About Jessica Cheong
Over 25 years inside the Human Engine
My career includes nearly 20 years at IBM, turning around a founder-led SaaS business, co-founding and running an eCommerce business for nine years.
Each context taught me something different about where organisations break down and what it actually takes to fix them.
Across each of these, the same pattern showed up.
Not in strategy. Not in capability.
In how work actually moves — what gets worked around, taken for granted, and breaks down between people.
The Human Engine is the layer between strategy and results. The differentiator is almost never just the strategy or the people. It’s the invisible layer in between.
I've lived the frustration of slow progress and limited resources in a founder-led business — not just observed it from the outside.
Some consultants give you a diagnosis or a framework and leave. Others coach without getting deeper involved in fixing the actual problem. I do both — and stay until the change holds.
What it taught: How large, complex organisations actually function — managing scale, handling pressure, and defining what needs to come next.
What it taught: What it takes to stabilise a founder-led business under pressure.
What it taught: What it actually feels like to run a business — the decisions, the constraints, and the limits of doing everything yourself.