Ranjith Kumaran

Founder and (former) CEO, Hightail and PunchTab

Ranjith is a founder and CEO who has started two venture-backed SaaS companies focused on building great product experiences with long-lasting appeal.

He co-founded Hightail (formerly known as YouSendIt), a simple way to send large files for enterprises and prosumers. The service grew into a service used by over 45 million people and 150,000 companies worldwide. In 2014 Ranjith rejoined the company as CEO to launch Hightail Spaces, a collaboration suite for marketers and creative professionals. Hightail was acquired by OpenText in 2018 and forms the core of the company’s SaaS file-sharing and collaboration offerings.

Ranjith also founded and was CEO of PunchTab, an omni-channel consumer engagement platform for retailers and CPG brands. PunchTab powered online and in-store loyalty programs and engagement campaigns for brands including Nestle, Panera Bread, and The Yankee Candle Company. PunchTab was acquired by Walmart Labs in 2015.

Ranjith holds a Bachelor’s degree in Computer Engineering from McGill University. He is also a frequent adviser and board member of other scrappy Silicon Valley-based technology companies going after exciting markets.

Content & Articles by Ranjith Kumaran

The 10 Security Gaps That Plague Startups Before Their A Round

A NOTE ON SEVERITY Not every item on this list carries the same level of risk. Some are the kind of finding that stops a deal. Others are serious but...

Community-Led Growth for Startups: Why Most Communities Fail and How to Build One That Actually Works

In our recent Mucker Growth Series session, I invited Sam Jacobs — founder and CEO of Pavilion — to talk about community-led growth: what it actually means, why most communities...

Pricing Models & Monetization Systems for Startup Success

In our recent Mucker Growth Series webinar session, we invited Jeffrey Tjiok and Jack Benson from Simon-Kucher to break down how startups can build pricing into their DNA from day...

Pitch Decks That Actually Raise Money: An Extreme Makeover Guide

Welcome to another recap from our Growth Series webinars, a series of sessions where we go deep into topics that help drive startup growth. In this session, we invited back...

Stop Hiding Behind Your Screen: In-Person Events Are How You Win in 2026

2026 is shaping up to be the year businesses rediscover the power of shaking hands, clinking glasses, and actually meeting their prospects in person. Don’t take my word for it...

Build Alignment Before You Burn Out

Everything Feels Urgent At early-stage companies, everything feels urgent: shipping product, closing customers, raising money. In that environment, planning can feel like a luxury, or even a liability. In my...

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