Staff

Crossroads is run by a team of people who deeply believe in each of 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.

Alex Cuprinski
Alex Cuprinski
Communications Coordinator
Alex is a 2009 alumnus of Crossroads, first joining us as a camper in the summer of 2005 as part of the C5 Leaders program at Camp Lapham, which...
Alexandra ‘Ali’ Waithe
Alexandra ‘Ali’ Waithe
Outreach Associate
Ali joined the full-time Crossroads team in May of 2018 after being a student mentor and leader at her university. After attending Crossroads...
Amy Duggan
Amy Duggan
Outreach Associate
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
HR Administrator / Bookkeeper
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...
Chris Niemann
Chris Niemann
Maintenance/Carpentry Apprentice
Chris first joined Crossroads in 2017 as the maintenance/carpentry apprentice. Chris’ responsibilities include handling or assisting with...
Elvira Teixeira
Elvira Teixeira
Social Emotional Learning Coordinator
Elvira began working with Crossroads as a summer staff member at Camp Mitton in 2011. She currently runs the year-round Junior Leaders program...
Emily Hayes
Emily Hayes
Development Associate
Emily joined Crossroads in 2018 as a Development Associate. In this role she is responsible for maintaining donor information for Crossroads and...
Emily Merino (Semprini)
Emily Merino (Semprini)
Outreach Manager
Emily first joined Crossroads in the summer of 2005 as a summer counselor at Camp Wing. She joined as a full-time staff member in 2007 with the C5...
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...
Greta Zukauskaite
Greta Zukauskaite
Community Action Coordinator
Although Greta was born in Lithuania, she has called Brockton, MA her hometown since she was five years old. Greta is a 2011 C5 alumna and has...
Jessica Dugan
Jessica Dugan
Director of Program 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 Major Gifts
Kristin returned to Crossroads in October 2015 after working on the Development Team from 2010-2013. She currently serves as a senior member of...
Krystal ‘Tru’ Edwards
Krystal ‘Tru’ Edwards
Program Associate
Tru has been a part of the Crossroads family since seventh grade when she joined the C5 Leaders program and excelled as a leader in her class...
Lisa Bower
Lisa Bower
Leadership Development Manager & Camp Lapham 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...
Lotus Velasquez-Rios
Lotus Velasquez-Rios
Pathway Assistant
Lotus is a Posse Scholar from Atlanta, Georgia, who is moving to Massachusetts and will be joining us for the 2018-2019 school year as a Pathway...
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...
Michael Clancy
Michael Clancy
Director, Camp Mitton; Assistant Director, Connects; Operations Team Member
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 Operations
Monika first joined Crossroads in January 2017 as the senior manager of development operations. She is currently responsible for overseeing the...
Osiah Graham
Osiah Graham
Postsecondary Success Initiative Manager
Osiah joined the full-time Crossroads team in December 2018 as the Postsecondary Success Initiative Manager. Osiah grew up in both Mattapan, MA...
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...
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 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.

Mercedes Aponte
Mercedes Aponte
C5 Leadership Fellow
Mercedes, a C5 Class of 2014 graduate, is the C5 Leadership Fellow! She is a Posse Scholar who graduated from Bryn Mawr with a BA in Geology. In...
Will Ashworth
Will Ashworth
C5 Leaders Program Fellow/Camp Lapham Program 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...
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...
Patrick “Pat” Cleary
Patrick “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...