Designed & built by Jaspal Singh with Claude Code

Turning technology strategy into delivered outcomes.

Technology Leadership · Portfolio & Delivery · Operating Model Design

Technology executive with 20+ years building the people, capability and operating models that turn organisational strategy into results. A trusted operator relied on by CTOs and boards to get things done — most recently as General Manager and second-in-command to the CTO at a global fintech.

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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 builds capability and gets things done.

My experience spans fintech, trading platforms, banking and superannuation — including establishing a new crypto exchange line of business, leading regulatory and compliance programs, and engaging C-suite, boards and regulators with confidence. I design fit-for-purpose delivery operating models, build high-performing global teams, and embed the governance, funding and assurance frameworks that give boards confidence in technology investment.

What I do

Leadership capabilities

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

Technology Strategy & Execution Building & Scaling Teams Capability Uplift Operating Model Design Portfolio & Investment Governance C-Suite & Board Engagement Regulatory & Compliance Leadership Global & Offshore Delivery Financial Services / Fintech / WealthTech Budgeting & Capital Allocation Vendor & Commercial Negotiation Agile (SAFe) Transformation Enterprise Architecture Governance Quality & Delivery Assurance P&L & Operational Management
How I lead

Values & 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.

Takes ownership

A trusted pair of hands who steps up, owns the outcome and is relied on by CTOs and boards to get the job done.

Strategic & future-focused

Sets ambitious missions, sees around corners and aligns technology investment to where the organisation is heading.

Develops people

Brings out the best in people and builds the leadership layer beneath the team — not just the team itself.

Governs with discipline

Stands up portfolio governance, funding frameworks and assurance that give boards confidence — and reach the mission.

Analytical rigour

Grounds decisions in data — OKRs, capacity-based funding and measurable value from every technology investment.

Trust-based relationships

Engages C-suite, boards and regulators with confidence, building the genuine relationships that make change stick.

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 · 2IC to the CTO · global fintech (CFD/FX)
Program Manager – Digital Transformation · Pepperstone
2022 – 2023 · $30M proprietary retail trading platform
Program Manager – Regulatory & Compliance · EnergyAustralia
2020 – 2022 · $15M+ program · 1.5M+ customers
Delivery Director · AKQA
2017 – 2019 · 150+ person studio · $30M+ portfolio
Earlier — PMO, program & consulting roles
AusNet · NAB · Origin Energy · Jemena · BearingPoint (KPMG) · SS&C

Full experience on LinkedIn ↗

Foundations

Education & certifications

Master of Business Systems — Monash University Bachelor of Commerce — Monash University PRINCE2 SAFe Scrum Harvard ManageMentor
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 Head of / General Manager opportunities and senior contract engagements in financial services, fintech and wealthtech where technology is a genuine growth enabler.