Radical Transparency
Transparency is not a reporting mechanism — it's the fundamental building block of trust with stakeholders and teams alike.
Designed & built by Jaspal Singh with Claude Code
I architect operating models and develop high performing teams to
I architect operating models and develop high performing teams to
execute technology strategy.
Technology Strategy & Leadership · Portfolio & Program Delivery · Operating Model Design · Financial Services, Fintech & Wealthtech
Technology executive with 20+ years building the people, capability and technology that transform organisational strategy into tangible results. A proven operator with a track record executing strategic direction, governing technology portfolios and resolving delivery challenges. Partnering effectively with C-suite to drive organisational alignment and Boards to provide transparency and genuine confidence in their technology investment.
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Years in technology & delivery leadership
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People in a global function scaled from 100
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Technology portfolios managed
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Regions led: Australia, Europe & Asia
Who I am
A trusted operator who deploys modern methods and human-centered leadership to sustainably accelerate enterprise execution.
I thrive in customer focussed environments where technology must directly enable commercial growth. I look past operational complexity to architect fit-for-purpose operating models that seamlessly align people, capital and technology with the overarching corporate mission. By decoupling organisation complexity from teams, I stabilise scale and ensure that the technology function exists to deliver the technology strategy.
Great strategy fails without disciplined execution and is typically derailed by the three friction points that compromise delivery velocity: technology functions operating in solis devoid of accountability, critical engineering capacity trapped in legacy technical debt rather than growth and, large-scale capital programs failing to realize tangible business outcomes. I eliminate this structural drag through fit-for-purpose capacity funded structures, appropriate portfolio governance and targeted capability building to improve throughput.
For a CEO, I serve as a pragmatic partner who bridges the gap between technical complexity and boardroom accountability. I transform technology functions from traditional cost centers into transparent growth engines, ensuring every strategic dollar spent builds long-term value.
What I do
Leadership capabilities
The areas where I create the most leverage for an organisation.
How I lead
Leadership Values and Behaviours
A strategic, future-focused leader who pairs analytical rigour with genuine, trust-based relationships — that is how capability gets built and outcomes get delivered.
True Empowerment
High accountability and innovative thinking only thrive when teams are given genuine ownership over their outcomes.
Extreme Ownership
I step up to be the trusted pair of hands who owns the final outcome and can always be relied on to execute.
Pragmatic Discipline
Governance and process is not a bottleneck — it's the essential structure that makes fast tech delivery scalable and sustainable.
Analytical Clarity
I cut through the noise by grounding strategic choices and technical directions in hard data and evidence.
Customer Focussed
The customer sits at the centre of every decision — they are the ultimate reason our technology exists.
Track record
Career snapshot
A brief view of the journey. The detailed experience — and the stories behind it — lives on LinkedIn, or reach out directly.
General Manager – Portfolio & Delivery · Pepperstone
Program Manager – Digital Transformation · Pepperstone
Program Manager – Regulatory & Compliance · EnergyAustralia
Delivery Director · AKQA
Earlier — PMO, program & consulting roles
Foundations
Education & certifications
Proof, not just words
This site was built entirely with Claude Code.
I designed and shipped this site myself — using only Claude Code — backed by a GitHub repository, an automated CI/CD pipeline and GitHub Pages. A small, hands-on demonstration of pairing modern AI tooling with disciplined delivery.
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Built with Claude Code
The full site — design system, markup, animation and copy — produced in collaboration with Claude Code.
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Version-controlled on GitHub
Every change tracked in a public Git repository — transparent, reviewable history.
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Automated pipeline
A GitHub Actions workflow builds and deploys on every push to main.
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Published on GitHub Pages
Served fast and free from a custom domain — no servers to manage.
Let's talk.
Open to senior leadership and contract leadership engagements in financial services, fintech and wealthtech where technology is a genuine growth enabler.