AjayAI

Journey

From running large portfolios to building the systems behind them.

I spent decades inside complex organisations, accountable for delivery, customer outcomes, and cash. Now I build AI-enabled systems that encode what actually worked.

The corporate chapter

For almost three decades I worked as a CXO-level and head-of-function leader in program delivery and customer success. I was responsible for multi-million-dollar accounts, global teams, and portfolios where failure was not an option.

Along the way I helped recover more than US$150M in receivables, rescued 10+ failing strategic programs, and led teams that lifted customer satisfaction by double digits.

What I saw from the inside

  • Transformations fail in execution, not in strategy. Slideware is rarely the problem. The gap is in handoffs, exceptions, and the everyday decisions people make when systems don't support the new way of working.
  • Cash problems are rarely just "collections problems". Aged receivables reflect process, ownership, and data issues that stretch across functions.
  • Programs don't suddenly go red; they drift there. Weak signals appear months before escalation, but are easy to ignore without the right diagnostics.
  • Experts are bottlenecked by process, not talent. Highly skilled people lose hours to repeatable work that should be systematised around them.

The shift into AI and systems

I started learning modern AI and product development from scratch, not as a researcher but as an operator who wanted better tools. I built and broke multiple prototypes before shipping production systems.

One of the first was a planning studio for Nutritionists and Dietitians that cut plan creation time from around 120 minutes towards 40 minutes while keeping full personalisation. It runs in a real practice with real clients.

It confirmed a belief I already had: you can take deep operational knowledge, add AI in the right places, and move real metrics — not just demos.

What I focus on now

Receivables and cashflow. Designing CashFlow Recovery Engine to bring discipline and diagnostics to aged receivables.

Strategic programs stuck in red. Using Program Health Command to surface early warning signals and structure realistic recovery plays.

Expert-driven services that don't scale. Building internal tools that reduce routine work and let experts focus on judgement and relationships.

How I think about working with you

If you are a CEO, CFO, COO or head of delivery, you don't need more dashboards. You need earlier visibility into where things are drifting, simpler routines for acting on that information, and tools that fit how your teams already work.

Operator lens

I've run the functions I now support, so I design with politics, constraints, and reality in mind.

System lens

I focus on workflows, data flows, and routines so improvements survive after the project ends.

AI lens

I use AI where it is a force multiplier for teams, not as decoration or another dashboard.

This portfolio is a snapshot of my shift from owning outcomes inside large organisations to building the systems that make those outcomes more likely for others.