At Total Talent Design, we are about the big picture.

Whether we're developing processes for companies to engage and retain their valued professionals across the generational spectrum or partnering with skilled professionals as they navigate their career shifts, we offer empathic + effective support and customized solutions based on experience, relationships, and goals.


While we all began our careers in the legal field, we’ve expanded our experience beyond law firms and lawyers to new markets and companies eager to expand leadership development and engagement.

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Jessica Natkin


Jessica Natkin knows what it takes to engage lawyers in their career development and to build programs in firms that set lawyers up for that success.


With 20 years of experience in lawyer career development, Jessica has coached hundreds of lawyers in big law and beyond. She has taken that knowledge and experience to the next level by working with firms to offer solutions across the firm. Jessica has created engagement and retention programs that work.


Jessica is highly motivated to help people find a way to work that fits their life and values while meeting the needs of the firm and its clients.  She is known nationally for her expertise in lawyer career coaching and work/life integration through customized work schedules.

Jessica holds a law degree from Northwestern University School of Law as well as a graduate certificate in career development. Prior to founding Total Talent Design, Jessica was the Director, Attorney Career Development at Fenwick & West LLP. She previously worked as the Director of Programs for the Project for Attorney Retention, and she managed the career development programs at Orrick, Herrington & Sutcliffe, LLP and Wilson, Sonsini, Goodrich & Rosati, P.C.

Jessica is co-author, with Jessica Hernandez, of Let's Coach All the Lawyers: An Essential Primer for Professionals Developing Legal Talent (NALP 2021).

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Lisa Dickinson

Consultant &

Career Coach

Lisa has over 20 years of experience coaching lawyers and law students. Most recently Lisa was the Director of Attorney Recruiting and Professional Development at Kirkland & Ellis LLP in the Bay Area. At Kirkland, Lisa led recruiting, training, diversity, equity and inclusion and attorney engagement programs. Lisa helped lawyers find satisfaction in their work or identify new opportunities to pursue their passions. Prior to joining Kirkland, Lisa was the Director of Career Development at her alma mater, the University of San Francisco School of Law.


An active member of the legal community, Lisa is a past president of NALP, the association of legal career professionals, and the Bay Area Legal Recruitment Association. Lisa is also passionate about public service and served over 15 years on the Board of One Justice, a California nonprofit devoted to increasing legal services to those in need.


In 2020 Lisa and her family returned home to Massachusetts where she is raising two small children. In her spare time, she enjoys running, cycling, and gardening. Lisa has completed NALP’s coaching skills series, has an undergraduate degree from UMASS Amherst and law degree from the University of San Francisco School of Law.

Gaines Deeringer

Consultant &

Career Coach

Christa Gaines Deeringer has been committed to law firm practice and professional development for over a decade.  She practiced as an attorney with Fenwick & West LLP's Technology Transactions group for five years and has deep experience counseling and advising a broad mix of Fortune 500 companies and privacy clients on a range of intellectual property, licensing, and technology transaction matters.  In 2012, Christa transitioned her practice to Fenwick’s Professional Development & Recruiting team, where she focused on attorney career development and law student recruiting. 


Since 2013, Christa has dedicated her professional development practice exclusively to supporting attorney career development, work/life integration, performance management, and associate retention/sustainable practice. 


Christa piloted and managed Fenwick's innovative “First-Year Guide” program, where she provided individualized career coaching and facilitated training programs empowering first-year associates to proactively manage their careers from inception. 


Christa holds an Associate Certified Coach (ACC) credential with the International Coaching Federation and received her Professional Coaching for Life and Work Certification from UC Davis Extension.  Christa received her undergraduate degree in English from UC Berkeley and her law degree from Georgetown University Law Center.  Christa lives in the East Bay with her husband, twin daughters, and a Betta fish named Darby.