travel arrangements, and preparation of agendas and materials. Daily responsibilities include organizing and prioritizing communications, drafting and editing correspondence, maintaining records, and handling confidential information with discretion. The role also involves preparing and tracking expense reports, coordinating internal and external meetings, and ensuring executives are well-supported in their daily operations. The Executive Assistant will collaborate with team members across departments to streamline administrative processes and support an efficient, professional office environment.

Qualifications

• Candidates should possess strong Executive Administrative Assistance and Executive Support skills, including calendar management, meeting coordination, and document preparation.
• Candidates should possess solid Administrative Assistance skills, such as organizing files, managing correspondence, and supporting day-to-day office operations.
• Candidates should possess experience preparing and reconciling Expense Reports and handling basic financial or budgeting documentation.
• Candidates should possess excellent Communication skills, both written and verbal, with the ability to interact professionally with stakeholders at all levels.
• Strong organizational and time-management abilities, with attention to detail and the capacity to manage multiple priorities.
• Proficiency with office productivity tools (e.g., Microsoft Office or Google Workspace) and comfort with technology-driven workflows.
• Demonstrated discretion in handling sensitive information and a high degree of professionalism and reliability.
• Previous experience supporting executives or senior leaders in a technology or professional services environment is an asset.
• Post-secondary education in business administration, office management, or a related field is preferred, or equivalent practical experience.

KEY RESPONSIBILITIES

Executive & Administrative Support Manage executive calendars, scheduling, meetings, travel arrangements, and business administration Prepare presentations, reports, meeting summaries, proposals, and business documentation Maintain organized records, files, contracts, client documentation, and internal systems Assist leadership with operational projects and special initiatives.

Client Account Management:

Act as a professional point of contact for clients and partners Coordinate client communications and follow-ups Track project milestones, deliverables, client requests, and account activities Assist with onboarding new clients and maintaining strong client relationships Identify opportunities for account growth and upselling.

Sales & Business Development Support

Assist with proposal preparation, Statements of Work (SOWs), and RFP submissions Conduct research on prospects, industries, competitors, and market opportunities Maintain CRM records and sales pipelines Support lead generation and business development activities. Follow up with prospects and clients as required.

Financial & Operations Administration:

Prepare invoices and monitor client billing activities Follow up on overdue invoices and outstanding payments professionally. Manage software subscriptions, hosting accounts, domains, licenses, and recurring vendor services Track operational expenses and maintain organized financial records Support vendor coordination and contract administration AI & Process Automation Research and implement AI tools that improve productivity and efficiency Use AI platforms such as ChatGPT and other automation tools to streamline workflows Identify repetitive processes that can be automated Continuously recommend improvements to operations, reporting, and client service delivery.

Skills & Competencies:

Exceptional organizational skills and attention to detail Strong business judgment and independent problem-solving ability Excellent written and verbal communication skills in English Proficiency in Microsoft Office Suite and Google Workspace Experience with CRM systems (e.g. HubSpot, Salesforce), project management tools (e.g. Jira, Asana, Monday.com), and collaboration platforms Comfortable learning and adopting AI tools and new technologies Ability to manage multiple priorities while remaining calm under pressure.

Highly resourceful and capable of working independently with minimal oversight

What Sets You Apart:

Naturally curious, you learn quickly and love figuring things out You think several steps ahead and anticipate problems before they happen Comfortable working in a demanding and fast-moving environment You take full ownership and accountability for your work You enjoy solving problems and finding smarter, more efficient ways of doing things Equally confident working with executives, clients, and team members