Former Front-Page Job Seeker Comes Into Her Own

Discovery with Nikki Marie Sherwood

Published in 2025 Massachusetts Super Lawyers magazine

By Nikki Marie Sherwood on October 15, 2025

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I can’t go a day without … espresso.

If you were in my office, you’d … ask me why I have a wagon. (I used it to help a client move and shred some tax documents.)

My colleagues would be surprised to know that … I like to write haiku.

When I was a newbie lawyer I … was featured on the front page of the Boston Business Journal as a new lawyer looking for a job.

The quality I most like in a lawyer is … integrity; second-most is cleverness.

My career high point (so far) has been … an approval of a private letter ruling request with the IRS, and serving as co-chair of the Boston Bar Association’s Trusts & Estates Section.

If I weren’t a lawyer, I’d be … a math teacher.

The SCOTUS justice I’ve met is … Justice O’Connor, when she was at my law school in 2008.

My favorite social media account to follow is … @llamawithnodrama on Instagram.

I can do a pretty good impersonation of … Donald Duck.

On weekends I … try to get outside, no matter the weather.

My motto is … treat every person you meet like you’ll know them for 100 years.

I wish I had invented … the Apple Watch (my favorite gadget).

My favorite podcast is … The Mel Robbins Podcast.

The last TV show I binge-watched was … Your Friends & Neighbors.

Nothing cheers me up like … going for a hike followed by ice cream with my dog, Olive, and my husband, Doug.

My favorite word is … kindness.

My least-favorite word is … insects, because then I think about them crawling on me.

If I won the lottery, I’d … claim the winnings in a trust—which I’ve helped clients do in the past so they can remain anonymous!

If I had a time machine, I would … stop time for the rest of the world while I kept working so I could catch up on all my to-do list items.

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