Open to opportunities

Michael Chartrand

@michaelchartrand

Message

I lead AI-first engineering transformations that scale trustworthy software delivery.

Canada

Message

What I'm looking for

I'm looking to lead AI-first engineering and delivery transformation where I can build trusted teams, establish practical operating models, and use evidence-based AI adoption to improve software quality, delivery capacity, and business outcomes.

At Security Compass, I lead the transition to AI-first software development, moving teams from enablement workshops through a controlled pilot to staged organization-wide rollout. I built the operating model around spec-driven development, adversarial AI review, model routing, and safety gates so teams can scale quality rather than chaos.

Across 25+ years in engineering, product operations, and delivery leadership, I've improved how organizations ship: boosting project-brief output 500%, growing client capacity 300%, and cutting operations-tool spend 60% while increasing delivery capacity 50%. I've led teams and transformations across Security Compass, Snapwire, Shutterstock Custom, Honeywell, and consulting engagements, using Lean, Six Sigma, Agile, and PMP practices to build trusted teams and better software delivery systems.

Experience

Work history, roles, and key accomplishments

Current

Vice President of Software Engineering

Current

Security Compass

May 2024 - Present (2 years 3 months)

Leads delivery teams and drives the organization's transition to AI-first software development, including enablement, piloting, and staged rollout. Strengthened Agile practices, introduced QA earlier, and improved coordination across DevOps, QA, Product Engineering, and Technical Support.

AI First Development Engineering Leadership Agile DevOps QA Product Operations Mentorship Process Improvement

Current

Owner: Management Coaching / Digital Programs / Processes; Consulting

Current

Spilling My Beans

Jan 2014 - Present (12 years 7 months)

Launched consulting practice helping clients refine products and processes, working with Fortune 100 companies to niche businesses. Guides teams in process optimization, Lean/Six Sigma, Agile, and PMI, and develops operational templates and dashboards.

Consulting Lean Six Sigma Agile PMI Process Optimization Data Analytics Dashboarding

VP, Engineering Operations

Security Compass

Nov 2023 - May 2024 (6 months)

Led engineering operations, streamlining processes and aligning operations with business goals. Focused on improving efficiency and reducing downtime across DevOps and Technical Support teams.

Engineering Operations Process Improvement DevOps Technical Support Leadership

Director of Product Operations

Security Compass

Nov 2021 - Nov 2023 (2 years)

Directed product operations, focusing on streamlining processes and improving coordination across product, engineering, and QA. Introduced QA earlier in the development process to reduce defects and improve launch quality.

Product Operations Agile QA Process Improvement Coordination

Head Of Operations

Snapwire

Sep 2019 - Mar 2021 (1 year 6 months)

Led transformational business operations to enhance delivery and quality of professional services and on-demand crowdsourcing. Developed cross-functional teams overseeing approximately 10,000 remote professionals and managed annual budget.

Operations Management Process Improvement Budget Management

Director of Business Intelligence / Operations

Shutterstock Custom

Jul 2016 - Jan 2018 (1 year 6 months)

Led a $1.5M digital product/service business unit, using data to increase efficiencies. Designed new processes across Finance, HR, Sales, Customer Success, Delivery, and Product Development, and improved reporting and metrics management.

Business Intelligence Operations Management Data Analysis Process Design Reporting Metrics

Director, Client Delivery

Horizn (Horizon Studios)

Jun 2015 - Aug 2016 (1 year 2 months)

Directed teams responsible for all client deliverables for remote/mobile/desktop learning software used in 8 countries. Recruited, trained, and coached project management teams in a mixed Agile/Waterfall environment.

Client Delivery Project Management Agile Waterfall Team Leadership Training

Founder / COO

26Mondays

Jun 2010 - Jan 2014 (3 years 7 months)

Launched a startup using gamification to accelerate UX development. Unified multidisciplinary teams and deployed processes for cost and project management, leveraging Six Sigma, Agile, and PMI methodologies.

Startups Gamification UX Project Management Cost Management Six Sigma Agile PMI

Director, PMO

Syncapse

Jan 2008 - Jan 2010 (2 years)

Led coordinated management of multiple strategic projects on time and on budget. Managed recruitment, retention, and career development of the PM group, and mentored staff using Six Sigma, Agile, and PMI standards.

PMO Project Management Six Sigma Agile PMI Team Leadership Mentor

Director, PMO

Sharpe Blackmore Euro RSCG

Jan 2007 - Jan 2009 (2 years)

Executed and maintained program management processes in areas such as schedule, quality, communications, HR, cost, procurement, risk, and change management. Designed scalable solutions and built consensus among end-users and technology leaders.

Program Management Process Improvement Stakeholder Management Recruitment Career Development

Project Manager

Honeywell

Apr 2004 - Oct 2007 (3 years 6 months)

Managed and participated in working teams of six to 40 locally and internationally. Standardized global roadmaps for technical requirements and implemented back-up processes and application-install strategies, including SOX security procedures.

Project Management Team Leadership SOX Compliance Reporting