Caillin Pinto

About Caillin Pinto

Caillin has over 15 years’ experience leading programs and people. He has a passion for leading innovative projects and engaging stakeholders to achieve strategic objectives and exceed client satisfaction.Caillin has managed an operation of 100 staff through a team of 6 Assistant Managers and controlled budgets over $5 million within both unionized and non-unionized environments. He has led large-scale business and technology transformation projects and secured buy-in and funding from senior executives. Caillin is a visionary and strategic leader focused on building dynamic and diverse teams to add value to his organization. He fosters a high-performing and engaging culture. Caillin holds an Executive MBA, two Bachelor of Arts degrees in Business & Society and Philosophy, and is PMP & Prosci Change Management certified.

Experience

1. Strategy & Execution Lead Global Commercial Ai & Security Skilling

   Microsoft

   Jun 2022 — Present · Redmond, WA, US

   Empowering people with the skills to innovate, transform, and lead in the AI era.• & : Skilled 400K learners, driving increased Cloud, AI & Security adoption/consumption and securing AI design wins by focusing on high-impact, role-based training to drive business outcomes.• : Engaged and skilled 2x more high-potential accounts through deep alignment with the GTM Security and Data & AI Commercial Solution area.• : Enhanced engagement among 100+ Global TPMs, WWL & MCAPs field, and Customers & Partners, leading to greater program adoption and execution.• : Aligned skilling initiatives with Security, AI Design Wins, and Azure Open AI, positioning skilling as a critical component of sales enablement.• : Coached and mentored peers to enhance skilling strategies and customer engagement, fostering a culture of continuous improvement.• : Created tools for senior leadership to monitor skilling program and project progress, ensuring transparency and informed decision-making.• : Generated high-level support and readiness for skilling strategies and programs, aligning them with organizational goals.• : Directed the creation and execution Skilling Engagement Plans, optimizing customer opportunities and maximizing ROI (ACR, PTUs, Copilot Seats, Security licenses).

Education

• Project Management Institute

  PMP - Project Management Professional

• Prosci

  Change Management Practitioner Certification

• University of Toronto

  Project Management Certificate

• York University

  Bachelor of Arts, Philosophy

• York University

  Bachelor of Arts, Business & Society

• Athabasca University

  Graduate Diploma in Management (GDM)

• Sheridan College Institute of Technology and Advanced Learning

  Certificate of Human Resources Management (CHRM)

• Athabasca University

  Executive Master of Business Administration (MBA)

Skills

• Report Writing
• Budgeting
• Teamwork
• Fundraising
• Networking
• Organizational Effectiveness
• Negotiation
• Microsoft Office
• Sales
• Customer Service
• Interviews
• Leadership Development
• Administration
• Strategic Planning
• Employee Relations
• Time Management
• Creativity
• Training Delivery
• Management
• Team Building
• Program Management
• Powerpoint
• Organizational Development
• Performance Management
• Employee Training
• Policy Analysis
• Budgets
• Coaching
• Policy
• Workshop Facilitation
• Adult Education
• Data Analysis
• Leadership
• Training
• Conflict Resolution
• Event Planning
• Critical Thinking
• Process Improvement
• Analysis
• Event Management