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Brett Dilley

@brettdilley

Program & Operations Leader | 20+ yrs building PMO frameworks, scaling tech/GTM ops & driving efficiencies. Let’s connect!

United States

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What I'm looking for

I'm looking to lead business programs, operations, PMO governance, and cross-functional change initiatives where I can build scalable systems, align stakeholders, and turn data and operational signals into measurable business outcomes.

Program & Operations Leader with 20+ years of experience building operational backbones, PMO frameworks, and GTM execution plans across technology, healthcare, and enterprise software.

Throughout my career at companies like Expedia Group, Propeller, Vail Resorts, and Level 3 Communications, I’ve focused on running operations as disciplined businesses. I specialize in designing intake and prioritization frameworks, governing high-stakes vendor relationships, and leading cross-functional teams through complex change. Key highlights include establishing vendor governance across top global tech partners, managing a $1B digital portfolio, and delivering a transition roadmap projecting over $20M in enterprise savings.

Outside of work, I stay active outdoors in Colorado (floating local rivers, playing golf, and volunteering as a ski patroller). Professionally and personally, I thrive on building strong community connections and cross-functional trust. I'm looking for high-impact program or operations leadership roles where I can help scaling organizations bridge high-level strategy with frontline execution.

Experience

Work history, roles, and key accomplishments

Current

Sr. Business Programs Manager

Current

Expedia Group

Sep 2024 - Present (2 years)

Built and led a cross-functional Vendor Center of Excellence to unify governance across top global technology vendors. Implemented standardized QBRs and managed an enterprise-wide Google Workspace proof-of-concept projecting over $20M in annual savings.

Vendor Governance QBR Google Workspace Financial Due Diligence Stakeholder Engagement Process Optimization

Director | Consultant

Propeller

Jun 2021 - Aug 2024 (3 years 2 months)

Directed multi-disciplinary consulting teams, establishing custom program governance and operational strategies. Led SaaS deployments, employee onboarding redesign, and HR data governance programs for various clients.

Program Governance SaaS Deployment Change Management Data Governance Process Mapping KPI Governance

Sr. Manager, Business Analysis

Vail Resorts

Jun 2016 - Jun 2021 (5 years)

Managed the Business Analysis team for the Digital Organization, overseeing a $1B digital portfolio. Designed and launched an Intake & Prioritization process for the Enterprise Data Warehouse and led platform stabilization efforts.

Business Analysis Digital Portfolio Management Enterprise Data Warehouse Intake and Prioritization Team Leadership Budget Management

Sr. Manager, Business Intelligence

Staples Inc.

Aug 2014 - Jun 2016 (1 year 10 months)

Partnered with Sales Operations, Finance, and Marketing as the lead BI and Go-to-Market operations partner for an $8B B2B business unit. Directed a multi-year BI strategic merger program to standardize commercial customer data across three acquired business lines.

Business Intelligence Go To Market Strategy M&A Integration Data Standardization Executive Dashboards ERG Leadership

Sr. Manager — Business Intelligence & Operations

Level 3 Communications

Jun 2011 - Aug 2014 (3 years 2 months)

Built and delivered monthly Global Operations Review reporting for executives across North America, Europe, and Latin America. Managed an 18-person BI and Operations team through the global rollout of Tableau software.

Business Intelligence Operations Management Tableau Executive Reporting Team Leadership Stakeholder Engagement

Sales Compensation Analyst

Level 3 Communications

Jan 2010 - Jan 2011 (1 year)

Supported sales compensation analysis and operations at Level 3 Communications.

Talent Acquisition - North America Finance, Accounting, & Operations

MillerCoors

Jan 2007 - Jan 2010 (3 years)

Handled talent acquisition for finance, accounting, and operations roles in North America.

Executive Recruiter - Finance & Accounting Specialization

Ajilon Finance

Jan 2006 - Jan 2007 (1 year)

Recruited finance and accounting professionals for client organizations.

Sr. Compensation Analyst

Corporate Express

Oct 2003 - Jun 2006 (2 years 8 months)

Modeled and implemented corporate compensation changes that delivered $22M in annual selling expense savings. Led the development and field rollout of an interactive quota-setting tool for sales leadership.

Compensation Modeling Sales Operations Quota Management Data Analysis Tool Development