Digital Strategy and Transformation Lead – Digital Transformation Strategy

Job Description

Principal Strategist, Digital Strategy (Contract) | Bounteous

The Tone:
This is a contract role at Bounteous, located remotely across the USA. Bounteous is a global AI Services firm that delivers transformative business outcomes by combining agentic engineering and human experience. They focus on helping organizations design, build, and scale AI-driven products, platforms, and processes. This role is crucial for leading clients through digital strategy and transformation, ensuring their business objectives are met through innovative digital solutions and AI adoption.

The TL;DR
• Role: Contract
• Type: Contract
• Location: Remote, USA Remote
• Mission: Lead the development of comprehensive digital strategies and transformation roadmaps aligned with client business objectives.

What You’ll Actually Do
• Strategy Development: Lead the development of comprehensive digital strategies and transformation roadmaps, aligning them with client business objectives, defining future-state digital experiences, and developing prioritized recommendations, investment roadmaps, and implementation strategies.
• Strategic Advisory: Serve as a trusted strategic advisor to senior client stakeholders and executive leadership, facilitating executive workshops, discovery sessions, and strategy discussions, while effectively communicating complex recommendations through compelling executive-level presentations and business cases.
• Customer-Centric Focus: Develop customer-centric strategies based on customer insights, business objectives, and market opportunities, partnering with research and experience teams to understand customer behaviors and pain points, defining journey improvement opportunities, and supporting personalization and omnichannel initiatives.
• AI Transformation: Identify opportunities to leverage data, analytics, AI, and Generative AI to improve customer experiences and business outcomes, helping clients define practical AI-enabled transformation opportunities and strategic use cases, and partnering with data and technology teams for technical achievability and commercial viability.
• Capability Assessment: Assess clients’ current digital capabilities, customer experiences, operating models, and technology ecosystems to identify opportunities to improve customer engagement, operational effectiveness, and business performance through digital transformation, and evaluate emerging technologies and market trends to identify innovation opportunities.

The Must-Haves
• Background: Bachelor’s degree in Business, Strategy, Marketing, Technology, or a related field, with core domain knowledge in Digital Strategy, Management Consulting, Digital Transformation, Customer Experience Strategy, or Product Strategy.
• Experience: 10+ years of experience leading complex digital strategy and transformation engagements for enterprise organizations, with strong experience working directly with C-suite and senior executive stakeholders.
• Skills: Strong analytical and structured problem-solving capabilities, excellent storytelling, presentation, and executive communication skills, and demonstrated ability to lead multidisciplinary teams and influence stakeholders without direct authority.
• Bonus: MBA or advanced degree preferred.