Startup Law with Dottie Wang

In each HeadSpin Corner episode, our VP of Developer Products Jeena James talks to experts and thought leaders at HeadSpin and in the industry about what’s new in both the testing community and digital experience space, the latest industry trends, how to achieve digital business success, and more. You can find more episodes here.


As Corporate Counsel at HeadSpin, Dottie Wang is always thinking on her feet and providing guidance to those around her. In our first installment of HeadSpin Corner, Dottie shares her experience practicing law at a startup and offers advice to women looking to get ahead in the workplace. 

Before HeadSpin, Dottie worked on ethics, misconduct, and other criminal and civil law cases for the Los Angeles District Attorney’s Office and the United States Air Force JAG Corps. She was recognized as one of the 25 exceptional women making a difference in their workplace and shaping their companies for success on GV’s Impact List 2020.

Read on or watch our interview below to hear our discussion.

Hi Dottie, thank you so much for being here today. First of all, I want to congratulate you for making it to the 25 women who have made it to the impact list for Google Ventures for 2020 for being celebrated and inspiring folks for making such significant strides in your company. How do you feel?

I feel so excited and so thrilled at the award and feel very honored for this opportunity.

Today, we’re going to actually get to know you a little better and just have a few questions, and we want to run it by you. First of all, tell us a little more about yourself and what you do at HeadSpin. 

Sure, I’m Corporate Counsel at HeadSpin right now. It’s an amazing company to work for. I think we pride ourselves on not only the services that we offer to customers and making them happy, but also being at the forefront of innovation and recruiting so many amazing people that come with such great expert backgrounds.

I have a fun question for you. If you could have a superpower, what would that be?

So coming from a legal background, obviously I love being a lawyer, but I always think about what it would be like to be able to heal. I think mental health is definitely a big deal in society right now, and it would be great to have like a super power to be able to heal people I think on an emotional level from whatever experience is kind of hindering them a little bit in their career or personally.

That’s very Noble. I hope you get that super power. We need it, right? Tell us what motivated you to study law in the first place. 

I come from a family of lawyers already, and I think the legal profession is so centered on ethics and morality, and I think I take to that pretty well. I think it’s a very noble profession, and I love reading, writing, and analyzing in my day-to-day life. 

That’s great. So, tell us a little more, following up on that question, how is it like practicing law at a start-up, especially something like HeadSpin?

It’s so amazing and so challenging every day. I have to think on my feet, whether we’re talking about a series C fund closing 60 million dollars for the company, we’re going to branch out into another international territory that’s brand-new, or we’re faced with an ethics or legal question that I need to answer for our leadership here and being able to give them the proper guidance so that we are the best company in the world.

Dottie you inspire me and we at HeadSpin are very inspired by you. I’m curious to know who are you inspired by?

So many people. Starting with the company first, I’m definitely inspired by our CEO Manish. He’s amazing. He never stops. I don’t even know how much he sleeps per night. I try to keep up with him and I can’t, but he’s just so sharp and so dedicated to the company. 

Brien as well. He’s great leadership for our engineering department. We made great strides because of him, and it wouldn’t be possible without him. You, Jeena. You’re so amazing and so good at speaking and so good at representing the company. You come with that technical background too for developer groups. 

It’s amazing for me to see and just anyone else that I meet in the company, whether it’s the sales department, customer success, the operations department, or marketing. Everyone is just so intelligent, just always learning and always dependable. I couldn’t ask for a better company to work for. 

Thank you. Wrapping up, I have a final question. What are 2-3 things that you would want to tell women who are looking to get more prominent roles in their organization? 

That’s an excellent question, Jeena. First, I want to say be bold. If there’s a situation that is very new and you’re pushing boundaries and you’re a little uncomfortable and a little unsure use that and transform it to make yourself fearless. Always put yourself out there and always persevere.

The second thing I would say is don’t be afraid of failure. In fact, maybe even FAIL. I think that’s a part of the learning process and the growth process and being able to affect change. Even if you do fail and you fall flat on your face, squirm around a little bit, give yourself some time, but get back up and get back to it.

That’s amazing. Thank you so much for sharing your words as well as your advice and your time today. I’m so glad that we get to work together every day.

Thank you Jeena for your time as well. Thank you so much for this.

Thank you!

This article is a summary and transcription of a recent HeadSpin Corner episode. You can watch more HeadSpin Corner episodes here, or listen wherever you hear your podcasts.