How We Leveled Up HelloSign in 2015

2015 Year Review

2015 was a huge year for us. At the beginning of the year, we made a decision that it was time to step on the gas – and we did. We doubled the team, seriously leveled up the product, built new functions around taking better care of our customers, and much, much more.


Optimizing Team Communications, The HelloSign Way



Hipchat/Slack messages.

Verbal announcements.

These are just a few of many ways in which we communicate these days. It’s easy to get lost in a flood of messages and ignore the ones that matter.

At HelloSign, we noticed that this was increasingly becoming a communication pain point. A lot of important information that we wanted to surface internally was not being relayed effectively simply because of the sheer volume.

Communication is an integral part of any well-oiled machine. As our team grows, we’re constantly evaluating tools to make communication a bit easier, which almost always results in increased productivity.

It was clear we needed a centralized system to access announcements, celebrate accomplishments, and keep current with metrics. To set up a more permanent internal communication system, the Creative team – in collaboration with Team Ops – started working on a little project called “The Daily Scroll”.


3 Challenges You’ll Face When Scaling Your Startup Team

3 Challenges You WILL Face As You Scale Your Startup-05

We’re facing a small challenge at the HelloSign office. Need a hint? It’s bigger than a breadbox and smaller than a gymnasium.

I’m talking about our office space.

Over the last few months, we’ve added to our team at a rapid pace. At the beginning of 2014, we were a lean team of under 15 employees. Since then, we’ve more than doubled the number and moved our office location to fit all the new faces.

Growing the team is just one way we’re leveling up as a company. That said, the team scale has also led us to face some common challenges that result from adding more brains to an operation.

And because we know firsthand how tricky it can be to maintain balance and momentum when adding to a team, we wanted to share some of the “lessons learned” during our own team scale.


May 22: Honoring Harvey Milk


In November of 1977, Harvey Milk was elected to serve on the San Francisco Board of Supervisors. Milk was the first non-incumbent openly gay member to sit on San Francisco’s council. He was also one of the first openly gay politicians elected to serve in public office in the US.


What the Lorax Might Say About Paperless Offices


“I speak for the trees, for the trees have no tongues.”

― Dr. Seuss, The Lorax

In honor of Earth Day (a day that’s very near and dear to our paperless-office heart), we wanted to deviate from normal blog content in favor of sharing a tribute to our big beautiful Earth.

In Dr. Seuss lingo, no less.

Because if there’s one person who can spread BIG messages in small couplets and rhymes, it’s that fine gentleman (with the help of the Lorax).