About

Divyanka Pillai

The lived experience

Divyanka Pillai, founder of The Margin Advisory

Divyanka Pillai · Founder, The Margin Advisory

I spent a decade at Microsoft in roles that required exactly the combination of analytical rigour and strategic clarity that I now bring to this work. I led cross-functional product strategy, managed and mentored product teams, and worked directly with senior leadership on decisions with significant organisational and financial stakes.

I was good at it. I was also, for a significant part of that time, privately carrying the same question my clients carry: whether the path I was on was actually the one I had chosen.

I left in January 2025. Not impulsively. I worked through exactly the kind of analysis I now do with clients. I know what that process requires because I have done it myself, with real stakes, in a situation where the external picture looked fine and the internal picture did not match it.

That is not a coaching credential. It is something more specific: the lived experience of making a hard decision well, combined with the analytical background to help someone else do the same.

Background

Divyanka Pillai spent over a decade at Microsoft, the last five years as Principal Product Manager Lead on the M365 platform, where she led cross-functional strategy across product, engineering, partnerships, and UX. Earlier in her tenure, she served as a strategic advisor in the Office of the EVP on Business Development, and worked in product planning on Surface and go-to-market programs across the global inside sales function.

She holds an MBA from the University of Chicago Booth School of Business and an MS in Computer Science from the University of Southern California. She is based in the Seattle area.

She left Microsoft in January 2025.

Why this practice

The Margin Advisory is named after the margins of a page, where you scribble the questions that you don't say out loud. The what-ifs that keep you in a holding pattern for years.

The people I work with are not struggling in the conventional sense. They are succeeding by every measure that their industries, their organisations, and often their families use to define success. The struggle is quieter and harder to name: a growing sense that the life being built does not quite match the person building it.

I built this practice because that problem deserves serious, rigorous attention. Not generic career advice. Not therapeutic reflection exercises. Not the kind of advisory work that asks good questions but leaves the analytical work undone.

The Margin Advisory is built to do both.

What this engagement is not

  • Not therapy. The work is bounded, decision-focused, and analytical. Not open-ended psychological exploration. If you are in acute distress or experiencing a mental health crisis, please seek a licensed therapist.
  • Not career coaching. There is no resume help, interview preparation, or LinkedIn optimisation. The work is strategic, not tactical.
  • Not financial advice. We will look at your financial picture directly and honestly, but I am not a licensed financial planner. The financial work here is a thinking tool, not investment guidance or tax advice.
  • Not legal advice. For clients navigating immigration constraints, I can speak from lived experience and map the landscape clearly. I cannot give legal counsel. For your specific visa situation, consult a qualified immigration attorney.

If this sounds like your situation, let's talk

The discovery call is 30 minutes. I will ask you a few questions to understand your situation and I will tell you honestly whether I think I can help. There is no pitch. If it is not a fit, I will say so.

30 minutes · Free · No obligation

The thinking behind the practice.

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