About Telemachus



To build a community of emerging and experienced leaders who mentor one another through intergenerational friendships.

Intentionality – Growth and change occur when we willingly explore all of life’s issues and ask the important questions.

Authenticity – True friendship happens when we share our personal stories and experiences with vulnerability and trust.

Connecting – Creating a national network of leaders who provide each other guidance, encouragement and friendship.

Faith – Grounded in the Christian faith and values, we welcome engagement with men and women of different faith traditions and worldviews.


Vibrant generations of leaders who flourish in serving others

Our Story

Telemachus was founded by Rick Woolworth and Andrew Huck, with a passion to connect and mentor emerging leaders seeking to live productive and meaningful lives.

Telemachus engages with high potential men and women, both singles and couples, from age 25 to 40 in all corridors of cultural influence. . . business, politics, media, entertainment, education, social entrepreneurship and family life, to name a few.

Quickly advancing young men and women often struggle with the challenges of their careers, relationships, marriages, children, finances and spiritual growth, but rarely have trusted advisors or wise mentors to share with and receive guidance.

Through the Telemachus community, emerging leaders form inter-generational friendships with experienced leaders and together tackle tough and complex life issues openly and honestly.

Annual Gathering

Our Annual Gathering offers a time for emerging and experienced leaders to step back and reflect together on the challenges of career, family, community life, and faith. Intimate in size, the three-day conference is targeted for those exploring or committed to the Christian faith and features renowned speakers, musicians, worship, excellent teaching, and great fellowship.


Please click below to watch a highlight video from our 8th Annual Gathering.
The song, Grace for the Moment, was written and performed by one of our four amazingly talented musicians, Buddy Greene.

Community Building

Both emerging and experienced leaders often form one-on-one friendships which evolve into a mutually beneficial mentoring relationship. These relationships are happening locally and across geographical locations. We have several multi-generational mentorship groups that meet regularly via video chat, as well as in person.

We encourage members of the Telemachus community to meet regularly as local groups. These intergenerational friendships are strengthened by living life together and encouraging and guiding one another through the opportunities and challenges we each face.


Telemachus offers workshops focusing on critical life issues necessary for living intentionally. Workshops are often hosted by emerging leaders for groups of 15 to 100 people and have been offered throughout the US.

Life Vision

This workshop is conducted for both emerging and experienced leaders. It is led by Rick Woolworth, founder of Telemachus, and Jill Woolworth, a marriage and family therapist, who present a strategic framework to facilitate thought provoking self-examination that helps participants achieve clarity of purpose and direction in their lives. The workshop provides interactive teaching with small group breakout sessions to maximize learning from others. Areas of focus include:

  • Developing a long-term success roadmap
  • Prioritizing day-to-day obligations and demands
  • Identifying personal giftedness and passions
  • Averting potential time bombs

Dating and Marriage

Rick and Jill Woolworth share their lessons learned and “best practices” from over 40 years of marriage. The workshop is for both singles desiring a healthy approach to dating as well as young couples that want to develop vibrant marriages and nurturing environments for raising children.

Dr. Divorcia

Jill Woolworth acts out two creative and provocative one-woman shows she has written that are followed by small group discussions among participants. One version is for women and gives them an opportunity to look deeper at issues they often confront such as performance, body image, sexuality, marital conflict and religion. The second version addresses marriage and helps couples view some of their issues in a new light and together find ways to strengthen their relationship.

Workshop Leaders

Rick (view bio) and Jill (view bio) Woolworth conduct these workshops by challenging emerging leaders with probing questions and offering pathways to leading a more intentional and flourishing life. They authentically share their personal stories and lessons learned relating to career, marriage, parenting, and other aspects of their lives.

Our Team

Lori Vickers

Finance Manager

Lori has been working in the accounting and finance field for more than 15 years in both the private and public sectors. She and her husband, Tim, were married in 1999 and live in Fairfield County with their two boys. They attend Walnut Hill Community Church in Bethel and have a long history of serving with Young Life.

Lori is an avid runner, having completed two marathons and has also challenged herself in the sport of triathlon. She has developed many dear friendships through these dynamic communities.

Virginia Fitzgerald

Vice President

Virginia is the proud mom to her daughter, Savannah, and wife to Richard (who introduced her to Telemachus in 2013). Prior to joining the team, she worked for Hearst Newspapers as a Senior Consultant for Digital Products, and before that, at PS Dept., a tech startup.

She graduated, magna cum laude, from Columbia University with a BA in Art History. Virginia lives in Nashville, TN with her family.

She loves to fly-fish, horseback ride, needlepoint, and cook.

Rick Woolworth


Rick is married to Jill and the father of three adult daughters. He resides in Greenwich, CT and is a 35-year veteran of Wall Street, having spent the majority of his career at Morgan Stanley.  Rick pursues his passion for mentoring and coming alongside emerging leaders as President of Telemachus which he founded in 2010.

For 18 months ending in June 2018, Rick and Jill were Fellows in Stanford’s Distinguished Career Institute where they were full-time students taking classes in their respective fields of interest with graduate and undergraduate students.

Rick is a graduate of Dartmouth and Stanford Business School and led the leadership group that founded Trinity Church in Greenwich. He loves staying connected with friends, is a passionate golfer and an undistinguished guitar player.

Jill Woolworth

Workshop Leader

Jill married Rick in 1976, has three grown daughters and three adorable grandchildren. She lives in Greenwich, CT and worked as a commercial banker for 8 years.

During the 17 years she was primarily a full-time mother, she sang a cappella, led several small groups, tutored in French and got her Master’s degree in Marriage and Family Therapy. She also co-founded Women of Vision Fairfield County in 2001.

Jill has been a Licensed Therapist for 17 years and enjoys speaking and performing on topics related to women, marriage, faith and counseling. Helping untangle relationship knots is her passion. She recently authored a book, The Waterwheel: Practical Wisdom for 64 Common Concerns

Doug Wilson

Doug is the Chairman of Monon Capital, a family office focused on early stage venture investments, a thought and conversation studio, and a charitable fund.

He chairs the Board of Trustees of the Sagamore Institute and serves as a Board member of Trinity Forum, EDGE Mentoring, and International Arts Movement.  In addition, he is as an advisor to the DeVoe School of Business at Indiana Wesleyan, on the Board of Tuskegee University, and is a Director of several for-profit businesses, including Lost Valley Ranch and Sun Chef Global.

Doug and his wife Jayne Ann have two married daughters and three grandsons. He is the steward of the Little Free Library #13099, located in his neighborhood, the Arts and Design District in Carmel, IN. The library is but one of the many ways he and his family lives out their passion and commitment for building community and caring for the common good.

Michael Fox

Mike Fox is the founder of Hayden Harper Advisory, LLC, an advisory firm established in 2002, located in Charlotte, NC. Mike graduated with honors from the Miami University of Ohio.

Mike and his wife Kathleen have four children. He is an active member of his church community and enjoys playing golf and coaching his children’s sports teams.

Irene Flannery

Irene is a proud mother of two children and lives in Manhattan. She is an Executive Vice President and Account Director
at Grey Advertising and has over 30 years’ experience in the advertising field building brands for blue chip clients.
She attends All Angels’ Church and has participated in a Contemplative Formation year-long program.

A life-long learner, Irene enjoys mentoring and discipleship in all forms, and welcomes the opportunity to help build the next generation of leaders. She is a graduate of the University of Texas (Austin) and 4th generation Texan, is an avid bike rider and swimmer, loves to travel, and never misses a chance to share dinner with friends and loved ones.

Tom Knott

Tom is a private debt and equity investor at Goldman Sachs in New York, where he is focuses on making investments in middle market companies across the U.S. Prior to joining Goldman, he worked at Triangle Capital in Raleigh. Tom earned a BA in History and a Masters in Management from Wake Forest. In his spare time, Tom enjoys playing golf, reading, hunting and fishing.

Jane Grizzle

Jane Grizzle lives in Geneva, Switzerland with her husband Josh and three children.

Jane is a graduate of the University of Virginia and previously worked in fundraising and student affairs for educational institutions. She is involved with the American Episcopal Church in Geneva and leads a women’s bible study. In her free time she loves to read, write and sew.

Rick Woolworth


Lori Vickers


Jill Woolworth


Our Board

Rick Woolworth

Board Chair

Advisory Board

Andy Chan
Menlo Park, CA

Tom Eggleston
Indianapolis, IN

Matt Hultquist
Charlotte, NC

Jonathan Lusk
Houston, TX

Morgan Perry
Los Angeles, CA

Suzi Pitts
Houston, TX

Lindsay Reimers
Greenwich, CT

Duncan Sahner
New York, NY

Jonathan Shafer
Orlando, FL

Robyn Veal
Austin, TX

Friends of Telemachus

Mac & Becky Briggs
Bethlehem, PA

Nancy & Peter Brooks
Charlottesville, VA

Linda & Tom Case
Ft Myers, FL

Debbie & Bill Dunlap
Dallas, TX

Robbin & Don Flow
Winston-Salem, NC

Crissy & Bill Haslam
Nashville, TN

Sarah & Regg Jones
Greenwich, CT

Barb & Tim Morris
Greenwich, CT

Lindsay & Art Reimers
Greenwich, CT

Neely and Rolf Towe
Jacksonville, FL