Strategic Alignment Sprint

Align business priorities, digital strategy, and technology investments

Investment: $10,000 (~80 hours)
Timeline: Flexible (typically 2–4 weeks to fit leadership schedules)
Delivery: Led end-to-end by a single senior advisor

Overview

The Strategic Alignment Sprint is a focused engagement designed to help leadership teams align business priorities to expected outcomes enabled by aligned digital and technology investments to allow for clear decisions about what to stop, continue, start, and do next.

This sprint is led by a senior digital and technology executive with 25 years of industry experience, bringing an outside perspective grounded in real-world execution across enterprise, product, and technology leadership roles.

The goal is not more strategy artifacts; it’s to bring clarity, focus, and momentum.

What This Sprint Delivers

By the end of the sprint, leadership will have clear answers to:

  • What digital and technology efforts are no longer serving the business

  • What is working today and should be protected or reinforced

  • What new capabilities or investments must start now to meet business goals

  • What the organization should focus on next over the next 12 months

This is achieved using a Start / Stop / Continue / Next decision framework, commonly used by modern product, digital, and transformation leaders to drive alignment and reduce noise.

What I Do During the Sprint

Over approximately 80 hours, scheduled flexibly to fit executive availability, I focus on:

  • Understanding business priorities and expected results

  • Reviewing the current digital strategy and major initiatives

  • Evaluating how technology investments map (or don’t map) to outcomes

  • Identifying misalignment, duplication, gaps, and risk

  • Synthesizing insights into clear, executive-level direction

This work is done independently, without a consulting team, ensuring consistency, speed, and accountability.

What You Receive

A concise, executive-ready readout that includes:

  • Business Priorities & Desired Outcomes (12-month horizon)

  • Digital & Technology Alignment Summary

  • Start / Stop / Continue / Next Recommendations

  • Key Risks, Tradeoffs, and Constraints

  • Clear Direction for What to Focus on Next

The output is decisive, practical, and actionable. Designed to support leadership decision-making, not create shelfware.

Who This Is For

  • Leadership teams questioning whether digital investments are delivering value

  • Organizations with strong business goals but fragmented execution

  • New executives seeking fast clarity and alignment

  • Companies preparing for a reset, reprioritization, or next phase of growth

Why This Works

  • Outside, objective executive perspective

  • Grounded in 25 years of real-world leadership experience

  • Flexible scheduling to fit leadership calendars

  • Focused on decisions, not analysis paralysis