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Paragon Legal Expands Strategic Advisory Team with the Addition of Brittany Leonard and Jessica Nguyen

August 19, 2025 | News

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Paragon Legal, a leading provider of flexible legal talent and strategic in-house counsel support, is thrilled to announce the appointment of Brittany Leonard and Jessica Nguyen as Strategic Advisors to the firm. Both highly respected legal leaders bring deep operational expertise, business insight, and authentic voices that will help shape the next phase of Paragon’s growth and thought leadership in the legal industry.

“When I think of who I’ve learned from in this industry and whose voice I want helping us shape the next chapter of Paragon, it’s Brittany,” said Trista Engel, CEO of Paragon Legal. “She brings operational rigor and business creativity. She knows how to scale without losing what makes something great. And she’s done it all while staying grounded in what legal leaders actually need.”

Brittany Leonard, a Top 50 GC, legal innovator, and C-Suite executive, joins Paragon as a dynamic voice at the intersection of legal strategy and business transformation. Reflecting on her decision to join, Leonard shared:

“I remember decades ago getting out of law school thinking there’s not much flexibility with our degree. I’m so happy to discover there’s so much more you can do in the legal field nowadays. When I first spoke to Jessica Markowitz and Trista Engel, I knew right away that the energy and passion they have for this is unmatched, and I love being a part of it.”

Brittany Leonard

Jessica Markowitz, President & COO of Paragon Legal, added:

“Brittany knows how legal buys and understands the constraints on legal teams today. She’s done it from the GC seat, and she’s built community in both legal and legal ops. We could not be more excited and grateful for Brittany’s support as we continue to grow.”

Paragon also welcomes Jessica Nguyen, Deputy General Counsel at Docusign and former General Counsel of Lexion, to its advisory team. Nguyen, an award-winning legal leader known for her thought leadership in in-house legal strategy and innovation and her widely-followed podcast “In-House,” brings a sharp, candid, and engaging voice to Paragon’s evolution.

“Jessica’s perspective as an in-house attorney at companies large and small will help us continue to evolve how we support GCs and legal teams, bring a deeper consultative lens to our clients’ challenges, and help us share what makes Paragon unique and powerful,” said Engel. “She’s someone whose presence makes you stop and listen. I couldn’t be more excited that she’s in our corner.”

Nguyen, who remains in her leadership role at Docusign, shared:

“As a leader managing an in-house legal department, the concept of flex legal support is appealing, but investing in onboarding flex talent seems like not a good use of resources, unless the flex talent is a good fit and the relationship is long-term. Here’s where Paragon stands out: they invest a TON of resources into ensuring the right match with a client’s specific needs, and it shows—some clients have been with Paragon for decades, and I’ve heard praise from my GC network. In the world of on-demand legal talent, many services are like casual dating apps. Paragon is the matchmaking service for marriage.”

Jessica Nguyen

Jessica Markowitz also commented on Nguyen’s appointment:

“She’s kind, smart, and accomplished—and she brings personality and humor that resonates. Jessica helped differentiate her former company in a crowded contract management market, and she’s here now to help us do the same in the flex legal talent space.”

Both Leonard and Nguyen will advise on market positioning, client engagement, and growth strategy—helping Paragon Legal deepen its commitment to supporting in-house legal teams with talent and insight that are flexible, strategic, and built to last.

“This is such an exciting time for us,” added Engel. “Bringing in Brittany and Jessica gives us two of the sharpest minds in the industry—people who know what it’s like to sit in the GC seat, build something from scratch, and lead with authenticity. We couldn’t be more excited.”

About Paragon Legal
Paragon Legal provides legal departments at leading corporations with high quality, flexible legal talent to help them meet their changing workload demands. At the same time, we offer talented attorneys and other legal professionals a way to practice law outside the traditional career path, empowering them to achieve both their professional and personal goals. 

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Featured Insights

5 Ways to Help You Sell Your CFO on Interim Counsel Services

Strategic Flexibility: 3 Ways Interim Counsel Drives Impact

Client Profile: Tech Giant Rightsources Legal Talent to Stay on Top – A Growth Story

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