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Redesigning Legal for a Changing World

Welcome to Creative Lawyers

Creative Lawyers works with firms and corporate law departments to design custom services that equip leaders with the knowledge, creative confidence, strategy, and professional development programming to prepare their teams to thrive in an exciting future.


About the Founder

Jen Leonard founded Creative Lawyers to support law firms, corporate legal departments, and law schools that understand the urgency to modernize practice, services, and education. Jen works with leaders to cultivate innovative cultures, build nimble and collaborative strategies to navigate a volatile environment, and promote skills and mindsets that drive change. She leads design thinking workshops, facilitates innovation challenges, delivers retreat keynotes, partners with leaders to provide ongoing strategic support, designs Generative AI content for application in law school curricula and professional development programs, and offers structured events that help lawyers reflect on their careers as they build the next stage in their journey.


Before launching her company, Jen was the first Chief Innovation Officer and Executive Director of the Future of the Profession Initiative at Penn Carey Law. She practiced law for ten years after graduating from Penn Carey Law in 2004 and before returning to build the Law School's Center on Professionalism, which became a nationally-recognized law student professional development program. At Penn, she teaches Generative AI in Law PracticeDesign Thinking for LawyersModern Law Firm Business and Innovation Strategy, and Attorney Well-Being as Ethical Obligation. She has also taught design thinking and ideation techniques to industry leaders in Wharton's Executive MBA program and Penn Nursing's Summer Innovation Institute.

Jen is a Fellow of the College of Law Practice Management, a member of Penn's Inn of Court, served on NALP's Driving Inclusion Task Force, and received Penn's Beverly Edwards Award for Exceptional Leadership. She also hosts several podcasts about the legal profession, including Law 2030, Future-Proofed (co-hosted with Goodwin Chief Innovation Officer Rachel Dooley) and Fast-Tracked: Emergent Issues in the Profession. She writes and speaks frequently about innovation and the legal industry's future. Her most recent work appears in Globe & Law Business's AI and the Legal Profession.

Learn more about Jen's background here.

Featured Expert

Founder Jen Leonard brings a contagious energy with years of experience in her work to modernize the legal profession. The following outlets have featured Jen as an expert.

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Chief Innovation/Gen AI 


Design Thinking
Workshops for Lawyers


Firm Retreat Speaking Engagements

Tailored for firms seeking to take their innovation efforts to the next level, this year-long advisory service helps firms define and execute a comprehensive, firm-wide strategy. The Creative Lawyers team collaborates closely with firm leaders to form a dedicated innovation task force, aligning firm-wide efforts and fostering cross-functional connections among various firm stakeholders. We will guide the creation of effective, action-oriented agendas, evaluation of current initiatives, and the development of fresh, pilotable projects. This service is ideal for firms actively innovating or aspiring to establish a robust innovation function or Generative AI strategy, but which lack a formal Chief Innovation Officer.

As a lawyer herself, Jen understands that lawyers sometimes struggle to innovate. To combat some common psychological and organizational barriers to ideation, she offers education she has learned from leaders at Wharton and Penn Nursing that can help lawyers move beyond the way they've always done things. By tapping into their inner creativity and leveraging proven frameworks to generate new ideas, these interactive and engaging workshops teach lawyers how to develop more human-centered approaches to their work that unlock new value. Firms can spend precious dedicated time ideating solutions to a pressing challenge and will leave the workshop with hundreds of new ideas for how to tackle it. The experience elevates collaborative ideation and the production of organizational creative confidence. 

Jen will deliver a compelling call to action to the lawyers in your firm or legal department. Her presentations explore the emerging conditions that demand new approaches to service delivery, the innate creativity within each of us, and the specific skills that prime lawyers to be exceptional innovators. Blending macro-level research on shifting trends with concrete recommendations for firm responses, these presentations balance theory and practice. Each presentation is custom-tailored to the firm's specific goals and features highly engaging and interactive content. Participants will leave feeling energized, confident, and excited about the firm's capacity to innovate.

Summer Associate
Innovation Challenges

Creative Lawyers offers a unique Summer Associate Innovation Challenge program that teaches a wide range of professional skills to your firm's future lawyers in a dynamic and engaging format. The program teaches ideation techniques, entrepreneurial mindsets, and design thinking. Firm summers will participate in exciting, fast-paced challenges that promote impact skills like collaborative problem-solving, public speaking, and active listening. In a competitive hiring landscape, the program demonstrates to top law school talent the firm's commitment to innovation, creativity, and embrace of fresh perspectives.


Generative AI
Education and PD Programming

Law firms that want to stay ahead of the curve in a rapidly evolving technological landscape should consider working with Creative Lawyers to design Generative AI educational content. These customized presentations highlight the most effective ways for lawyers to leverage Gen AI technology. Through discussions on how to use this technology as a thought partner, creator, and accelerator, rather than as a replacement to learning and practice, Creative Lawyers can help your firm reshape and enhance the way your lawyers learn, work, and deliver services. Presentations focus on the essentials of Generative AI, the potential impact of Gen AI on firm business models and lawyer formation processes, and how to connect affected stakeholders to develop a strategy that leverages the strength of emerging technology while expanding opportunities for new client service.


Women's Leadership

Creative Lawyers designs intimate daylong experiences that support women partners and law firm leaders in advancing their careers, growing their networks and books of business, and creating more impact through their work. Set in unique venues and featuring presentations and workshops from cutting-edge thought leaders, participants will emerge better prepared to tackle many of the most challenging aspects of law firm leadership, business development, and professional growth. Connect with Creative Lawyers to learn more or design a custom roundtable for the women leaders in your firm.

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Change for Good

The legal landscape is changing at a breakneck pace. Accelerating technology, shifting regulatory frameworks, global economic disruption, client demands, the war for talent, changing attorney career preferences, and new ways of working are reshaping the industry. Never before have creativity and innovation been more important in legal, but virtually no lawyers have formal training in how to respond. This is where Creative Lawyers comes in.


The Honorable Bridget McCormack

President & CEO, American Arbitration Association

Having worked closely with Jen Leonard at the Future of the Profession Initiative, I have been continually impressed by her creative, and forward-thinking approach to guide organizations into the future of the legal profession. Jen is a change-agent for the legal industry. She is an original thinker, able to analyze industry trends and devise creative solutions. She is also a natural facilitator and collaborator, adept at bringing together diverse viewpoints and fostering constructive dialogue. I can't think of a better strategic advisor for any law firm, law school, or other legal organization as it reimagines its future. I will be finding every single way I can to continue to learn from and collaborate with Jen. 
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Rachel Dooley

Chief Innovation Officer,

Kirkland & Ellis LLP

Jen and I bonded during the pandemic over our shared passion for creativity, innovation, and making more rapid progress in updating the way lawyers serve clients. Since then, we've worked together to design two different projects--McKinsey Legal's first Legal Innovation Competition and Goodwin's inaugural "Generation AI" Summer Associate Innovation Challenge. Jen designed both programs with education, impact, and engagement top of mind. In each case, participants emerged from the program feeling energized, equipped with new mindsets and techniques for stimulating creativity across teams and generations.
Jen is the rare person who understands the barriers to innovation in legal, approaches to change used in other fields that break through those impediments, and how to craft and deliver engaging content that gets everyone involved. We also have a blast working together--I can't wait to do it again!

Sozi Tulante

General Counsel, Form Energy, Inc.

Jen has a profound grasp of the challenges that we face in the legal profession and the need for developing innovative solutions and approaches to meet those challenges.  From working with her, I have been impressed with her ability to look at developments and innovations in other industries to inform how legal organizations can be nimble, responsive, and innovative.  She is a leader and a motivator.  Indeed, those skills, combined with her knowledge of the legal industry and cross-disciplinary approach, enable her to inspire teams to collaborate, build skills, and embrace a mindset that will promote innovation and  help future-proof any organization.  I am proud to call her a thought partner and a visionary.
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Ann Vermes

Chief Operating Officer, Litigation & Strategic Initiatives, Weil Gotshal

Working with Jen Leonard is an incredible experience.  She is a creative and innovative thinker, and delivered well beyond my (high) expectations on a recent program that she spearheaded for the Weil Legal Innovators Program. Feedback from the program participants was universally stellar.  Jen is an engaging speaker and an inspiring teacher, and I very much look forward to working with her again.

Joe Borstein

CEO, LexFusion

The legal industry is moving into the modern era whether we practitioners like it or not.  Jen not only understands this deeply, but is working hard every day to make the transition smooth for the many stakeholders whose lives will be disrupted.  More than simply reducing risk, Jen also sees the promise and opportunity that legal innovation can provide to the wildly underserved consumers of legal services.  Her work at Penn Carey Law School has drawn on insights from various academic disciplines (psychology, engineering and medicine) to inform and inspire the next generation of lawyers to think more broadly about what it means to solve legal problems. She’s also a very good friend and human being.
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Marion Leary, MPH, PhD, RN

Director of Innovation,

University of Pennsylvania School of Nursing

I have worked with Jen over the past few years, and in that time, she has become an indispensable collaborator in the work I do around human-centered design, design thinking, and innovation. The way she uses her knowledge, background and experience to engage with students and professionals alike is something I wish all educators could embody.
Most recently, she taught an ideation session at our Summer Innovation Institute focused on health equity. The attendees were absolutely blown away by her session; they not only learned new skills  but had fun in the process. She is truly a leader in this space and is helping to infuse creativity and innovation into all professions not just law. 

Hedieh Fakhriyazdi

Chief Diversity Officer,

White & Case

Jen's credentials and expertise, coupled with her ability to think creatively and collaboratively about solutions that resonate for her clients, make Jen an invaluable resource. Her facilitation of educational workshops is deeply engaging, insightful and clear. She is a skillful moderator, facilitator and trainer, who leverages her warmth and ability to connect with people in her teaching style. Jen is bar none, one of the best facilitators and consultants I have had the pleasure of working with.  I very much look forward to working with Jen and Creative Lawyers again.

DeAnna Englezos

Business Development Innovation Manager,

Vinson & Elkins

I cannot speak highly enough about Jen’s ability to seamlessly facilitate an engaging and impactful hybrid/virtual workshop. She has a knack for breaking down barriers in a room and quickly getting down to business in a relatable, interesting, inspiring, thought-provoking, and very practical way. Jen is artful in her ability to engage all participants and deliver content that inspires creativity and innovation in a time when those two things are needed more than ever in the legal industry.
“Relevant, Engaging, Effective and Awesome!” And, “Loved EVERYTHING about Jen’s workshop” were just a few of the rave reviews our global team of high achievers had to say about Jen. She is a rare gem in this industry and brings a fresh approach to solving current issues in Big Law and in Life. Should you have the opportunity to work with Jen - take it!

Contact Jen

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