Meet FLEX Attorney Jason Wakefield

In our ongoing series meeting FLEX lawyers and hear how FLEX is working for them, we interviewed Jason Wakefield, a FLEX lawyer who works with our clients part-time onsite in California, and part-time from his home in Texas.

Jason has over 20 years of experience working with companies merging tech with the telecom and energy industries. Before joining FLEX, he was a Director at MegaPath Inc. (which became Covad Communications), and then had his own telecom practice, where he’s advised on commercial transactions and regulatory matters. Early in his career, he was an Assistant Attorney General for the state of Texas.  He has a J.D. and Masters in Public Affairs from the University of Texas, and a B.A. in political science and economics from Stanford University.

Q: Why did you decide to join FLEX?

I had worked with Fenwick when I was in-house and had a fantastic experience with the Fenwick team, and through that relationship, I heard about FLEX. After I left my in-house job and started my own practice, FLEX was a great way to stay connected with Fenwick and work with clients in the high-tech sector while still keeping my own practice.

Q: What do you like about FLEX?

First of all, the people. That’s the most important thing for me. You need to work with people you like. Second, FLEX has great clients and great projects to work through with those clients.  So, the people, the clients and the quality of work.

Q: What has your FLEX experience been like?

It’s been great! I’ve worked on transactions with the most prominent and best companies in the world.  They’re the companies that are in the newspaper – ones that are truly moving the needle in the tech space.

Q: What does a typical work day look like for you?

My day-to-day is negotiating contracts for tech companies, both for software licensing deals as well as contracts for telecom services and data centers.  Typically, I’ll spend about a third of my time on conference calls with internal clients or on negotiations, and the other two-thirds researching or redlining agreements or getting feedback from clients on business terms.

Q: Was there anything that surprised you about being a FLEX lawyer?

Yes. The quality of the clients. I immediately got assignments with the biggest names in the tech field, which was a very pleasant surprise.

Q: What would you tell someone who’s thinking about joining FLEX? 

First of all, FLEX is a great way to balance having access to fantastic clients and keeping part of your own practice. It can also be a full-time project if you don’t want to keep your own practice, but for people who do have one, it’s a great way to maintain that. If you like being a self-starter and have a lot of flexibility in how you structure your day-to-day work and like being independent, it’s a great opportunity.

Q: Finally, if you weren’t a lawyer, what do you think you’d be doing and why?

I would have gotten a Ph.D. in some combination of economics and/or policy. I love learning, studying, and would probably be teaching or writing. But the nice thing about being a lawyer is that you get out of the ivory tower and make a real difference on a daily basis instead of just thinking deep thoughts.

But if I didn’t have to worry about money at all, I’d be a travel writer so I could travel around the world.

Q: I lied. One more question. Do you have a favorite super hero?

Wow, let me think about that one for a second… You know who I like? Iron Man because Tony Stark’s character is an ordinary person, vulnerable. He had a human side and he kind of captures what we all want: to be a super hero while recognizing our humanity.