Principal Transformation & Customer Program Leader

BERNARD CALE

Senior Principal Program Leader — Customer Experience & Enterprise Transformation

Houston, TX • Open to Remote & Travel

773-***-**** • ************@*****.*** • LinkedIn.com/in/bernardcale

EXECUTIVE PROFILE

Principal-level transformation and customer-experience program leader with 15+ years driving enterprise adoption, platform migrations, and multi-year digital initiatives across highly regulated and complex industries. Trusted advisor to senior executives, frequently embedded with C-suite and VP leaders to convert customer signals, competitive insights, and strategic priorities into actionable roadmaps and measurable business outcomes.h

Deep experience orchestrating cross-functional ecosystems spanning product engineering, field sales, partners, and operations - accelerating cloud migrations, improving customer journeys, increasing platform adoption, and embedding AI-enabled capabilities at scale. Known for restoring execution rigor, influencing product direction through customer feedback loops, and driving durable value realization across global portfolios.

CORE EXPERTISE

Customer Success & Adoption Programs

Cloud Migration & Platform Transitions

Executive Engagement & Steering Committees

Product Feedback Loops & Switcher Analysis

Partner & Vendor Orchestration

AI-Enabled Transformation Programs

Cross-Functional Delivery Leadership

Go-To-Market Enablement

Portfolio Governance & Metrics

Business Case Development

Enterprise Change Management

Executive Communications & Briefings

PROFESSIONAL EXPERIENCE

Principal Transformation & Customer Program Leader

Enterprise Consulting Engagements Houston, TX 2015–Present

Serve as senior program executive supporting Fortune 500 clients in executing customer-centric digital transformations, cloud platform transitions, and enterprise modernization initiatives. Regularly operate as the executive “right-hand” to CIOs, COOs, and business presidents to restore delivery confidence, accelerate adoption, and connect strategy to sustained outcomes.

Selected Impact:

• Led multi-portfolio adoption and migration programs across regulated enterprises spanning digital platforms, data ecosystems, and enterprise applications

• Designed executive governance models aligning product roadmaps, customer journeys, and delivery metrics

• Created customer-feedback loops and adoption scorecards used to influence roadmap prioritization and platform investment decisions

• Partnered with sales, engineering, and vendor ecosystems to coordinate multi-vendor transformation efforts

• Established success metrics covering deployment velocity, time-to-value, adoption rates, customer satisfaction, and risk exposure

• Developed business cases and investment justifications exceeding $100M+ portfolios

• Built executive dashboards synthesizing technical delivery, adoption health, and competitive positioning

• Guided enterprise AI adoption programs embedding automation, analytics, and predictive insights into operations

• Stabilized distressed initiatives and accelerated stalled migrations through delivery resets and leadership alignment

Lead — Enterprise Transformation & Delivery

Financial Services, Energy & Regulated Enterprises 2010–2015

Directed large-scale modernization programs and platform transitions spanning policy systems, data platforms, digital channels, and enterprise operating models.

Highlights:

• Led multi-year cloud readiness and modernization initiatives across insurance and energy enterprises

• Established portfolio governance, steering committees, and executive reporting cadences

• Coordinated product teams, vendors, and integrators across multi-platform ecosystems

• Improved forecast accuracy and delivery predictability through metrics-driven portfolio management

• Mentored senior program managers and transformation leaders

SELECTED ENTERPRISE ENGAGEMENTS

Delivered executive-level transformation leadership across:

American National Insurance - Enterprise PMO modernization, delivery stabilization, executive dashboards, platform migration readiness, and portfolio governance

Chevron - Digital platform modernization, data ecosystems, and enterprise transformation programs across regulated energy operations

AIG Retirement Services - Financial systems modernization, analytics enablement, and enterprise adoption programs

Germania Insurance - Engineering transformation, cycle-time reduction, dependency management, and platform modernization

Academy Sports + Outdoors - Omnichannel digital transformation, eCommerce modernization, and operational scalability initiatives

Additional Clients:

ACE Hardware • Arthur J. Gallagher • Accenture LLP • Sears Holdings • Walgreens • USG • Johnson Controls

EDUCATION

Keller Graduate School of Management — Chicago, IL

MBA — Information Security

MS — Project Management

CERTIFICATIONS

SAFe Practice Consultant (SPC6)

ICAgile ICP-ACC — Agile Coaching

Certified ScrumMaster (CSM)

Kanban System Design (KSD)

TOOLS & DELIVERY ENVIRONMENTS

Microsoft Ecosystem • Azure & Cloud Platforms

Executive Dashboards & BI

Portfolio Management Tools

Agile / Hybrid Delivery Models

Customer Adoption Metrics

Change & Communications Frameworks

Business Case Modeling

Partner Management

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