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A bit about me

I started at 21. Nobody told me how any of it actually worked.

So I spent twenty years finding out — at Amazon, at Microsoft, from individual contributor to Principal Engineering Manager, and now leading engineering at a security startup. This is the guide I wish someone had handed me.

A journey rooted in experience

I dove headfirst into tech at twenty-one — into a world of innovation, ambiguity and people who seemed to know something I didn't. Over the years I gathered insight across engineering, product and program organisations at two of the most demanding companies in the industry, and spent the last six building and leading security engineering teams.

Today I am Director of Engineering at a startup. Before that I was a Principal Software Engineering Manager at Microsoft, and before that a Software Development Manager at AWS. I have written promo packets, sat in calibration rooms, run hundreds of interview loops, and made the call on offers. I have also been on the receiving end of every one of those processes — including the times it did not go my way.

That is the part most career advice is missing. It is written by people describing a room they have never sat in. I will tell you what actually gets said when you leave the interview, what actually decides a promotion, and what actually separates the person who gets the offer from the four who did not.

Your success, my priority

We all face the same time constraints, so my coaching is built to deliver maximum value inside the hour. I am not going to spend it on generic encouragement. I am passionate about helping people excel in interviews and navigate the intricacies of a career — securing the role, uplevelling the skills, climbing the ladder.

Your success story starts now. Let's work together to unlock your full potential.

One honest caveat. I cannot offer you a job, and helping people who are not in a position to help themselves is beyond the scope of my expertise. What I can do is make sure that when the opportunity comes, you are unmistakably ready for it.

The track record

Twenty years, in order.

  1. Now

    Director of Engineering

    Security startup

    Leading engineering at a startup, six years into security engineering. The problems are the same ones Big Tech has — with a fraction of the people and none of the cover.

  2. 2021 — 2025

    Principal Software Engineering Manager

    Microsoft · Cloud Security

    Owned Athena, an ML service for reducing time-to-mitigate, and the Key Management Service Provider behind Azure Key Vault. Latterly responsible for data intelligence across business, partners and product.

  3. 2019 — 2021

    Software Development Manager

    Amazon Web Services · Textract

    End-to-end engineering and operations for the AWS Textract control plane.

  4. 2016 — 2019

    Senior PM Manager

    Microsoft · Azure Customer Experience

    Built the first Azure online support team and shipped the first chat experience on the Azure portal. Grew the team from 2 vendor resources to 38 globally; roughly $10M in cost savings over two years.

  5. 2012 — 2016

    Software Development Engineer → SDE II

    Microsoft · MSN & Windows

    Built the Toast Notification Service for iOS, Windows and Android — adoption reached 2 million devices. Sole liaison between editorial and seven engineering teams.

  6. 2006 — 2010

    Software Engineer

    Aditi Technologies & Bally Technologies

    Web products across healthcare, finance and telecom. New Grad Star Performer award. Later, MS in Computer Science at UT Dallas.

Who I work with

Different roles, same hard questions.

Software Developers

Breaking in, levelling up, or finally getting the scope that turns into a promotion.

Product Managers

Building influence without authority, and telling the impact story that gets you the next role.

Program Managers

Owning ambiguity, driving cross-org outcomes, and being seen for it.

Career switchers

Coming into tech from somewhere else, and needing an honest read on what it will actually take.

Testimonials

In their words.

Thank you so much Gurpreet for being such a great listener and an equally good and articulate speaker — and for helping me understand technical concepts in easily understandable, digestible bits. Gurpreet is not someone who says "do as I say". He is someone who says "do as I do", and talks from experience.

Software Engineer

Career transition

I really found the session very helpful and effective. The suggestions you gave to overcome my confidence issues make a lot of sense. I am looking forward to the next session as discussed.

Product Manager

Confidence & communication

I felt amazing after the session. I am so grateful for all the practical solutions you have given to set my career in the right direction. Would love to have a session again.

Program Manager

Career direction