drew craig

§ About

An agility coach for
humans — not processes.

AI-native product leader and enterprise agility coach with 13+ years designing operating systems that help PMs and product teams work smarter — not just faster. At Vanguard, I architected an AI-Native Product Management offer that equips PMs with AI-powered workflows, agentic tooling, and outcome-driven mindsets. I translate ambiguous strategic intent into executable product operating models — coaching practitioners from task completion to outcome ownership.

Philosophy

  • AI-capable, not AI-curious.
  • Outcomes over outputs.
  • Systems that make change stick — without dependency.

Top skills

  • AI-Native Product Management
  • AI-Native Workflow Design
  • Agentic Tooling Integration
  • LLM-Augmented PM Practices
  • Product Operating Models
  • Flow Metrics & Throughput Analytics
  • Prompt Engineering Workshops
  • Executive & Leadership Coaching

Certifications

  • Professional Scrum Master — PSM I
  • ICAgile Certified Professional — Agility in the Enterprise
  • Flow Framework Professional
  • CompTIA A+ (Technical)

Honors

  • B.S. Computing & Security Technology — Drexel University
  • .NET Certificate — Penn State University

§ Experience

Where I've worked.

  1. Vanguard

    Malvern, PA

    Aug 2022 — Present

    Sr. Digital Product Excellence Coach

    • Architected and operationalized an AI-Native Product Management operating system — equipping PMs with AI-assisted discovery, agentic workflow automation, and LLM-augmented backlog prioritization, reducing manual overhead and accelerating time-to-insight across product teams.
    • Designed and deployed a Product Operating Model adopted across multiple lines of business — aligning portfolio strategy with team-level execution through curated interaction points and guiding principles that scale without dependency.
    • Applied flow metrics and throughput analytics to surface delivery visibility across leadership portfolios — enabling teams to identify bottlenecks, reduce WIP, and continuously optimize cycle times.
    • Built AI PM fluency programs — prompt engineering workshops, AI tool integration playbooks, and a PM maturity assessment framework — shifting practitioners from AI-curious to AI-capable.
    • Provided executive coaching to define product agility strategy across the organization, driving measurable business value through behavioral change, sense-making, and actionable frameworks.

  2. IKEA

    Conshohocken, PA

    Jul 2021 — Aug 2022

    Agile Coach, US Digital Practice Lead

    • Founded and scaled the US Digital Agile Practice from the ground up — embedding outcome-oriented product thinking that connected strategy to execution and eliminated dependency on external coaching.
    • Designed personalized training, workshops, and cross-team interaction models that cultivated high-performing teams and a culture of curiosity — reducing escalations and improving sprint predictability.

  3. North Highland

    Philadelphia, PA

    Sep 2019 — Jul 2021

    Agile Coach | Expert Practitioner

    • Lead Agile Coach for Merck's digital marketing transformation; embedded as Product Owner for the Business Agility CoE — developing thought capital and shaping the internal practice.
    • Served as internal career coach and led proposal efforts, thought leadership, and agile practice development.

  4. Equisoft

    Philadelphia, PA

    Jan 2018 — Sep 2019

    Engagement Lead & Scrum Master

    • Led business transformation engagements; applied servant leadership and structured/self-organizing approaches to maximize delivery within scope — cultivating Agile growth mindsets across teams and stakeholders.

  5. Chubb

    Philadelphia, PA

    Feb 2014 — Jan 2018

    Scrum Master / Sr. Business Analyst

    • Re-engineered intake processes and implemented a portfolio management system — improving planning, resource optimization, and reporting transparency; tracked KPIs to surface delivery performance insights.

  6. Siemens Healthineers

    Malvern, PA

    Jan 2011 — Feb 2014

    Implementation Consultant / Team Lead / Product Analyst