Technology continues to redefine how organisations create value, yet many digital transformations fail to deliver. Not because the tech is lacking, but because clarity is.
In this episode of Transformation 2.0®, we speak with Dane Eldridge and Andy Graham, co-founders of StackUp, a benchmarking platform that has quietly become a force multiplier for tech leaders and executive teams. Their core belief? Compliance frameworks make you compliant. They don’t make you good.
And in an era where speed, adaptability, and operational excellence are everything, good tech teams are what differentiate businesses.
Both Dane and Andy bring decades of experience in tech leadership. Dane, a former founder of a software agency, spent years observing the disconnect between technical performance and business recognition. Andy, a former CIO and CTO in the financial services industry, found himself conducting due diligence and assessments with no industry-wide framework to measure effectiveness.
The shared frustration? There was no objective way to assess a tech function’s real health.
That insight led to the birth of StackUp – a platform designed to benchmark tech teams against consistent, independent metrics across infrastructure, software, cybersecurity, vendor management, governance, and more.
But the real innovation wasn’t the tool. It was the shift in mindset that this tool enabled.
Where traditional assessments are time-consuming, subjective, and often used as a precursor to selling consulting services, StackUp takes a different approach:
What makes this model powerful is its pragmatism. As Andy puts it:
“We’re not saying don’t do ISO 27001. We’re saying that’s not enough. You also need to know whether your systems, teams, and rhythms are actually helping you move forward, or holding you back.”
So what happens when tech leaders and execs see the real picture?
The real magic isn’t the report. It’s the alignment that follows.
A recurring theme is that tech leaders often know what needs to happen, but they lack the tools or language to create buy-in across the business.
That’s where StackUp excels.
Its assessments are paired with auto-generated video explainers, executive podcasts, and even one-page summaries that anyone, from a CFO to a product owner, can understand. That means better conversations, faster decisions, and less time lost to interpretation.
And with quarterly assessments, organisations don’t just improve – they sustain.
For transformation to succeed, benchmarking needs to go beyond being a static report. It needs to drive the strategy itself.
At Anthosa, we have partnered with StackUp to embed their assessments into our Technology Strategy Accelerators, enabling clients to skip weeks of “discovery” and proceed directly to informed action. Whether it’s digital transformation, accelerating innovation, or AI adoption, benchmarking provides valuable data to assess the health of the tech function. This helps us identify what needs to change to build a strong tech team, improve continually, and maintain that high performance.
And it’s working, with over 90% of organisations updating their technology strategy following the assessment.
One of the most poignant takeaways from Dane and Andy was this:
“Tech leaders aren’t failing because they lack skill. They’re failing because they don’t have a shared language with the business.”
Benchmarking changes that. It provides tech teams and executives with a common vocabulary, based on evidence, to align on what’s working, what’s risky, and what needs to change.
And in today’s world, where digital capability is a source of competitive advantage, that clarity is priceless.
Transformation doesn’t fail because of technology.
It fails when leaders don’t know where they really stand.
With platforms like StackUp, we finally have a way to turn tech insight into strategy — and strategy into action.
🎧 Listen to the full episode of Transformation 2.0® with Dane Eldridge and Andy Graham to learn how benchmarking is rewriting the rules of tech leadership.
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