Since its start in 2014, each year, the Western Connecticut Leadership program has welcomed a new class of leaders from our communities.
| 2018 | 2017 | 2016 | 2015 | 2014 |
| Fay Billings | Dita Carley | Barbara Ajello | Donett Aaby | Juliane Bailey |
| Cara Blazier | Martin Cobern | Dede Baker | Pam Baker | Jack Baker |
| Diana Chamberlain | Lila Coddington | Tina Bernacki | Lori Ann Brass | Martha Bernstein |
| Jay Chittum | Daphne Deeds | Rachel Carley | Valerie Cooper | Kathleen Castagnetta |
| Gina Devaux | Deborah Foord | Heston Clapp | Murray Haber | Steffen Coleman |
| Margaret Edelman | Patrice Gans | Ann Merriam Feinberg | Susan Haber | Anne Delo |
| Mike Feinberg | Janice Joseph | Lynn Franklin-Henry | Patricia Hartmann | Saun Ellis |
| Ellen Fox | Patricia Lindenman | Deborah Fuller | Alice Hicks | Margaret Field |
| Rosemarie Greco | Pat McKinley | Ron Garfunkel | Alicia Jacobsen | Valerie Friedman |
| Sarah Griswold | William Morton | Judy Jackson | John Kiker | Anne Green |
| Mary Guilfoile | Nancy Newton | Harold Kramer | Mary Elizabeth Larkin | Kathy Kehoe |
| Bruce Haims | Allan Phillips | Elizabeth Lacey | Jill Lloyd | Ilene Leff |
| Jim Healy | Denise Pratt | Michael Lloyd | Kate MacKinney | Kathryn Meyer |
| Anita Healy | Lawrence Rifkin | Lisa Lopez | Susan Magee | Russell Moore |
| Jo-Ann Iannotti | Paul Steinmetz | Michael McGill | Susan Markert | Kirsten Peckerman |
| Diane Macleod | Barbara Veerman | Pucci McGill | John Monteleone | Richard Pomerantz |
| Nancy MacMillan-Stedronsky | Heidi Vollmer | Joseph Montebello | Eileen Resnick | Susan Rea |
| Meg McCreedy | Darlene Stromstad | Barbara Newcomb | Judith Rifkin | Carolyn Setlow |
| Paige Molder | John Newton | Paula Rolleston | Stephen Seward | |
| Kimkelly Myers | Karen Reddington-Hughes | Howard Rosenfeld | Sherry Seward | |
| Rebecca Neary | Humphry Rolleston | Mitchell Solomon | Andrew Shapiro | |
| Fred Newman | Louisa Roraback | Jean Solomon | Daniel Sherr | |
| Ella Newman | Tamath Rossi | Ival Stratford-Kovner | Randi Solomon | |
| Robin Rodrigue | Michael Sandifer | Adele Taylor | Sal Sorce | |
| Gail Seymour | Carol Walzer | Sally Taylor | ||
| Anne Slattery | Edward White | Anthony Vengrove | ||
| Lucy Warren | Mary Jane Yurchak |