Working in Enterprise Sales at DocuSign

DocuSign Spotlight: William Haines

We sat down with William on the Enterprise Sales team to learn more about why he decided to join DocuSign and what he loves the most about his work here. 

What is your role at DocuSign?

I work as an Enterprise Market Development Representative, supporting the Telecommunications, Media, and Utilities team.

Why did you choose to work at DocuSign?

After working in new home sales for a public homebuilder after college, I knew that I wanted to continue a career in sales, but that I needed to be in a much younger and faster-paced industry and sales environment. Then I did my research. I targeted San Francisco as a city full of opportunity where I balance career and friends. I leveraged Glassdoor to research top workplaces and narrowed it down to a handful of technology companies. DocuSign made that list and the more I researched the company, the more I learned about the senior leaders and their vision for the company and the deep interest in helping people find their calling and do “the work of their lives.”

What do you love most about working at DocuSign?

I can’t say enough about the management. I have been treated like someone who is capable of doing my job and being successful from day one. My manager has been accessible, supportive, understanding, motivating, positive and a fun person to work for. Additionally, I love the trust in employees and flexibility to work at our various offices. In my first year, I worked a few days from our London, Chicago and Seattle offices. In doing so, I have connected with so many leaders and had the opportunity to shadow employees in different roles and learn about various markets. Lastly, working in the enterprise space and being able to learn from sharp, seasoned field reps has been great exposure. A few months back, I booked a meeting with the CIO of Verizon Enterprise Solutions and VP of Customer Experience for my Account Director, who asked Dan our CEO to join as an executive sponsor. He said yes. Being able to listen in on a call with our CEO and the CIO of a major Telco company was one of the coolest experiences I’ve ever had.

What is the most challenging part of your job?

The most challenging part of my job is prioritizing my time and using my resources to identify the best accounts to target. Given that there are so many enterprise companies that still haven’t moved to digital processes, the opportunity itself can sometimes be overwhelming.  It takes a lot of focus, collaboration, persistence and constantly refining your approach to get more effective in identifying and sourcing new opportunities.   

How do you spend a typical day?

I love to get in the office early and pick up the phone. I make my calls from 6:30 – 8:30 am. From there, I spend the next two hours responding to emails and following up with prospects who I want to get in touch with. I try to schedule my meetings between 10 am – 2 pm. From 2pm – 4pm, I prospect on LinkedIn and draft tailored emails that I schedule to go out the following morning. There are a handful of administrative tasks, meetings with my Account Executive and ECS, other collaboration sessions, and of course, lunch.

What type of people do you think thrive in your department?

People who thrive in the MDR organization typically demonstrate an ongoing desire to learn and refine their sales skills. They are constantly on the phone with their account team sharing what they have coming up, asking for feedback/direction, and suggesting new campaign ideas seem to have the most success. Everyone loves an energy giver on the sales floor who celebrates not only their own success, but the success of others.

What is the typical career path of somebody in your role at DocuSign?

DocuSign has done a great job of educating MDRs on the possibilities beyond this role. We recently held our first career fair where leaders from a handful of departments and teams presented to the org and then fielded questions and set up coffee with those who were interested in learning more. Typically, MDRs go into a closing sales role, Account Management role, or Solutions Engineering.

Do people make friends at work at DocuSign?

Absolutely. I love my DocuSign friends. I made friends on my very first day of training and enjoyed exploring Seattle and getting to learn about DocuSign with them. Even though we are all located in different offices across the world, we still Slack daily. I’ve loved visiting them in their respective offices and connecting with them at Dreamforce and GKO. My team has great team events and does workout classes and happy hours together. I recently ran a 25k trail race with two of my DocuSign friends!

Interested in doing the work of your life at DocuSign San Francisco? Check out our openings.

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