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Episode 7: Why Most IT Strategies Fail (and How to Make Yours Actually Happen)

Future Ready Podcast.

IT strategy isn’t about documents. It is about driving real change.

In this episode of Future Ready with Bechtle, Field CTO Stephen Harley sits down with fellow Field CTO Phil Curwood to explore why so many IT strategies look impressive in the boardroom… but never translate into action. They unpack why strategies so often become “dead documents”, what it really means to build an innovation strategy (not just an AI strategy), and how cadence, ownership and metrics can turn intent into measurable outcomes.

They also share how Bechtle’s IT strategy workshops and maturity assessments help organisations move beyond IT “hygiene”; patches, upgrades and lifecycle, to focus on business value, efficiency and competitive edge. It’s a grounded, practical conversation for leaders who want IT to be a driver of change, not just a cost centre.


Most IT strategies fail because they’re written for the boardroom, and never leave it. The difference is breaking them into owned workstreams, adding success metrics, and coming back every 90 days.

Phil Curwood


Why listen?

This episode gives CIOs, IT Directors and business leaders a practical reset on why IT strategies often fail to deliver, unpacking how to avoid “performative” documents that never get executed, reframe AI as part of a broader innovation strategy, break plans into accountable workstreams with measurable outcomes, and connect IT activity directly to board‑level priorities such as growth, risk, efficiency and user experience. It also shows how maturity assessments and storytelling can secure genuine senior buy‑in, keeping IT focused on creating value rather than simply maintaining operations—illustrated through real customer examples where stalled strategies were revived through better cadence, ownership and alignment with the business.

In the episode:

  • From “dead documents” to living strategy: Why so many IT strategies are built for a single presentation, then shelved. Stephen and Phil explore the tell-tale signs of a performative strategy and what it takes to keep it alive across the year, not just in Q4 board packs.
  • AI strategy vs innovation strategy: Everyone feels they need an “AI strategy”,  but what most organisations really need is a broader innovation strategy. The discussion looks at how to anchor AI, modern workplace and cloud initiatives in a clear view of how the business wants to evolve.
  • Metrics, ownership and the 90-day cadence: The practical mechanics that separate talk from action: breaking strategy into distinct areas, assigning owners, setting measurable outcomes, and revisiting progress every 90 days so the plan adapts as the business changes.
  • Bridging IT and the boardroom: How to move IT strategy away from “hygiene checklists” and shopping lists of products, towards conversations that make sense in the boardroom. Including tips on reporting, bringing IT into board meetings and translating technical change into business language.
    You’ll get a sense of which approach fits different levels of maturity, resource and appetite for integration work.
  • Telling the maturity story, not just sharing a score: Bechtle’s maturity assessments produce a number, but the number alone isn’t the point. Stephen and Phil explain how they turn scores into a narrative that shows where the organisation is today, where it could be, and how peers are using technology to get there.
  • A customer example: restarting a stalled strategy: Phil shares a real scenario where a customer had run their own strategy process, produced a roadmap,  and then nothing changed for six months. Hear how revisiting the data, re-framing the journey, and introducing regular cadence unlocked progress and visible outcomes.
  • Business-first, not vendor-led: Why the most effective IT strategies start with the business. Its goals, pain points and differentiators. Only then do they consider technology options. And how Bechtle uses its cross-industry view to bring ideas from other sectors while still preserving each customer’s unique edge.
Podcast banner: Stephen Harley

What you’ll take away.

A practical decision checklist for your next IT strategy review or workshop:

  • Where are we today? Do we truly understand our IT landscape, maturity, pain points, risks and internal capacity, or are we reacting to symptoms and urgent tickets?
  • What outcomes do we want from our IT strategy? Are we clear whether we’re prioritising cost optimisation, risk reduction, operational resilience, innovation, user experience, or a blend of all five?
  • How will we measure success? Do we have concrete metrics - such as incident reduction, user satisfaction, project velocity, licensing efficiency or time-to-value,  that we’ll review every 90 days?
  • Who owns each part of the strategy? Have we broken the strategy into manageable workstreams with clear owners, rather than leaving everything with “IT” as a whole?
  • Are we aligned with the business and the board? Does the strategy reflect where the business is heading over the next 12–24 months, including acquisitions, new services or market shifts, and is the board engaged in the story?
  • Are we treating strategy as a journey, not an event? Do we have regular check-ins, review meetings and stakeholder sessions scheduled, or are we planning to revisit the strategy once a year?
  • Are we choosing projects, not just products? Are we clear on the outcomes each initiative is meant to deliver, rather than just listing technologies to buy or platforms to implement?
  • How will we keep feedback flowing? Do we have a way for users, IT teams and leaders to feed experience and learning back into the strategy so it can evolve?
Listen & Subscribe.
Watch Episode 7.
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Release Date: 16th February 2026

How Bechtle helps.

Bechtle UK brings together IT strategy expertise, maturity assessments and ongoing field CTO engagement. This is designed to complement your internal team and give your strategy real momentum.

Typical support includes:
  • IT strategy workshops to understand your current landscape, pain points and ambitions
  • Maturity assessments across areas like infrastructure, security, cloud and end-user experience
  • Co-authoring IT strategy documents and roadmaps that link directly to business objectives
  • Defining metrics, owners and 90-day cadences to keep strategy alive and measurable
  • Regular field CTO engagement for roadmap conversations and board-level input
  • Support in translating technical plans into business language for senior stakeholders
  • Access to specialist teams across cloud, modern workplace, cybersecurity and managed services

All delivered with a partnership-first mindset: transparent, outcome-focused and aligned to your organisation’s goals.

Contributors.

Stephen Harley

Stephen Harley

Field CTO, Bechtle

Focus:
Modern workplace strategy, hybrid architectures, AV & collaboration.

Phil Curwood

Phil Curwood

Field CTO, Bechtle

Focus:
IT operating models, resilience, optimisation and strategic transformation.

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