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Added 8 mins ago
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Techify Inc.

vCIO

Toronto, ON, Canada
North York, ON, Canada

Pay: $105,000 to $155,000 CAD / year
Job type: Full-time
Apply by: Oct 29, 2026
Posting language: English
Posted: Sep 29, 2026

Apply About employer

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Original job description

About the Role

Help clients build smarter, AI-enabled businesses through technology, strategy, automation, and execution.

Techify has spent the last 3 years heavily focused on AI adoption, operational automation, and helping organizations modernize the way they work. We are quickly becoming one of Canada’s leading AI-forward MSPs by combining strong technical consulting with practical AI strategy that actually improves business operations.

We are looking for someone who is excited by where technology is going, understands how AI is reshaping the consulting landscape, and wants to help lead that transformation for both our clients and our internal teams.

Techify is growing fast, and we’re looking for someone who can sit confidently at the intersection of business, technology, strategy, and relationships.

This is not a “maintain the status quo” role.

This is for someone who loves solving problems, building structure from chaos, thinking strategically, and helping clients make smarter technology decisions that actually move their businesses forward.

You’ll act as a trusted advisor to clients while coordinating internally with consultants, vendors, projects, procurement, and leadership to ensure things get done properly, consistently, and proactively.

You’ll lead roadmap conversations, drive modernization initiatives, uncover AI opportunities, reduce risk, improve operational maturity, and help clients feel confident in where their technology is headed.

If you naturally think in systems, enjoy simplifying complexity, ask smart questions, and love turning ideas into practical execution then you will love this role.

Who we are 

We’re a fun and forward thinking tech company specializing in proactive technology, cybersecurity and AI. In a nutshell We take technology from annoying to awesome!

Our Purpose

Transform how people and organizations use technology; leaving people feeling Smarter and Fired Up!

Our Values 

We Want to Hire You, If:

You:

See AI as a business transformation tool, not just a chatbot
Naturally look for inefficiencies and think in workflows
Understand that the future of consulting is proactive, automated, strategic, and AI-enabled
Want to help organizations rethink how work gets done
Like building structure, systems, and long-term plans
Enjoy solving complex business and technology problems
Prefer proactive work over reactive firefighting
Ask “why” before jumping to solutions
Can simplify technical concepts for non-technical people
Enjoy client relationships but don’t need to be the loudest person in the room
Like autonomy, accountability, and ownership
Get satisfaction from making things run better, smarter, and cleaner
Enjoy balancing big-picture thinking with operational execution
Are thoughtful, analytical, strategic, process-oriented, calm under pressure, and naturally focused on building scalable, effective solutions.
Can create alignment across teams, bring clarity to priorities, and elevate accountability through calm, organized leadership
You come with the batteries included - experienced, proactive, and ready to contribute from day one.
Get fired up about growing revenue across your client base by delivering great, reliable advice that earns trust and deepens every client relationship

Qualifications

7+ years in MSP consulting, IT strategy, digital transformation, vCIO, or client-facing technology advisory
Strong business and technology acumen
Experience with AI tools, workflow automation, or AI-enabled operational improvement initiatives is a must.
Experience leading roadmap, modernization, or operational improvement initiatives
Experience leading teams
Comfortable presenting to executives and leadership teams
Strong organizational and follow-through skills
Able to manage complexity without creating chaos
Experience with Microsoft 365, cybersecurity strategy, operational maturity, or AI enablement is a strong asset
Experience helping organizations evaluate, adopt, govern, or operationalize AI solutions is considered a major asset.
Bachelor’s degree in Business, Information Technology, or related field preferred

A Day in the Life

Strategic Client Leadership

Lead quarterly and annual technology roadmap meetings with clients
Act as a trusted advisor to client leadership teams
Guide conversations around modernization, cybersecurity, Microsoft 365, operational maturity, and AI adoption
Help clients rethink workflows and processes using modern technology
Educate clients on emerging technology and high-value AI use cases
Help clients identify realistic, high-impact AI opportunities tied to operational efficiency, productivity, client experience, and risk reduction.
Guide organizations through AI readiness conversations including governance, process maturity, security, and adoption planning.

Strategy & Roadmaps

Lead quarterly and annual technology strategy reviews
Develop 1–3 year technology roadmaps aligned to business goals and budgets
Drive modernization, Microsoft 365 adoption, cybersecurity, and AI initiatives
Build AI adoption and automation opportunities into client technology roadmaps where appropriate.
Evaluate emerging technologies and provide practical guidance on where AI creates meaningful business value versus unnecessary complexity.

Execution & Coordination

Coordinate across consulting, service desk, procurement, vendors, and project teams
Ensure priorities, timelines, and deliverables stay on track
Maintain Technology Maturity Scorecards
Document decisions, ownership, and action items clearly

Consulting & Proposals

Present strategic recommendations and proposals confidently
Help clients make informed technology decisions
Support quoting, purchasing, and consulting workflow management

People Leadership

You are a thoughtful leader, strong decision-making, have high emotional intelligence, and the ability to help teams execute effectively together.

How Success Is Measured

Success in this role comes from building trust, driving accountability, and helping clients continuously improve.

You will:

Drive measurable improvements in Technology Maturity
Maintain clear and actionable technology roadmaps
Improve client operational maturity and risk posture
Support client retention and growth through strategic partnership
Ensure strategy actually turns into execution

Compensation & Perks

$105,000 – $155,000 CAD annually (based on experience)
Corporate performance-based profit-sharing bonus
Health benefits
Paid birthday off + personal days
Supportive, driven, and fun team environment
Opportunity to help shape the future direction of one of Canada’s emerging AI-forward MSPs and influence how businesses adopt technology over the next decade

To be considered for this role, you must complete the Culture Index (see link below) and apply.

Culture Index:

https://go.cultureindex.com/p/DSY90QyrXAPScGnWIlhttps://go.cultureindex.com/p/DSY90QyrXAPScGnWIl

Industry

IT Services and IT Consulting

Employment Type

Full-time

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More about this job

Responsibilities

Serve as a trusted technology advisor, leading client roadmap discussions and guiding modernization, cybersecurity, Microsoft 365, operational maturity, and AI adoption initiatives. Coordinate internal teams, vendors, procurement, and projects to turn strategic recommendations into measurable improvements in client operations, risk posture, retention, and growth.

Requirements

Requires at least 7 years of experience in MSP consulting, IT strategy, digital transformation, vCIO work, or client-facing technology advisory, along with strong business and technology acumen and experience with AI tools or workflow automation. Candidates should have experience leading roadmaps and improvement initiatives, leading teams, presenting to executives, and managing complex work; a related bachelor's degree is preferred.

Skills

IT Strategy
MSP Consulting
Digital Transformation
AI Enablement
Workflow Automation
Technology Roadmapping
Cybersecurity Strategy
Microsoft 365
Executive Presentations
Operational Maturity
Technology Modernization
Team Leadership
Vendor Coordination
Proposal Development
Project Coordination

Benefits

Performance-Based Profit-Sharing Bonus
Health Benefits
Paid Birthday Off
Personal Days
Supportive Team Environment

Visa sponsorship

Not detected in the job text

Keywords

Managed Service Provider
IT Consulting
IT Strategy
Artificial Intelligence
AI Adoption
Workflow Automation
Digital Transformation
Technology Roadmaps
Technology Maturity Scorecards
Microsoft 365
Cybersecurity
Operational Maturity
AI Governance
AI Readiness
Business Process Improvement
Technology Modernization
Risk Reduction
Executive Advisory
Vendor Management
Procurement
Project Coordination
Strategic Planning
Proposal Development
Technology Consulting

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