138 Founder Assistant jobs in Canada

Job Description

Position: Executive & Personal Assistant to CFO
JOB ID: #
Location: North York (In-Office)
Salary: $85,000-$100,000
Industry: Real Estate

Role Overview

We are seeking a highly resourceful and confident Executive Assistant to support a dynamic business leader. In this unique role, you will act as both a Personal Assistant and Executive Assistant , handling a wide variety of responsibilities that keep both personal and professional operations running smoothly. Reporting directly to the CFO, this is a hands-on, in-office role suited to someone who thrives in a fast-paced environment.

Main Responsibilities

Personal Assistant

• Manage day-to-day personal tasks and errands including paying personal bills, scheduling appointments, and handling household-related matters.

• Coordinate personal and business travel arrangements (flights, accommodations, itineraries).

• Act as a gatekeeper and trusted right hand for all personal affairs, using discretion and sound judgment.

• Oversee vendors and service providers related to home or personal services.

Executive Assistant

• Manage a busy and ever-changing calendar including meetings, appointments, and follow-ups.

• Set up boardrooms, prepare materials, take and distribute meeting minutes.

• Prepare and format documents using Microsoft Office Suite (Word, Excel, PowerPoint, Outlook).

• Screen and respond to emails, calls, and internal/external communications on behalf of the CFO.

• Support day-to-day operations in a small office environment with little formal SOP structure.

Qualifications

• 5+ years of experience supporting a senior executive in a hybrid personal/executive capacity.

• Strong proficiency with Microsoft Office Suite and calendar management tools.

• Naturally assertive with excellent judgment—knows when to push back and when to let go.

• Comfortable working independently with limited direction or structure.

• Exceptional organizational, communication, and multitasking skills.

• Must be comfortable working full-time in-office in North York.

This is not a role for someone looking to reinvent systems—it's ideal for someone who knows how to make things work, stay two steps ahead, and adapt quickly.

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We are currently seeking a dedicated, organized, and detail-oriented Personal Assistant to join our growing team. This is a remote position, offering flexibility and the opportunity to work independently from the comfort of your home. The ideal candidate will play a key role in managing payroll, handling invoices, and providing general administrative support to ensure smooth day-to-day operations.

Key Responsibilities:
• Prepare, process, and manage payroll accurately and on schedule.
• Maintain employee records and ensure compliance with company policies.
• Handle invoices — create, track, and process payments as needed.
• Assist with financial reporting and basic bookkeeping tasks.
• Schedule meetings, manage calendars, and organize documents.
• Communicate professionally with clients, vendors, and team members.
• Provide administrative support for ongoing projects as required.
• Help with data entry, document preparation, and email correspondence.

Qualifications & Skills:
• Proven experience as a Personal Assistant, Payroll Clerk, or Administrative Assistant.
• Strong understanding of payroll systems and processes.
• Proficiency with Microsoft Office or Google Workspace (Excel/Sheets is a plus).
• Excellent organizational and time-management skills.
• Attention to detail and ability to handle confidential information responsibly.
• Strong written and verbal communication skills.
• Reliable internet connection and a quiet workspace.

Job Details:
• Position: Remote Personal Assistant (Payroll & Admin)
• Schedule: Flexible hours, full-time or part-time options available
• Compensation: Weekly pay (based on experience and availability)
• Location: Remote – work from anywhere

If you’re dependable, self-motivated, and looking for a stable remote opportunity where your skills are valued, we’d love to hear from you.

We are seeking a highly organized and proactive Personal Assistant to provide comprehensive support to our executive team. The ideal candidate will possess exceptional administrative skills, a keen attention to detail, and the ability to manage multiple tasks efficiently. This role requires a strong background in office management and executive administrative support, along with excellent communication and interpersonal skills.

Responsibilities
• Manage calendars, schedule appointments, and coordinate meetings using Microsoft Outlook Calendar and Google Workspace.
• Provide event planning support, including organizing logistics for meetings, conferences, and special events.
• Assist with project coordination by tracking progress and ensuring deadlines are met.
• Perform bookkeeping tasks and maintain accurate financial records using QuickBooks.
• Handle online marketing and social media management.
• Handle data entry, filing, and clerical duties to ensure smooth office operations.
• Provide executive administrative support by preparing documents, proofreading reports, and transcribing notes.
• Answer phone calls with professionalism and maintain phone etiquette while managing a multi-line phone system.
• Maintain an organized office environment through effective office management practices.
• Assist with customer service inquiries and provide front desk support as needed.

Requirements
• Proven experience as a Personal Assistant or in an administrative role with strong organizational skills.
• Proficiency in online marketing, Ai, and social media engagement.
• Proficiency in Microsoft Office Suite (Word, Excel, PowerPoint) and Google Workspace applications.
• Familiarity with QuickBooks for bookkeeping purposes is preferred but not mandatory.
• Excellent typing skills with attention to detail for proofreading and transcription tasks.
• Strong clerical experience including data entry and filing systems management.
• Ability to manage multiple priorities effectively while maintaining a high level of accuracy.
• Outstanding communication skills for effective interaction with clients and team members.
• Experience in event planning or project coordination is a plus. If you are a motivated individual who thrives in a dynamic environment and possesses the necessary skills to excel as a Personal Assistant, we encourage you to apply.

The Remote Personal Assistant provides virtual administrative and organizational support to help executives, professionals, or business owners manage their personal and professional tasks efficiently. This role involves coordinating schedules, managing communication, handling administrative duties, and assisting with personal errands — all performed remotely.

• Manage calendars, schedule appointments, and coordinate virtual/in-person meetings.
• Handle phone calls, emails, and other correspondence on behalf of the employer.
• Organize digital files, records, and databases.
• Book travel arrangements (flights, hotels, transportation).
• Prepare and edit documents, reports, and presentations.
• Conduct online research and provide summaries or recommendations.
• Assist with personal tasks such as online shopping, reservations, or event planning.
• Monitor and manage expenses, invoices, and budget tracking.
• Liaise with clients, staff, and external stakeholders professionally.
• Maintain confidentiality of sensitive information.

• Proven experience as a Personal Assistant, Virtual Assistant, or similar remote role.
• Strong organizational and multitasking abilities.
• Excellent written and verbal communication skills.
• High proficiency with productivity tools (Google Workspace, Microsoft Office, project/task management apps like Trello, Asana, or Slack).
• Ability to work independently and manage time effectively.
• Tech-savvy with problem-solving skills.
• Professional, discreet, and reliable.

Director, Project Management Office (PMO)

Romspen is a leading Canadian non-bank mortgage lender specializing in commercial and industrial real estate mortgages. Our investments are comprised mostly of commercial and industrial first mortgages on properties primarily across Canada and the United States. We provide customized mortgage solutions for term, bridge and construction financing. The current overall real estate mortgage portfolio is $3 billion. Over the past 25 years we have invested over $8 billion in over 1000 real estate mortgages and have consistently earned strong absolute cash yields to investors.

We are seeking a Director, Project Management Office (PMO) to establish and lead our PMO, driving structure, discipline, and excellence in project delivery across the firm. This role is both strategic and hands-on — ideal for a leader who is comfortable designing the PMO framework, directly managing critical projects, and coaching a small but high-performing team.

The Director, PMO will bring proven expertise in Scrum and Agile delivery, strong IT technical knowledge, and a track record of mentoring and developing talent. This role spans business applications, process improvement initiatives, infrastructure and cybersecurity programs, as well as data migration and data warehouse projects.

Responsibilities

Strategic Leadership & Hands-On Delivery

• Design and implement the PMO framework, governance, and standards from the ground up.
• Personally manage key enterprise projects, ensuring delivery excellence.
• Serve as a trusted advisor to executives on portfolio prioritization and risk management.

Team Coaching & Development

• Directly manage one project manager, providing day-to-day guidance and mentorship.
• Build career development plans and create a culture of continuous learning.
• Scale team capacity over time based on business needs.

Comprehensive Project Portfolio

• Lead initiatives across:
• Business applications (CRM, financial systems, investor platforms).
• Process improvements that drive operational efficiency and compliance.
• Infrastructure (network upgrades, cloud migrations, end-user computing).
• Cybersecurity (identity & access management, endpoint protection, vulnerability management, data loss prevention).
• Data warehouse projects supporting analytics and reporting.
• Apply technical expertise to evaluate feasibility, anticipate risks, and ensure successful implementation.

Agile & Scrum Leadership

• Champion Agile delivery across the organization, embedding Scrum ceremonies and metrics.
• Act as Scrum coach to stakeholders and project teams.
• Ensure the organization adopts a repeatable and scalable Agile framework.

Process Improvement & Change Management

• Identify inefficiencies in workflows and lead process re-engineering initiatives.
• Drive change management efforts to secure adoption of new systems and processes.

Stakeholder & Executive Engagement

• Build trusted relationships with executives and business leaders.
• Provide clear, concise reporting on project portfolio health, risks, and value delivered.
• Act as a single point of accountability for project delivery excellence.

Qualifications

• Bachelor’s degree in business, technology, or a related field.
• 10+ years of progressive project/program management experience, with a demonstrated ability to both lead and execute projects.
• Proven experience coaching and developing talent — comfortable leading a small team while remaining hands-on.
• Demonstrated ability to manage initiatives across business applications, process improvement, infrastructure, cybersecurity, and data platforms (migration & warehouse).
• Experience building or maturing a PMO in a mid-sized organization.
• Scrum certification is mandatory.
• PMP or equivalent certification preferred.
• Strong IT technical knowledge and ability to work closely with technical teams.
• Strong analytical and problem-solving abilities.
• Proven success in process improvement and operational efficiency programs.
• Expertise in project, program, and portfolio management principles (Agile, Waterfall, hybrid).
• Familiarity with data governance, cybersecurity frameworks, and regulatory compliance.
• Excellent leadership, facilitation, and communication skills with the ability to influence at all levels.