Designed & built by Jaspal Singh with Claude Code

I architect, implement and optimise operating models that remove friction and build clarity,
aligning and empowering teams to accelerate technology strategy execution.

Technology Strategy & Leadership · Portfolio & Program Delivery · Operating Model Design · Technology, Financial Services & Energy

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, running 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 align people, capital and technology with the corporate mission. By decoupling organisational complexity from teams, I stabilise scale and ensure the technology function exists to deliver the technology strategy.

Great strategy fails without disciplined execution and is typically derailed by three friction points that compromise delivery: technology functions operating in silos without accountability, critical engineering capacity trapped in legacy technical debt rather than growth and large-scale capital programs that fail to realise tangible business outcomes. I remove this drag through capacity-funded structures, the lightest portfolio oversight the context allows and targeted capability building that lifts throughput. I work with the people and practices already in place, lifting capability without dismantling what works.

For a CEO, I serve as a pragmatic partner who bridges the gap between technical complexity and boardroom accountability. I transform technology functions from cost centres into transparent growth engines, ensuring every strategic dollar builds long-term value.

What I do

Leadership capabilities

The areas where I create the most leverage for an organisation.

Strategy & Leadership Governance, Finance & Risk Delivery & Technical Methodology Technology Strategy & Execution Digital Transformation Building & Scaling Teams Capability Uplift Operating Model Design Portfolio & Investment Governance C-Suite & Board Engagement Regulatory & Compliance Leadership Stakeholder & Change Management Global & Offshore Delivery Financial Services / Fintech / WealthTech Energy & Utilities Sector Budgeting & Capital Allocation Vendor & Commercial Negotiation Agile (SAFe) Transformation Enterprise Architecture Governance Quality & Delivery Assurance Generative AI Cloud Infrastructure Value Stream & OKR Management P&L & Operational Management
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.

Transparency

I share information openly and honestly. By being clear about where things stand, especially when there are challenges, I build trust with others and help us solve problems together before they get bigger.

Empowerment

I give people the freedom and support to do their best work. I trust my team to make decisions and take charge of their tasks, while I focus on helping them succeed and removing any hurdles in their way.

Ownership

I take full responsibility for my work and the final results. If things change or go wrong, I focus on finding a solution rather than making excuses. I see through a commitment to the end.

Integrity

I am honest about what I can do and what I have achieved. I believe that being truthful and reliable is the only way to build a good reputation and I value keeping my word above everything else.

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
2023 – 2025 · scaleup · operating model design & implementation · 2IC to the CTO · global fintech (CFD/FX)
Program Manager – Digital Transformation · Pepperstone
2022 – 2023 · $30M 24/7 proprietary retail trading platform · technology operations
Program Manager – Regulatory & Compliance · EnergyAustralia
2020 – 2022 · $20M+ program · 1.5M+ customers
Delivery Director · AKQA
2017 – 2019 · 150+ person creative design studio · $30M+ portfolio of customer products
Earlier — PMO, program & consulting roles
AusNet · NAB · Origin Energy · Jemena · United Energy · BearingPoint (KPMG) · SS&C

Full experience on LinkedIn ↗

Foundations

Education & certifications

Master of Business Systems — Monash University Bachelor of Commerce — Monash University Executive Mastermind Harvard Manage Mentor PRINCE2 SAFe Scrum
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.