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Seattle, WA · Coaching worldwide

Career advice from inside the hiring room.

I am Gurpreet Sohal — Director of Engineering at a security startup, twenty years into a career that ran through Microsoft and Amazon. I have sat on the other side of hundreds of interviews and promotion calibrations. Most career advice is written by people who have never been in that room. This isn't.

Score your answers free in 5 minutes · Sessions from $1 · Ebooks from $9.99 · STAR Interview on iOS

Gurpreet Sohal

Gurpreet Sohal

Director of Engineering · Security

Previously Microsoft · Amazon

20 yrs

In tech, starting in 2006 at age 21

6 yrs

In security engineering, where I lead today

<8 yrs

Engineer to Principal Engineering Manager at Microsoft

$10M

Saved by one Azure program I built and led

Who I work with

Different roles.
The same hard questions.

I started in tech at 21 and have spent the years since across engineering, product and program organisations — two of them at the most demanding companies in the industry, and the last six in security. Whatever your title, the questions underneath tend to rhyme.

01

Software Developers

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

02

Product Managers

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

03

Program Managers

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

04

Career switchers

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

Work with me

Pick the depth you need.

See all plans

A focused conversation

1:1 Session — 30 minutes

$49 / one session

For a specific question you need answered well: a decision you are stuck on, an offer on the table, a manager conversation you want to rehearse.

  • 30 minutes, one-to-one, on video
  • Come with one problem, leave with a plan
  • Written recap and next steps afterwards
Most booked

The full picture

1:1 Session — 60 minutes

$199 / one session

Enough room to go deep. We map where you are, where you want to be, and the shortest honest path between the two.

  • 60 minutes, one-to-one, on video
  • Career strategy, interview prep or levelling up
  • Written recap and next steps afterwards
  • Follow-up questions by email for two weeks

Best value

3-Session Package

$549 / 3 × 60 minutes

Real change rarely happens in one hour. Three sessions to use across resume review, career strategy, offer negotiation and confidence — whatever you actually need.

  • Three 60-minute sessions
  • Resume and LinkedIn review included
  • Offer negotiation support
  • Valid for three months
  • Email access between sessions

The ebook

Mastering the Interview

Behavioral questions and answers, written in STAR format

The most comprehensive compilation of behavioural interview questions and answers you will find anywhere — every one worked through in full STAR format, across four different tech disciplines.

  • Nine themes: customer obsession, ownership, problem solving, earn trust, invent and simplify, learn and be curious, highest standards, dive deep, communication
  • Every question answered four ways — for Program Management, Product Management, Product Marketing and Software Development
  • Complete Situation / Task / Action / Result answers you can adapt to your own experience, not vague advice about "using STAR"
Read more

Instant download · PDF · 66 pages

AskGurpreet

Mastering the Interview

Behavioral questions and answers, written in STAR format

Now on iOS

STAR Interview

Everything in Mastering the Interview, built for practice rather than reading. Drill questions by theme and by role on the bus, in the car park, in the ten minutes before your loop starts.

STAR Interview

Dive Deep

Product Management

S Situation
T Task
A Action
R Result

How it works

No fluff. Three steps.

01

Pick your time

Straight after checkout you choose a slot from my real availability, in your own timezone. The calendar invite lands in your inbox immediately.

02

We do the work

Direct, specific, and honest. Mock interviews get graded against a real hiring bar. Career plans get pressure-tested.

03

You leave with a plan

A written recap with concrete next steps, sent within 24 hours. Not motivational — actionable.

In their words

What people say afterwards.

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

“You can go from failure to success, but you can't go from excuses to success.”

Anonymous

Your success story starts now.

Whether you are chasing your first offer, an overdue promotion, or a change of direction entirely — let's find the shortest honest path there.