Program Manager Jobs in Milton, ON (NOW HIRING)

About the Role:

As a Program Manager, you will be responsible for overseeing the PMOs operations and driving continuous improvement across project management processes, procedures, and templates. You will lead the PMO unit, manage a portfolio of strategic projects from initiation through closure, and serve as the first point of escalation for PMO-related issues. This role requires a strong combination of leadership, operational discipline, and client focus to ensure project success and organizational effectiveness.

About Us:

We are proud to be recognized as a top employer for multiple years in a row, we currently hold the distinctions of Canadas Top Small and Medium Employers 2025, Greater Torontos Top Employers 2025 and are Certified Great Place to Work 2026-2027.

ISA Cybersecurityis a proudly Canadiancyberand AIservices and solutions provider.Trusted by over 500 clients from SMB to global enterprise, we empower organizations to safeguard their most critical assetsand adopt AI securely.Through ourhighly customizableCyber 360and AI 360offerings, we deliver a comprehensive range of governance, assurance,engineeringprotection, detection,and response services for the public and private sectors. Backed by over three decadesof operational experienceand a vast network ofhighly specialized andcertified experts, weleveragecutting-edgetechnologies and AI to ensure that clients achieve their privacy,security, and businessgoals.

We operate in a remote-first environment. Office presence is typically less than 20% of the time, varying by role and work requirements. Our office space, located at Bloor and Islington, is a collaborative space designed for in-person meetings and drop-ins. We enjoy hosting in-person quarterly townhalls and social events throughout the year to encourage teambuilding and collaboration.

Responsibilities:

• Develop, maintain, and continuously improve PMO processes, procedures, and templates to drive consistency and best practices across the team
• Manage projects from initiation through closure, ensuring adherence to scope, budget, and timelines while maintaining high standards of customer satisfaction. Target billable utilization of 40-50%,
• Develop and optimize quarterly PS/PMO efficiency reports for senior leadership covering project health, CSAT, revenue forecast, gaps, and opportunities for improvement
• Accountable for leading, providing updates and reporting on internal initiatives
• Assign incoming projects to team members and oversee project set-up in Business Central, including invoicing and forecast projections
• Proactively flag project risks and escalate yellow or red-status projects to leadership for discussion and resolution
• Support month-end project tracking, revenue recognition, and reconciliation
• Maintain accurate and timely time tracking for project resources to support forecasting and month-end processes
• Support resource forecasting, including soft and hard bookings, and support with scheduling visibility and planning
• Serve as the first line of PMO escalation for project process adherence and client escalations
• Manage relationships with clients and internal stakeholders, ensuring clear communication and expectation management throughout the program lifecycle
• Translate strategic goals into detailed workplans, ensuring teams have clear direction and prioritized tasks

Qualifications:

• 7+ years of progressive program management experience, preferably in a cybersecurity or managed services environment
• Project Management Professional (PMP) certification or equivalent required; CSM (Certified Scrum Master) certification is an asset
• Degree in project management, business administration, or a related field
• Strong negotiation skills to negotiate resources, changes, issues, budgets, and timelines
• Solid understanding of PMI project management best practices and methodologies
• Effective communication, in both oral and written formats, with exceptional ability to build professional relationships
• Detail and results-oriented with a high willingness and motivation to learn
• Excellent organization and time management skills resulting in efficient execution of tasks
• Demonstrated ability to prioritize conflicting priorities to meet objectives
• Demonstrated experience managing or leading a team, with the ability to mentor, motivate, and develop project management talent
• Cybersecurity industry knowledge and/or experience is strongly preferred

Why Join Us?

At ISA Cybersecurity we lead with our "Why". Our Why is to make people feel safe. This not only applies to the result of services that we provide to our clients, but how people feel when interacting with us. Whether you're an employee of ISA or a client we want you to feel safe and supported. Each one of our team members is expected to uphold this leadership quality and embrace it through consistent demonstration of our core values of Explore, Persevere, Adapt and Uplift.

We are proud to offer a variety of employee friendly programs that enable our team to perform at their best.

Highlights of our programs and policies include:

• Flexible sick and personal days for all employees
• Generous health plan with enhanced mental health resources and programs
• Professional development opportunities and education reimbursement up to $2,000 annually for all employees
• Maternity and parental leave top-up
• Employee referral bonus of $2,000
• Competitive salaries complemented with RRSP matching and bonus programs
• Distance remote working policy
• LinkedIn Learning access for all team members

We also place great value on celebrating the contributions of all employees through the following service recognition programs:

• Service anniversary recognition and generous five-year milestone service awards
• Presidents Club recognizing special achievement awards: Team Member of the Year for Sales, CIOC and Cyber Services, the Rich Uhrich Founders Award that is nominated on by all employees and four Presidents Awards (Risk Taker, Lost Without You, Money Maker and On the Rise)
• Spot rewards providing opportunities for instant peer recognition

Information-sharing and team-building initiatives include:

• Annual kick-off meeting to communicate our strategic priorities
• Quarterly town hall meetings
• Regular team get togethers and client events
• Scheduled employee feedback surveys and goal setting focus groups

Thank you for your interest in joining ISA Cybersecurity. Our team looks forward to reviewing your application. We will be reaching out to you directly if your experience matches our needs.

Vacancy Status: This posting is for an existing vacancy
AI Disclosure: ISA Cybersecurity does not currently use artificial intelligence tools as part of our recruitment process