Title: Associate VP, Information Systems

Department: Information Systems

Reports To: COO/CFO & Executive Leadership Team

About Us
The Madison Group is a family-owned, widely diversified real estate and land development company with a substantial portfolio of retail, commercial, and industrial projects. The Madison Group also has extensive experience in building master-planned communities, low-rise, and high-rise residential projects.

For over 55 years, The Madison Group has built its foundation on integrity and innovation and our commitment to our customers is our foremost priority. The Madison Group focuses on creating quality homes and residences in desirable areas firmly rooted in a sense of community. Our reputation is defined by the talent, dedication, and passion of our team.

For further information, please visit our website at madisongroup.ca

General Description
The Associate VP, Information Systems will lead the overall technology strategy, operations, cybersecurity, infrastructure, business applications and digital transformation initiatives of The Madison Group.

This role ensures that technology supports business objectives, improves operational efficiency, protects company data and enables growth across all divisions. This position will work closely with third-party IT support service and technology providers, relevant business stakeholders, and project committees to ensure the consistent and successful delivery of each software application.

Primary Responsibilities

Ensure the organization’s IT strategy aligns with corporate goals





Identify opportunities to leverage technology to improve business performance

Build and continuously update a road map that supports the company’s long-term growth

Advise senior leadership of emerging technologies, risks and opportunities

Oversee all IT infrastructure including networks, servers, cloud platforms, telecommunications, and end-user computing

Lead all phases of the business systems implementation including planning, testing, execution, and implementation as well as assisting in implementation of upgrades and enhancements

Develop and maintain the organization’s cybersecurity strategy, providing security awareness and training

Oversee cybersecurity assessments and audits

Manage disaster recovery, business continuity plans, incident response, vulnerability management and compliance requirements

Ensure compliance with applicable privacy, security and regulatory requirements

Establish and update policies for data management, retention, access controls and any other IT policies or procedures required company wide

Research potential IT vendor alternatives, propose solutions, and manage contract negotiationsDevelop and manage the annual budget for Information Systems





Ensure cost-effective procurement and utilization of technology assets

Establish departmental objectives and performance expectations of the IT team

Demonstrate good leadership skills with a positive attitude and ability to motivate others

Required Skills And Qualifications

Bachelor’s degree or diploma in Computer Science or similar

Preferably 10+ years experience in building and managing an IT team within a mid-size organization

Experience in an IT role within construction/real estate development is a must

Familiarity with New Star Constellation ERP, Hub Spot, SalesForce, Yardi, Power BI, Inform Excel is an asset

Proven experience in project leadership.

Experience in managing expectations and working in a multi-user/multi-division environment

Exceptional leadership skills

Ability to communicate and collaborate effectively with users, management, and project teams

Excellent analytical, organizational, planning, and time management skills

Ability to effectively manage multiple priorities simultaneously

Madison Group celebrates diversity and is proud to be an equal opportunity employer. We are committed to creating an inclusive workplace for all employees and applicants and make all employment-related decisions without regard to race, color, religion, sex, national origin, sexual orientation, gender identity, age, disability.

AI will not be used to screen resumes or during the interview process.

Compensation: $180K - $200K

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📌 Associate VP, Information Systems (Ontario)
🏢 Madison Group of Companies
📍 Ontario