DocuSign Chicago is the place to be

Chicago is a new hub for DocuSign. What do you like about Chicago the city itself as a place to build one’s career?

Chicago has it all. It’s a vibrant city, it has a great culture, great architecture, great sports teams and a dynamic technology scene. And it’s accessible for people who want to build a good life for their families.

DocuSign has almost 300 people in the Greater Chicago area. What is the Chicago office vibe like? What is it like to work on your team there?

We have an awesome team of product managers, designers, devops and sysops engineers that are working on the ‘contract lifecycle management’ part of the DocuSign Agreement Cloud—and this covers the way you generate documents, redline and negotiate agreements, trigger actions once those agreements are signed, and manage the workflow and storage. The team is doing remarkable work, and there’s a reason we were ranked as a leader in the recent Forrester Wave™: Contract Lifecycle Management For All Contracts.

Why is now an exciting time to join the team in Chicago?

It’s like working for DocuSign in San Francisco, Paris or any other major city: we have a start-up vibe, even though we’re part of an almost $1bn technology company. We’re a ‘best place to work’ according to Glassdoor (and our CEO Dan Springer is highly rated by them too). We offer six months of parental leave, 401K match, employee stock purchase plan, and much more. The team in Chicago is also working on one of the fastest-growing parts of our business, so folks can have real impact.

What are some of the interesting things the product development team is building in Chicago?

As I mentioned earlier, the team is working on a core component of the DocuSign Agreement Cloud—and I’m particularly excited about DocuSign Gen for Salesforce, much of the original work for which was done in Chicago. “Gen” lets sales people easily create polished contracts, proposals and other documents with the click of a button by grabbing data directly from Salesforce. It’s quick, it’s easy and it makes life so much simpler for them.

If I joined, would I be working with a small team or across teams?

You would collaborate with teams across the entire DocuSign product development organization. Though we fully resource our local teams with user experience folks, devops, sysops, product, engineering, and so on, we also collaborate closely with our teams in Seattle, San Francisco and other markets. In fact, at least once a year everyone gets together for our Connect Conference in Seattle for lightning talks, socializing, hackathons and social time. And our teams, including me, travel to Chicago frequently.

What are the career opportunities on your team in Chicago?

One of the greatest pieces of career advice I’ve heard was from Eric Schmidt to Sheryl Sandberg at Google: “If you're offered a seat on a rocket ship, don't ask what seat, just get on!”

We are growing the team in Chicago across the board—from designers, editorial content writers, API documentation writers, visual design, user interface designers, front end engineers, back end engineers, DBA’s, sysops, devops … the list goes on. And given our teams work on an end-to-end solution, they have exposure to all manner of learning and growth as a result.

We also strive for a flat organization—so, our executives are involved in guiding, reviewing and mentoring teams. And because we are growing fast, you can get involved in different aspects of our product and this learning will help propel your career forward.

DocuSign invests heavily in continuing education—from ‘lunch & learn’ sessions with internal experts, to external speakers, to our online learning platform, and to mentorship by existing leaders. There is also the opportunity to move around—in terms of department, role and location. We’ve had team members move from Chicago to San Francisco, and vice versa.

DocuSign’s CEO, Dan Springer, says he wants every employee to do the work of their life at the company. How are you helping enable this?

This is something that’s unique at DocuSign.

The first step is to ask people: “what would it mean for you to be doing the work of your life?” This spurs an interesting conversation, as we find people might not have thought about it before.

Some say they want to get better at public speaking—so we have trainings, and we look for opportunities at our annual customer conferences or sales kick offs to present to audiences of all sizes. Some say it means work-life balance—so we invest in benefits to support that goal. Others say it means switching disciplines—so we look for opportunities where people can work on other teams and continue to excel.

Another theme that comes up is to have a meaningful impact on the world. That aligns to DocuSign’s goal to help people come to agreement in better ways and make the world better for their employees, customers and for the environment.

This comes through in the DocuSign IMPACT foundation. We offer Volunteer Time Off, we match donations, employees can earn dollars for each hour they volunteer at a non-profit, we offer substantial product discounts to non-profits, and we support major causes around the world. That’s important to our employees, and it’s important to our company as a whole.

We are hiring. Check out open roles in Product & Engineering Chicago here.

Ron Hirson, Chief Product Officer at DocuSign
Ron Hirson, Chief Product Officer, DocuSign


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