Corporate tech executive turned startup founder · Bootstrapped from $0 to $1M — and continuing

Joanna Reijgersberg-Siew

Defining the future of Agentic Commerce — building the autonomous systems that run modern businesses, and teaching leaders how to do the same.

Joanna speaking on stage at Innovfest Unbound, Singapore
On stage · Innovfest Unbound, Singapore
Career & Affiliations
INSEAD Avanade Philips NCS
About

Founder. Operator. Builder. Educator.

I build AI-native businesses that create real economic value. As founder of Cranberry AI, I operate across three verticals: agentic commerce infrastructure, a high-growth Asian cookware brand, and executive AI education. The single thesis: technology without commercial rigour is just theory. I focus on systems where AI does the work, not just supports it.

My career spans enterprise technology leadership at Avanade (Microsoft & Accenture) — where as Senior Director, AI & IoT for Growth Markets I held P&L coverage of more than US$100M in Data & AI deals — corporate strategy and architecture roles at Philips, academic research in wireless communications, and now founder-operator, building, shipping, and scaling from Singapore.

Today I also teach in the PhD in Management programme at INSEAD, bringing a founder's practice of building AI agents into doctoral research — and I serve as Fractional Enterprise Architect at NCS Group.

Books

Writing the playbook for the agentic era.

First up: Risky Business, on why risk keeps surprising us. Then: the architecture of AI agency.

Risky Business — book cover
Forthcoming · Fall 2026

Risky Business

The world's most instructive risk stories — why disasters keep catching us off guard, told with humour, and each one ending in a lesson.

The Architecture of Agency
Forthcoming · Fall 2027

The Architecture of Agency

How AI evolved from early concepts to autonomous agents that execute real work — a practical guide, a historical narrative, and a blueprint for the next generation of enterprise.

Teaching & Speaking

From the INSEAD classroom to the executive stage.

INSEAD
Faculty — INSEAD PhD in Management programmeTeaching doctoral students to build research agents: the architecture of agency, hands-on practicums, and AI-native research methods.

I've taught & spoken at

Microsoft L'Oréal Bayer Astellas IQVIA NUHS Terumo

Recent engagements · 2026

Jun 2026
Agentic AI for Leaders — Hands-on MasterclassCranberry Learn public workshop · Qritive HQ, Singapore
Jun 2026
Cutting Through the HypeCranberry Learn public workshop · Qritive HQ, Singapore
Jun 2026
Building Research Agents — A PracticumINSEAD PhD in Management · Singapore
May 2026
Agentic AI in Healthcare3-hour executive session · Mighty Jaxx, Singapore
Apr 2026
Agentic AI WorkshopINSEAD Singapore · with Dianne Baunbaek

Speaking Topics

Agentic AI for the C-suiteCopilots assist; agents execute. What that means for your operating model.
Agentic AI in Healthcare & Life SciencesFrom clinical operations to market access — real systems, not demos.
Building an AI-native companyLessons from running a business where agents do the work.
Women in STEM & technology leadershipA decade of advocacy across Asia's biggest stages.

Selected earlier stages · 2017–2023

L'Oréal International Women's Day · Microsoft Tech Talks · Big Data World · ConnecTechAsia · Innovfest Unbound · NUS Industry Talks · Ladies who Tech

Ventures

Where I test everything I teach.

Three businesses under the Cranberry AI flagship. One operating thesis: AI-native, commercially disciplined, and built to compound.

Flagship · Agentic Commerce

Cranberry AI

An agentic commerce platform for ecommerce sellers worldwide. A nine-agent autonomous workforce handles listing optimisation, PPC, inventory forecasting, competitor intelligence, compliance, and content — across Amazon, TikTok Shop, Walmart, and beyond.

Multi-channel commerce · Multi-agent architecture
E-Commerce Brand

Captain Cranberry

A premium Asian cookware brand built on Amazon FBA — and the live proof of concept for Cranberry AI, demonstrating what autonomous, agent-driven commerce looks like in practice.

Executive Education

Cranberry Learn

AI education for C-suite and senior executives, focused on operating in an agent-driven economy. Real-world systems, not theory — with a healthcare & life-sciences focus across APAC.

Writing

Essays on the agentic economy.

INSEAD In The Know feature
INSEAD In The Know · June 2026

Fluent in AI: closing the leadership gap

Two GEMBA alumnae on why the next leadership divide is AI fluency — and what healthcare executives should do about it. With Dianne Baunbaek.

Connect

Let's talk.

Open to board memberships, invited panels, strategic advisory, and partnership conversations — particularly with founders, investors, and operators building in AI-native commerce. Also open to AI go-to-market advisory across enterprise and growth markets, and selectively to senior AI leadership roles driving category creation in Singapore and Asia Pacific.