Executive & Leadership Coaching

A thinking partner for the people the buck stops with.

Randhir Vieira partners with leaders on the work that matters most — 1:1 executive coaching, leadership-team alignment, and high-stakes strategy. 20+ years building and scaling at companies like Headspace, Omada Health, and Yahoo, brought to the hardest decisions you'll make.

Book a discovery call No pitch. A real conversation.
Strength Clarity Growth
Randhir Vieira, Executive Coach
20+
years building & leading at scale
Two decades of leadership at
Randhir Vieira
Randhir Vieira · SF Bay Area
2025 & 2026 Top CPO Award Co-Active Practitioner (CAP)
The Coach

Evidence, not motivational platitudes.

Randhir has spent 20+ years at the intersection of behavioral science, product leadership, and high-growth operating. He has built products used by millions, scaled revenue across complex organizations, and led teams through high-stakes pivots at some of tech's most respected companies.

As Chief Product Officer at Omada Health he led product through a period of significant scale across diabetes, hypertension, and weight management. As VP of Product at Headspace, he shaped strategy for one of the world's most recognized wellness platforms, following product leadership at Yahoo. Most recently he was President of Healthify USA. Today he leads Petra Coaching full-time.

His coaching is rooted in evidence and lived experience. He works with leaders to close the gap between where they are and where they need to be — with rigor, honesty, and genuine care. Sherpa, not savior: he walks beside you, not ahead.

2022—
Founder, Petra Coaching
Strategic coaching for executives & leadership teams
2025–26
President, Healthify USA
Behavioral-change platform — metabolic health & GLP-1
2019–25
Chief Product Officer, Omada Health
Digital therapeutics across multi-condition virtual care
2017–19
VP Product, Headspace
Strategy for a leading global wellness platform
Earlier
Yahoo · Eyefi · Mindflash
20+ years across consumer & enterprise tech
Who he works with

Leaders carrying weight others don't see.

The title changes; the pressure rhymes. Randhir coaches across the moments that define a leader's trajectory — at startups and large companies alike.

01

Founders & CEOs

From first venture round to the lonely seat at scale — the decisions only you can make, thought through with someone who has no agenda but yours.

02

C-suite & senior executives

Stepping into broader scope, a bigger stage, or a turnaround — building the judgment and presence the new altitude demands.

03

Functional leaders

Product, engineering, and go-to-market leaders translating deep craft into organizational leadership and cross-functional influence.

04

Leadership teams

Aligning a team that has to row in the same direction — surfacing the tensions beneath the surface before they cost you.

The method

Clarity is a discipline.

A clear, repeatable method shapes every engagement — grounded, structured, and unmistakably human.

01

Diagnose

Get the diagnosis right before prescribing. Moving fast in the wrong direction is worse than standing still.

02

Structure

Frameworks, not feelings. Cut through complexity to reveal the signal — and build a way of thinking you can reuse.

03

Act

Every session ends with a concrete plan. No abstract insights that evaporate before Monday morning.

04

Measure

Test your assumptions against hard questions. Track progress and adjust before circumstances force you to.

What you'll walk away with

Sharper decisions. Told the truth.

Sharper decisions under uncertainty

A repeatable way to think through ambiguous, high-stakes calls — and the conviction to make them.

A team that tells you the truth

Break the echo chamber. Build the conditions where candid feedback and dissent actually reach you.

Presence in high-stakes moments

Composure and command in the board meeting, the hard conversation, the all-hands that matters.

Clarity on where you're going

Cut the noise to the few things that move the needle — for the company and for you.

In their words

Trusted by the people in the room.

In less than 30 minutes, Randhir helped me crystalize my thinking in areas that I had been struggling with for months.
Saranya Loehrer
Former CXO, Teladoc Health
His empathetic, insightful coaching fosters trust and enables honest conversations.
Charles Hua
Co-founder & CEO
He adjusts on the fly with ease, brings actionable tools leaders can leverage, and creates highly engaged participants.
Erin Johns
VP Product
Randhir transformed my product management career. The frameworks he shared were immediately actionable and have profoundly shaped how I lead.
Dhruv Vasishtha
Product Leader
Questions

Before we talk.

Who is coaching actually for?

Founders and CEOs, C-suite and senior executives, and the functional leaders rising into bigger scope — at startups and large companies alike. If you're carrying decisions that others can't make for you, you're in the right place.

Do I need to be in a particular industry?

No. The operating experience spans consumer and enterprise companies, but the work — judgment under uncertainty, honest conversations, presence, alignment — is universal to leadership. Clients span industries and stages.

How does an engagement work?

Most engagements pair regular one-to-one sessions with work between them. Cadence, focus, and format are designed around your situation — individual coaching, leadership-team alignment, or a focused strategy intensive.

What's your style?

Structured yet personal. Evidence over platitudes. I'll challenge your thinking before the market does — and end every session with something concrete to act on.

How do we start?

A 30-minute discovery call. No pitch — just a real conversation about what you're building and whether we're a fit to work together.

Start here

Ready to build on rock?

Tell me a little about what you're working through. I'll respond within one business day — and if it sounds like a fit, we'll set up a 30-minute call to find out.

  • 30-minute discovery call — no pitch
  • Currently accepting 2–3 new clients per quarter
  • Response within one business day

No spam. No pitch. Just a real response.

Message received.

I'll respond within one business day.

If you'd rather pick a time now, my calendar is open:

Book a time directly →
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