Staff

Crossroads is run by a team of individuals who deeply believe in our young people.

If you are interested in joining our team, please click here to learn about seasonal and full time opportunities. General inquiries may be directed here.

Amy Duggan
Amy Duggan
Outreach Coordinator
Amy returned to Crossroads in 2015 as the day camp office manager after working as a Service Corps member and summer counselor from 2005-2010. In...
Annmarie Quinn
Annmarie Quinn
Payroll Manager
Annmarie joined the Crossroads team in April 2012. As our human resources administrator and bookkeeper, she makes sure that we are up-to-date in...
Benjamin Palmer
Benjamin Palmer
Director of Operations
Ben first joined Crossroads as a seasonal staff member in 2001. After completing his degree in England, he joined the full-time Crossroads team in...
Conor Kenny
Conor Kenny
Manager of Foundation Giving
Conor joined Crossroads in 2020 as the Manager of Foundation Giving. In this role he is responsible for writing proposals, identifying new grant...
Corey Meyer
Corey Meyer
Facilities Coordinator
Corey joined the Crossroads facilities team in 2019 as the Facilities Coordinator. Corey brings with him a wide range of skills and experience in...
Elvira Teixeira
Elvira Teixeira
CJL Manager
Elvira began working with Crossroads as a summer staff member at Camp Mitton in 2011. She currently runs the year-round Junior Leaders program...
Eric Johnson
Eric Johnson
Postsecondary Success Coordinator
After graduating with the first C5 New England class in 2009 Eric quickly joined the workforce. Eric worked for many non profit youth programs...
Graham Groombridge
Graham Groombridge
Facilities Apprentice
Graham joined Crossroads as a Facilities Apprentice in March 2020.
Jaime Wendel
Jaime Wendel
Manager of Donor Communications and Events
Jaime joined the full-time Crossroads team in February of 2019 after most recently working as the Associate Director of Engagement at Milton...
Jaymie Silverman
Jaymie Silverman
Postsecondary Success Manager
Jaymie joined the Crossroads team in April of 2019 as the Postsecondary Success Manager. She leads the Postsecondary Success team, focused on...
Jessica Dugan
Jessica Dugan
Director of Evaluation & Impact
Jessica joined Crossroads in 2011. She leads the program team focused on year-round evaluation and impact, program partnership development, and...
Joanne Fay
Joanne Fay
Chief Operating Officer
Joanne began working with Crossroads in the summer of 1994 as summer counselor at Camp Lapham. Over the next four years, Joanne progressed from...
Kermelle Billy
Kermelle Billy
Lantern Engagement Assistant
Kermelle is a C5 Class of 2014 graduate and will be joining us for the Fall semester to support our Lantern Class as they prepare for the...
Kristin O’Sullivan
Kristin O’Sullivan
Director of Leadership Giving
Kristin returned to Crossroads in October 2015 after working on the Development Team from 2010-2013. She currently serves as a senior member of...
Lisa Bower
Lisa Bower
C5 Director
Lisa has worked with Crossroads since 2002. After serving as the Director of the Camp Mitton program, she is now focused on leadership development...
Lydia Connelly
Lydia Connelly
Finance Director
Lydia joined Crossroads in 2006. She oversees the organization’s finances and is responsible for oversight of all accounting and reporting...
Mercedes Aponte
Mercedes Aponte
Leadership Coordinator
Mercedes, a C5 Class of 2014 graduate, is a Posse Scholar who graduated from Bryn Mawr with a BA in Geology. In addition to working at Camp Lapham...
Michael Clancy
Michael Clancy
Operations Coordinator
Michael first started with Crossroads in 2006 as a summer counselor at Camp Mitton, and joined the year-round team in 2011 where he oversaw part...
Monika Schlaak
Monika Schlaak
Director of Development
Monika first joined Crossroads in January 2017 as the senior manager of development operations. She is currently responsible for overseeing the...
Paul Canty
Paul Canty
Facilities Director
Paul joined the fulltime Crossroads team in 2018, but he has been a part of the Crossroads family for a long time. Paul was a Camp Wing Day Camp...
Sheldine Jean-Baptiste
Sheldine Jean-Baptiste
Outreach Associate
Sheldine joined Crossroads as an Outreach Associate in February 2020.
Simon Hess
Simon Hess
President
As a lifelong youth and education advocate, Simon has spent his career working to ensure youth from all communities have equal access to the...
Will Ashworth
Will Ashworth
Operations Coordinator/Camp Mitton Director
Will first joined the Crossroads Team in 2013 as a Junior Boys summer staff counselor at Camp Wing. Currently, Will is the C5 Leaders Program...
Will Palmer
Will Palmer
Crossroads Connects Manager
Will started at Crossroads seasonally in the summer of 2006, joining the year-round team in 2009. In his five years he has worked closely with the...

Fellowship

The Fellowship Initiative was designed to support the professional development of young leaders through training, mentorship, and hands-on work experience. Our Fellows are recent college graduates who have either graduated from our programs or have worked as a seasonal staff member. The Fellowship not only allows young professionals a chance to learn and grow in a supportive environment, it also helps to increase capacity within our organization.

Wilson Mak
Wilson Mak
C5 Leadership Fellow
Wilson, a C5 Class of 2016 graduate, is a C5 Leadership Fellow! After graduating from Year Up, Wilson joined State Street full time last year...

Seasonal Staff

Jim Willis
Jim Willis
Camp Wing Day Camp Director
Jim joined Crossroads as the day camp director in 2002. Jim’s family has been a large part of Crossroads; his daughter grew up in Camp Wing Day...
Pat Cleary
Pat Cleary
Camp Wing Resident Camp Director
Pat has worked for Crossroads for over 30 years, holding positions such as counselor, village director, day camp director, Camp Mitton director...