Shiva is the Founder and CEO of Pitstop, an AI-powered platform that predicts vehicle failures before they occur. An electrical and computer engineer (University of Waterloo), he spent time at NVIDIA and BlackBerry before launching the company in 2015. Inspired by his childhood in his father’s repair shop, Shiva built Pitstop into a leader in fleet intelligence—culminating in its acquisition by Fullbay in 2026. He has been recognized as the Vaughan Entrepreneur of the Year and a SEMA 35 Under 35 leader.
01
You don't need many engineers. You need the right system design and the discipline to say no to everything that doesn't compound. A small team with leverage will outrun a big team without it. This is obvious today in an AI-first world. Five years ago, I was the "fool" going against the grain.
02
If your vision for the world is an inevitable future, it's your job to make it reality. You don't control timing, but you control outcomes. The founders who win are the ones still standing no matter the market wave.
03
Take the customer and market on a journey to the future of their job. Inspire them. That's harder and littered with more mistakes, but way more fulfilling. This mindset has allowed me to build a truly innovative company in an industrial field like fleet and vehicle maintenance, not just a transactional one.
One thing to take away
Be a cockroach. Thrive in any environment, at all costs. Survival breeds success.
