Michael McPhie
Testimonials
Services
Experience
Testimonials
❝
As CEO, I needed a partner who could stabilize performance, rebuild margin structure, and create accountability across the organization. Michael brought clarity to our financials, discipline to execut...
CEO
Dray Alliance
Employer
✓ Verified
Experience
Dray Alliance
Chief Operating Officer
May 2022 - Feb 2025
Acquired by ContainerPort Group | Series B, VC-Backed Logistics Tech Platform
Led a comprehensive operational turnaround for a Series B logistics tech platform, restoring margin health and positioning the company for a successful acquisition by ContainerPort Group — North America's largest privately held port logistics firm.
Delivered 2,000+ basis points of gross margin improvement, taking the business from negative margins to +20% through end-to-end operating model redesign. Reduced cost-to-serve by 50%, extended cash runway by three quarters without external capital, and rebuilt the leadership bench before guiding the company through recapitalization and exit.
Core work: P&L restructuring · BPO integration · workflow automation · OKR/KPI systems · board partnership · M&A readiness
Shelf Engine
Head Of Operations
May 2021 - May 2022
Acquired by Crisp | Series B, VC-Backed | AI-Driven Food Waste Reduction | Reported to CEO
Built the operational infrastructure to scale an AI-driven "Results-as-a-Service" model across national enterprise grocery accounts, before the company's successful acquisition by Crisp.
Co-developed a Human-in-the-Loop (HITL) AI framework with the Data Science team, deploying machine learning ordering systems across 2,500+ retail locations for Fortune 50 grocery retailers. Led a 100+ person national field organization, held full P&L accountability for key business units, and converted regional pilots into multi-region enterprise agreements.
Core work: AI/ML deployment · field operations at scale · P&L ownership · grocery retail partnerships · operating playbook development
HIGH FORM GROUP
Strategic Consultant and Executive Advisor
Jan 2016 - Jan 2021
Boutique advisory practice providing fractional COO leadership and strategic counsel to VC/PE-backed founders and institutional investors across commerce, fintech, health-tech, and logistics.
Engagements have included GTM strategy for an AI-enabled sleep health startup, payments and fintech landscape advisory for a global financial services firm, and product-market fit and roadmap development for an early-stage medical device company.
Apple
Senior Product Executive, Mobile Commerce – Retail (Apple Stores)
Jan 2011 - Jan 2016
Public (NASDAQ: AAPL) | Global Consumer Electronics
Led the digital commerce platform and mobile retail operating model for the global Apple Store network — 475+ stores, 18 countries, $18B+ in annual retail revenue, 1M+ daily customers.
Spearheaded the "One Device" initiative, an enterprise-scale business process redesign that migrated every global Apple Store to an iPhone-based POS and commerce stack. Directed the Apple Store iOS app (50M+ downloads) and influenced $500M+ in Fortune 100 multi-year enterprise partnership decisions by positioning Apple's ecosystem as a digital transformation platform.
Core work: global program delivery · mobile commerce · enterprise partnerships · business process redesign · retail tech
Visa
Senior Director – Product Innovation & Channels
Jan 2007 - Jan 2011
Public (NYSE: V) | Global Payments Network
Built and led Visa's first direct-to-consumer web and mobile division from the ground up, securing multi-round internal funding through CFO-backed investment cases.
Co-developed the global e-commerce channel strategy that informed Visa's $2B acquisition of CyberSource. Presented innovation pipelines and market-entry strategies to the Board of Directors, institutional investors, and Tier-1 banking partners. Partnered with IDEO to develop two patent-pending technologies through human-centered design and ethnographic research.
Core work: venture building · D2C product · e-commerce strategy · board presentations · fintech partnerships · rapid prototyping
Tellme Networks
Senior Product Manager
Jan 2005 - Jan 2007
Acquired by Microsoft, 2007 VC-Backed Startup | Speech Recognition Platform
One of the earliest commercial deployments of AI-powered voice recognition in consumer commerce — before Siri, before Alexa, before ChatGPT.
Led product and operations for a hosted speech recognition platform serving a leading global QSR chain, managing what was an industry-first centralized voice ordering system at scale. Tellme's technology was foundational to the development of conversational AI interfaces, culminating in Microsoft's acquisition in 2007.
This role established an early fluency in AI-enabled customer experiences that has informed every operating role since — from Human-in-the-Loop AI deployment at Shelf Engine to automation-driven operating model redesign at Dray Alliance.