Note: The job is a remote job and is open to candidates in USA. Whereoware is a company focused on driving digital growth opportunities through data and innovation. The Digital Strategy Principal is responsible for transforming business intent into actionable digital strategies while collaborating with various stakeholders to align enterprise priorities across Sales, Marketing, and Service.

Responsibilities

Identify and validate digital growth opportunities using data, insights, and innovation frameworks
Define and evolve digital innovation narratives and methodologies to support market differentiation and brand positioning
Shape early-stage digital strategy and roadmaps for large-scale pursuits
Co-lead executive presentations and proposals, articulating transformation value and ROI
Collaborate with Sales to develop compelling business cases for complex client engagements
Define digital strategic direction determining how to execute, optimize, and prioritize to achieve measurable impact
Own and evolve strategic delivery frameworks, including transformation roadmaps, CX models, and measurement systems
Ensure digital initiatives align with enterprise KPIs and drive cross-functional alignment across Sales, Marketing, and Service
Guide prioritization of digital programs and identify risks that could impact delivery or client success
Lead change management and enablement efforts to support adoption of digital strategies across enterprise environments
Optimize planning cycles and execution frameworks using performance insights to ensure strategy translates into measurable outcomes
Serve as a trusted advisor to executive stakeholders, linking digital performance to long-term transformation
Co-lead strategic planning and pipeline prioritization with Client Strategists and senior stakeholders
Monitor digital maturity and CX performance, identifying expansion opportunities through measurable results
Lead quarterly business reviews and strategic alignment sessions to ensure continued value delivery and growth
Facilitate enterprise workshops using Design Thinking and human-centered design (LUMA certification preferred)
Educate clients and internal teams on digital strategy frameworks, CX models, and measurement best practices
Champion a culture of experimentation, data-driven decision-making, and continuous improvement

Skills

10+ years of experience in digital strategy, transformation, or CX innovation for enterprise-level clients (Fortune 1000 or comparable scale)
Proven ability to navigate complex stakeholder ecosystems and lead multi-functional collaboration across large organizations
Hands-on experience facilitating executive-level workshops, defining business outcomes, and developing strategic roadmaps that drive measurable results
Deep understanding of customer experience strategy across Sales, Service, and Marketing ecosystems
Demonstrated success connecting data, digital execution, and business transformation
Strong communication, storytelling, and relationship management skills with C-suite and senior executives
Experience in change management, risk mitigation, and performance optimization within enterprise-scale initiatives
Certification or formal training in Design Thinking or human-centered design (LUMA Institute or similar preferred)

Company Overview

Whereoware is a digital agency that specializes in the development of personalized websites and mobile applications. It was founded in 1999, and is headquartered in Chantilly, Virginia, USA, with a workforce of 51-200 employees. Its website is http://www.whereoware.com.

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[Remote] Digital Strategy Principal