Member Spotlight
Jon Michel Greenwood
Partner - CDO | CPO | CTO · Member
20+ Years Leading Global Technology Teams
$75M+ Budgets Managed with P&L Ownership
18 US & World Patents
The Transformation CTO Who Delivers, Then Recruits His Own Successor
“Jon brought a crisp outside perspective, structured thinking, and an ability to quickly align our tech roadmap with our business goals.”
Chameleon Spotlight · July 2026 · 3 min read
Jon Michel Greenwood: The Transformation CTO Who Delivers
Some executives build careers on staying put. Jon Michel Greenwood has built his on being a transformation CTO, stepping into companies at their most pivotal moments, modernizing what's broken, and leaving behind teams strong enough that they no longer need him. As a Partner at Chameleon Collective, Jon embodies the Lead, Deliver, Recruit approach: he takes the interim executive seat, delivers the transformation, then recruits his own permanent successor.
An award-winning transformation CTO
Jon's experience spans software, hardware, consumer electronics, energy, legal, retail, manufacturing, and supply chain. Over 20+ years at Fortune 500 companies and startups, including executive roles at Avery Dennison, Sony Corporation, Ticketmaster, Paul Hastings LLP, Sony Music, and Gateway, he has managed globally dispersed teams, held P&L responsibility, and run budgets over $75M. He is especially adept at the ideation, design, and implementation of scalable technology that maximizes engagement and enhances customer experience.
His honors include Los Angeles Business Journal's Enterprise CIO of the Year, an Innovation Award from the Financial Times, and Best eCommerce Experience from Modern Retail. He holds 18 US and world patents, and sits on the boards of Kronos Fusion Energy and the Joshua Tree National Park Association.
Transformation in practice: AMS
When Asset Marketing Services, the direct-to-consumer collectibles platform behind GovMint, found itself with 83% of revenue coming from telesales and aging, end-of-life systems, Jon stepped in as Interim CPO/CTO. He built a product management function from scratch, rebuilt and rebranded the ecommerce platform, implemented a CDP and Salesforce Marketing, Sales & Service Cloud, migrated the call center to CCaaS, established AI & data governance, and drove $2M+ in cost savings, all while helping guide the company through its sale to a public entity. He then recruited a permanent CPO and transitioned to a fractional CTO role.
Transformation in practice: Ruffalo Noel Levitz
At RNL, the higher-education services leader, Jon served as Interim CTO | CISO during a major restructuring. He assessed the technology landscape, set a strategic digital roadmap, moved the company to a 100% remote model, consolidated CRM systems, migrated to CCaaS, and ensured PCI and TX-RAMP compliance. True to the Recruit model, he hired a full-time CTO, CISO, and Chief Data & AI Officer to succeed him.
Where Jon helps next
Whether your challenge is digital transformation, an org and technology assessment, M&A readiness, AI and data governance, or building a product and tech roadmap, a transformation CTO like Jon brings the rare combination of hands-on delivery and executive leadership that defines our Technology practice. Ready to talk? Get in touch.
From people who hired Jon
“Jon spent 10 months as our Interim CTO | CISO. Our company offers outsourced marketing services enabled by a complicated stack of systems, predominantly managed by a 3rd party overseas contractor. It was a challenging situation that required Jon to learn our environment, support our clients and business leaders' demands, while setting a new technology roadmap that would digitally transform our solutions, serve our clients well and make us more competitive. He succeeded in all these areas of focus and our employees embraced him and trusted him.”
“Over the past 12 months, Jon served as AMS' Interim Chief Technology Officer with clarity, precision, and deep expertise. He stepped into a pivotal moment in our technology transformation, helping sharpen our execution and laying a strong foundation for the next phase of our platform evolution. Jon brought a crisp outside perspective, structured thinking, and an ability to quickly align our tech roadmap with our business goals. His steady leadership enabled us to accelerate delivery, streamline key initiatives, and position our product and technology organization for long-term success. We are grateful for his commitment, partnership, and the momentum he's helped us build.”
Keep Jon in mind for
Engagements Jon is ready to step into right now.
AI Implementation
Call Center Solutions
Cost Optimization - Avoidance & Savings
Cloud & Data Center Migrations
CMS Consolidation
Data Analytics & Engineering
Executive Leadership
MarTech Stacks
Solution Rationalization
Org Design & Offshoring
Brands Jon has worked with
Work With
Jon
Tell Jon what you're working on. The message goes straight to them.
Prefer email? Write to hello@chameleoncollective.com