My last name is a bit of a challenge, it sounds like trestle but with a long “ō” [Tros·tle] /ˈTrosəl/

Introduction

Charles has spent 20+ years building things that actually work. His background runs across software development, product management, and strategy, with recent work in AI and blockchain that isn't theoretical. He's used both in production. What makes him effective isn't the breadth. It's recognizing signal in the noise. That comes from working across enough industries to know which problems are genuinely new and which are the same problem wearing different clothes. The distinction shapes how he leads.

He operates at the intersection of technical depth and organizational reality. Teams trust him because he understands the work. Executives trust him because he translates it without losing anything important. The result: complex initiatives don't stall at the handoff points where they usually die.

His edge right now is timing. While most organizations are still debating AI policy, Charles has already authored an enterprise AI adoption and governance framework, led agentic product development, and built processes that keep innovation moving without running afoul of compliance. He's currently working with executive leadership to bridge aggressive and conservative positions on AI adoption, turning that tension into forward momentum instead of paralysis.

Links

Charles Trostle - CV

Charles Trostle - Certifications

My Philosophy

Strategy work fails in predictable ways. It gets written for a boardroom and never survives contact with the people who have to execute it. So I start from the other end: the customers, stakeholders, and teams who actually bring a plan to life, in whatever country they happen to be working.

The strategies I build are meant to be adjusted. Markets shift, priorities change, and a plan that can't absorb that isn't a plan. What stays fixed is the standard: improvements you can measure, across products, systems, and processes, at whatever scale the business operates.

And the work is never just the end goal. Give people real ownership and a collaborative environment worth working in, and teams don't just deliver. They get better every cycle. That's the impact that lasts after the project ends.

What I Do


AI Strategy & Governance

Most AI programs die in the pilot phase. I build the ones that don't. I authored an enterprise adoption and governance framework, led agentic product development into production, and designed the operating models that let regulated businesses move fast on AI without breaking trust or compliance.

Executive & Team Leadership

Servant leadership, practiced rather than framed on a wall. I lead global, distributed teams with transparency as the default and have spent a career recruiting, mentoring, and retaining the kind of talent that makes organizations better after I leave than when I arrived.

Commerce & Customer Platforms

I've led teams building complex commerce systems across custom Java, Hybris, Demandware, and Disney’s GO network, and implemented the CRM platforms that turn customer data into strategy. The through line: refining how customers buy, and using what that reveals to drive conversion and growth.

Product Management & Strategy

Certified Scrum Product Owner with two decades of finding the overlap between what the market needs and what the business can actually build. I craft product vision that survives contact with reality: realistic roadmaps, honest tradeoffs, and user experience decisions made with the customer's interests as the tiebreaker.

Change Management & Transformation

Organizations resist change in predictable ways, and most transformation plans ignore that. I design change strategies around the resistance instead of around the slideware, guiding teams through re-platforms, mergers, and new operating models with adoption as the success metric, not launch.

Partner Ecosystems & GTM

Platforms only matter if partners build on them. I manage a global ecosystem of 350+ partners, owning everything from onboarding automation to certification, with 191 integration projects delivered in a single year. Go-to-market at that scale means treating partner experience as a product in its own right.

Platform & API Product Leadership

I run platform businesses where the API is the product. That means developer experience, partner integrations, standardization, and the unglamorous infrastructure work that determines whether a platform scales or stalls. Current scope: a global partner ecosystem generating $1.5B in revenue.

Financial & Risk Stewardship

ROI modeling, annual planning, and ruthless prioritization for large organizations: personnel budgets exceeding $4M, project budgets past $6M, resource planning for 400+ people, and $500K sign-off authority. Paired with a proactive approach to risk that treats identification and mitigation as a culture, not a checklist.

0→1 Product Incubation

Some products need a mandate and a roadmap. Others need someone willing to build the first version before permission fully exists. I've taken products from nothing to entrenched, most recently a first-of-its-kind enterprise agentic AI program, defining the process, prototyping the solution, and proving the value before scaling it.

How did I get here?


Software Engineer >> Project Manager >> Program Manager >> Engagement Lead >> Technology Executive >> Product Manager >> Executive Product Leader

Software Engineer

Learned how things actually get built, and why estimates lie.

Project Manager

Learned that shipping is a team sport with a scoreboard.

Program Manager

Learned to see across projects, where the real risks hide.

Engagement Lead

Learned that clients buy outcomes, not activity.

Technology Executive

Learned to own the whole stack: budget, talent, risk, results.

Product Manager

Learned that the right thing to build matters more than building it right.

Executive Product Leader

Where it all comes together.

What Have I Done?


DELL.COM

DISNEYLANDMEETINGS.COM

NHL GAMECENTER LIVE APP

EONLINE.COM

INFINITIUSA.COM

PROACTIV.COM