May 25, 2019
Crossroads Names Simon Hess as Its Next President

Simon Hess
January 18, 2018 — Crossroads, a Duxbury-based nonprofit that provides summer camp and year-round mentoring programs for at-risk youth, yesterday announced that Simon Hess has been appointed president.

He succeeds Deb Samuels, who is stepping down as president of Crossroads for the last 11 years to return to her native Australia.

"We are incredibly fortunate to have Simon join us as the next leader of Crossroads," said Kevin Phelan, board chair. "Simon's combination of thought leadership, hands-on experience, and tireless advocacy will help Crossroads build upon our past successes as we strive to increase our impact for the youth we serve."

Hess joins Crossroads from his most recent position as executive director at Summits Education. Previously he served as chief program officer at Boston Plan for Excellence and CEO at ChicagoRise and Civitas Schools in Chicago.

Earlier in his career, Hess held leadership positions at Boston Public Schools/Madison Park Technical Vocational High School and the Boston Private Industry Council.

"I am honored to be joining Crossroads and truly inspired by the transformative impact of Crossroads' long-term empowerment programs on the lives of young people," said Hess. "I look forward to working side-by-side with our talented staff in service of the Crossroads mission and am grateful to Deb Samuels for her leadership in building Crossroads into the thriving organization it is today."

Hess earned a Bachelor of Arts degree in religious studies from College of the Holy Cross; a Master of Education degree in administration, planning and social policy at Harvard University's Graduate School of Education; and a Master of Business Administration degree from Northwestern University's Kellogg School of Management.

Crossroads said Samuels, who was with the organization for 17 years, was "instrumental in leading the organization through a time of unprecedented growth."

During her tenure, Samuels oversaw the introduction of a 10-year youth development program model, a tripling in annual fundraising, including securing two multi-year capacity building grants, the launch of an $8 million capital campaign, the launch of new brand identity, and the establishment of 60 community partnerships with schools, colleges and universities, corporations, government agencies and complementary non-profits.

Today, Crossroads serves 1,100 under-served youth from greater Boston each year. According to the organization, 89% of its graduates enroll in a postsecondary program immediately following high school graduation.

For the year ending Dec. 31, 2016, Crossroads reported $4.6 million in revenue, of which $2.2 million came from contributions and grants, and $4.3 million in expenses, according to its most recently available federal tax filing.

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