Dileepan Siva




Dileepan Siva combines strategic and tactical advice with inquiry-based exploration to help leaders work on their business to scale, not in their business to burnout.

Dileepan has coached dozens of founders backed by top investment firms including a16z, Bain Capital Ventures and Y Combinator and executives at fast growth tech companies including Meta (Facebook), Netflix and PayPal.

Dileepan Siva is a former tech executive, startup founder and CRO turned coach. He helped build and scale sales and marketing teams at three venture-backed startups (all of which were acquired) and also served as a senior business development executive at X (formerly Twitter) and eBay.

Dileepan earned a BA from the University of California at Berkeley and an MBA from Harvard Business School. His did his coaching training with the Co-Active Training Institute as well as Conscious Leadership Group.

BA | University of California at Berkeley
MBA | Harvard Business School

Co-Active Training Institute
Conscious Leadership Group
Nonviolent Communication
Leadership Circle Profile

Selected Clients
Meta, Netflix, Paypal, American Express, Disney, eBay, PepsiCo, Salesforce, Unilever, X (formerly Twitter), Attentive, Klaviyo, Segment (acquired by Twilio) Stripe, Shopify, and several start-ups

Dancing and DJ-ing, hiking and trekking, meditation and mindfulness



Deb Elbaum


Dina Denham Smith

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