How YouSendIt evolved to Hightail to adapt to a changing world

Ranjith Kumaran, Hightail, Customer Acquisition, Scaling

I get shivers as I think about today’s guest, because I remember when I first used his software to send files before I even started Mixergy.

The company did really well but they really needed to evolve because the world changed. It became easier and easier to send large files. Big companies like Google are even enabling it. So I’ve been wondering what happened to that business.

This is an interview about what happens to a company as it starts, evolves with the world, and continues to grow.

Ranjith Kumaran is the founder of Hightail, a software that enables professionals to easily send and share large files securely and get feedback all in one place.

Ranjith Kumaran

Hightail

Ranjith Kumaran is the founder of Hightail, a software that enables professionals to easily send and share large files securely and get feedback all in one place.

Andrew: Hey, everyone. My name is Andrew Warner. I’m the founder of Mixergy.

I get shivers as I think about today’s guest, because I remember when I first used his software. It goes back before I even started Mixergy. I was kind of taking a break from internet companies and going around and exploring how different organizations run themselves, like I would go to Mary Kay to see how Mary Kay runs their organization. I would go into religious organizations—I just wanted to see how do people organize themselves.

I remember this woman who ran a Mary Kay group wanted to send me an MP3. Sending a large MP3, one of the motivational stuff and instruction that she sent her partners at Mary Kay, was too big to send by email and I thought, “She’s never going to be able to send it. She’s probably going to send it in an envelope.” But no. She used this service called YouSendIt.

And my eyes were suddenly opened up. This is a really...

Continue reading the transcript...