I turn ambiguous business problems into products that ship.

I work with founders and technology teams on product strategy, 0→1 builds and execution — deciding what should be built, translating it into a coherent product system and driving it through delivery.

Available for select fractional and consulting engagements.

Winston Reid speaking at TEDx IE University in Madrid
TEDx IE University · Madrid · 2023Watch talk

Selected experience

Built, led and invested across the startup stack.

Full background

Co-Founder & CEO

Alvin Technologies

AI-native enterprise software spanning operational workflows, payments and agentic execution.

Head of Product

Lynk

Led Product, Design and Engineering for a multi-sided marketplace in Nairobi.

Head of Product

Orbitt

Turned a founder's trade-finance vision into requirements, workflows and a launched enterprise platform.

Product Manager

Paystack

Core payments and international expansion before Paystack's acquisition by Stripe.

Director of Investments

Outlierz Ventures

Evaluated 1,000+ startups across Africa and helped build the firm's initial investment portfolio.

By the numbers

payment success-rate improvement at Paystack

customers reached in its first quarter by a flagship product I led at Paystack

user acquisition growth supported by product initiatives at Lynk

venture capital raised for Alvin

Current operating work

I stay close to the work I advise on.

I founded Alvin Technologies, where I lead product work on AI-enabled operational software for complex real-world coordination. It keeps my consulting grounded in the realities of building, shipping and operating software — not just advising from the sidelines.

Alvin Technologies

Thinking

Writing about AI-native products, venture capital and building across markets in the AI era.

A living archive of the ideas I'm working through publicly, grounded in what I'm seeing at the intersection of AI and real-world execution.

Explore thinking

Work with me

Building something ambitious and think I could be useful?

Let's talk