Something shifted in how we lead products and projects.
If you're like me, you stepped into leadership wanting to build amazing things and guide teams to success. But somewhere along the way, the landscape changed dramatically.
Today, leadership has become a never-ending firefight. Metrics and deadlines often overshadow people and purpose. And let’s be honest—navigating the politics, uncertainty, and constant change can leave even the best leaders questioning — “what are we doing here?”
I've been there.
It doesn’t have to be this way.
Over the last 18 years, I have advanced from being a Software Developer in 2005 to the role of CIO in 2022, gaining hands-on experience at Twitter, Amazon, and several of North America’s largest corporate banks. I’ve led teams through chaos, learned hard lessons, and found ways to not just survive—but thrive—in dynamic, high-pressure environments.
I've learned that surviving - and thriving - requires more than just technical skills or management theories.
It requires real, battle-tested experience. The kind that only comes from:
Navigating through impossible deadlines
Building high-performing teams in uncertain environments
Making tough decisions when there's no clear playbook
My mission? To help you do the same.
This newsletter is for leaders like you who want to stand out in their professional journey. It’s packed with practical guides, real stories, and case studies from the frontlines.
But more than that, it’s about:
Building Products with Agility
Building resilient and high-performing teams, and
Building a career that can sustain tough times
If this resonates with you, you’re in the right place. Let’s face the chaos together and come out stronger on the other side.
Join the community and start your journey here:
Upgrade to paid to achieve your goals faster.
Free subscribers get:
One issue every month.
Paid subscribers also get full access to:
Access to the Community Chat, where you can ask questions about everyday problems.
Two issues every week on Thursdays and Sundays.
180+ guides including 14 different Agile frameworks, How to Calculate Team Capacity for the Upcoming Sprint + Capacity Template, 1 Year Training Plan for Scrum and Agile Teams + Template
In-depth, training-ready decks
Handy templates to make things easier
Access to future video and written offerings
Winning Strategy Tools (beta)
As a paid community member, you also get FREE access to the growing library of productivity tools designed specifically to help you learn new skills and make your job easier. Team Capacity Calculator is one such tool.
New tools are added every month!
You can also expense this newsletter or buy a group subscription to save money.
Here’s what people are saying about Winning Strategy
They inspire me to keep moving.
Check out some of my best posts
Here are some of my most viewed posts:
If you’ve made it this far, subscribe below and connect with me on LinkedIn.
See you soon,
Vibhor
