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Episode 6: How Objective Insights Transform Tech Strategy with Dane Eldridge & Andy Graham

Episode 6: How Objective Insights Transform Tech Strategy with Dane Eldridge & Andy Graham

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Forget compliance checklists.

Today’s competitive advantage lies in understanding your tech function’s real health - and making it visible across the business.In this episode of Transformation 2.0®, we sit down with Dane Eldridge and Andy Graham, co-founders of StackUp, a platform that’s redefining how technology leaders assess and elevate their teams.

Dan and Andy reveal why traditional assessments fall short, the dangers of assumption-based leadership, and how objective benchmarking can unlock sharper strategy, faster execution, and smarter investments.

If you’re a CIO, CTO, or transformation leader tired of slow discovery and vague roadmaps, this episode will change how you see tech diagnostics forever.

Key Takeaways:

✅ Compliance doesn’t equal capability, stop mistaking ISO badges for tech maturity

✅ The best decisions start with shared language and objective insight

✅ Tech strategy is a communication game; leaders must translate impact, not jargon

✅ Transformation starts when tech gets honest, and the business gets curious

Resources & Links:

🔗 Learn more about Stackup: https://www.stackup.tech/ 🔗 Explore Anthosa’s Strategy Accelerators: https://www.anthosa.com

About Our Guests:

Andy Graham is a seasoned CIO/CTO with 30 years of experience across financial services and automotive. As the former tech leader at SG Fleet, Andy led audits, M&A due diligence, and compliance, but saw the gap in measuring true operational excellence. His frameworks formed the foundation for StackUp.

Dane Eldridge spent two decades running a software agency, collaborating with startups and corporates alike. Frustrated by the lack of visibility into tech leadership effectiveness, Dan co-founded StackUp to bring objectivity, speed, and consistency to tech diagnostics.


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