James Ilsley

Transformation Leader - Connecting People, Platforms & Possibility • Bridging Compliance & Tech • Human-Centric AI & Tech Strategy/Execution for Operations and Marketing • Tech Stack Orchestration Through Agentic AI

Durham, North Carolina, United States

About

I've guided complex organizations through every major technology shift of the last 30 years - the web revolution, Web 2.0, social, content management, automation, and now AI. The tools change every cycle. The change management principles don't. That's the pattern most consultants miss - and the one I've built a career around. Here's what I've watched happen, over and over, across every wave: the technology arrives, vendors rush in, leadership buys something, and six months later the system costs $2 million and nobody's using it. Not because the tool was wrong. Because no one planned for the humans. That's the problem I exist to solve. And after three decades of enterprise transformation - including highly regulated environments in financial services and healthcare - I've developed a very specific playbook for getting it right. That playbook is Spark Mojo. An AI transformation consultancy built on a deceptively simple philosophy: People → Process → Technology. In that order, always. We don't sell software. We don't push platforms. We spend serious time understanding how your business actually works - then build a plan that connects your best systems, automates the friction, and gives your team the genuine confidence to own what comes next. What I bring to the table: → 30+ years of enterprise transformation across every major technology era → Change management as a core competency - not a slide in the deck → Regulated industry fluency: financial services, healthcare, HIPAA, SOC 2, GDPR → The ability to translate between the C-suite, the tech team, and the frontline - fluently → A track record of turning complex, multi-stakeholder transformations into measurable, lasting results You built your company with the best people. I'm here to remove the work that gets in the way of them achieving their full potential - and to help you build the kind of organization where your best people can do their best work. I'm actively working with clients across healthcare, financial services, professional services, and SMBs - and always open to conversations about how AI transformation applies to your world. Whether you're a business looking for a real partner, or an organization searching for executive AI leadership who's actually done this before - I'd love to talk.

Experience

  • Chief AI Transformation Officer | Founder, Spark Mojo at Spark Mojo
    Aug 2025 - Present · 1 yr

    I've witnessed the same thing happen across every technology wave of the last 30 years. Companies buy the tools. The tools don't get used. Six months later the project gets quietly shelved and everyone moves on. I started Spark Mojo because the problem is never actually the technology. One of the most important things my experience leading transformation at Fortune 500 companies through the web revolution, Web 2.0, social, content management, automation, and now AI has taught me is that successful transformations have change management built into their DNA. When the change management conversation comes too late - or never happens - the tool gets installed, the people are not onboard, and a $2 million initiative produces a dashboard nobody opens. I build the connective tissue between systems - the part nobody sells you. I show up already knowing your industry and where businesses like yours tend to break down. Then I learn yours - how work actually moves, where it stalls, what your team needs to stop fighting every day. Then I build something that holds. I've done this in financial services, healthcare, and communications. Industries where one compliance mistake costs more than the project itself. HIPAA, SOC 2, GDPR aren't things I hand off to a legal team. They're requirements I architect around before writing a single integration. Ethical AI isn't a value statement. It's a build requirement. Most organizations I work with see 40-60% efficiency gains. Most also find costs to cut they didn't know existed. You built your company with the best people. A lot of them are spending serious time on work that has no business requiring a human. That's the problem I actually solve.

  • Fidelity Investments (6 yrs 10 mos)
    • COE Leader: Vice President of Technology Solutions and Innovation
      Jul 2022 - Nov 2025 · 3 yrs 5 mos

      Led enterprise transformation initiatives and AI innovation as VP of Technology & Productivity Platforms, owning a high-value portfolio that included Sales Enablement, Productivity Management, Digital Asset Management, Integrations, AI strategy and MarTech strategy. • Built and scaled a team from 1 to 25+, consistently ranked in the top 1% of manager effectiveness. • Directed strategy and execution for AI enabled platforms such as Seismic, Pitcher, Workato, Aprimo (Productivity Management & DAM), B2B Event Automation, and Salesforce integrations. • Drove end-to-end platform migrations and large-scale vendor transitions—turning high-risk, complex programs into stable, value-driving solutions. • Led AI orchestration, strategy, and governance for a large operations and MarTech portfolio • Orchestrated transformation across internal teams and vendor professional services organizations, leveraging external expertise strategically while ensuring alignment to Fidelity’s vision. • Trusted partner to senior leadership, recognized for clear storytelling and ability to secure stakeholder buy-in at the C-suite level.

    • Director of Digital Marketing
      Sep 2020 - Jul 2022 · 1 yr 11 mos

      Led digital platform strategy and execution, owning Seismic and related enablement technologies during a period of rapid transformation. Positioned the platform as a strategic driver of sales and marketing alignment while building the foundation for broader MarTech and productivity integrations. Highlights: • Owned strategy, roadmap, and vendor management for Seismic, driving adoption across Sales, Marketing, and Service organizations • Built strong cross-functional partnerships with IT, Marketing, and Sales to align business strategy, prioritize initiatives, and accelerate delivery • Acted as voice of the client/end-user, ensuring platform development reflected real business needs and delivered measurable impact • Directed agile squads by prioritizing work, shaping user stories, and setting OKRs that tied directly to business outcomes • Laid the groundwork for broader ecosystem integration and scaling, setting the stage for future leadership as VP

    • Director of Enterprise Content Management and Information Architecture
      Feb 2019 - Sep 2020 · 1 yr 8 mos

      Recruited to lead enterprise content and information architecture strategy during a major transformation initiative. Though initial CMS migration plans shifted, pivoted to play a critical enterprise role driving governance, standards, and executive alignment. Positioned as a connector across business units, building frameworks that set the stage for enterprise-wide consistency and scalability. Highlights: • Chaired the Enterprise Standards Governance Committee—bringing together senior leaders across Marketing, Legal, Compliance, and Technology to define frameworks and drive adoption of governance best practices • Led cross-business alignment on information architecture and metadata standards, creating the foundation for future CMS/DAM migrations and ecosystem integrations • Built executive consensus around enterprise-wide workflows, balancing regulatory requirements with usability and scalability • Partnered with senior stakeholders to identify governance opportunities and translate them into actionable policies, improving enterprise content quality, findability, and compliance readiness • Served as a strategic advisor and connector across the organization, recognized for bridging silos and driving alignment at the leadership level

  • Digital Offering Manager at IBM
    Aug 2018 - Feb 2019 · 7 mos

    Owned the end-to-end digital journey for products in IBM’s Hybrid Cloud Integration portfolio, ensuring each stage—from discovery to adoption—delivered measurable business outcomes. • Directed integrated marketing campaigns, trial experiences, and self-service adoption paths that drove revenue and digital engagement • Partnered with product, marketing, and sales teams to align investments, tactics, and execution across the buyer journey • Monitored and optimized key funnel metrics (web engagement, trial usage, trial conversions), driving iterative improvements • Acted as key product owner for agile digital initiatives, ensuring offerings were discoverable, intuitive, and globally scalable • Collaborated with digital sales teams and partners to enable commerce at scale, strengthening revenue and adoption outcomes

  • Manager, Digital Experience at Blue Cross NC
    Jan 2016 - Aug 2018 · 2 yrs 8 mos

    Directed enterprise digital strategy and user experience for Blue Cross NC, leading design, content, and platform teams to elevate digital engagement and customer satisfaction. • Spearheaded the migration of the corporate CMS, leading every stage from funding, stakeholder buy-in, and vendor selection to implementation and change management • Built and managed a high-performing UX and content strategy team, providing mentorship and guidance to ensure high-quality digital experiences • Advocated for user-centered design across the enterprise, securing executive alignment and ensuring initiatives were tied to business outcomes • Partnered with stakeholders to develop digital strategies based on research, analytics, and customer insights • Established standards for visual design, user experience, and information architecture, driving consistency across the enterprise

  • Senior Digital Product Manager - SAS.com and Ecommerce at SAS
    Jul 2013 - Jan 2016 · 2 yrs 7 mos

    Served as a senior product manager on SAS’s global web properties and ecommerce platforms, shaping digital strategy and user experience in collaboration with a cross-functional team of UX, design, and production experts. • Influenced and executed digital product roadmaps that balanced organizational goals, market trends, and user needs • Gathered and validated requirements through competitive research, stakeholder engagement, and user testing to drive data-backed enhancements • Built credibility and alignment across multiple divisions, leading cross-functional collaboration on high-impact digital initiatives • Managed Agile release schedules and backlogs, ensuring timely delivery of new features and platform improvements • Championed customer-first design by incorporating usability and UX best practices that improved engagement and conversion