With over 11 years of dedicated experience, Sasha Pena has designed and overseen curriculum
development to nurture leadership competencies and essential skills for a seamless transition
from high school to college and onward to successful careers. Her tenure has been marked by a
commitment to bridging the opportunity gap for students, ensuring they are equipped with the
tools needed to thrive in today's workforce and the future of work.
Throughout her career, Sasha has forged valuable relationships with corporate partners, playing a
pivotal role in the design and implementation of Chicago Scholars’ highly successful summer
internship program. Under her guidance, the program has not only provided invaluable hands-on
experience for scholars but has also generate revenue; further solidifying Chicago Scholars'
reputation as a leading force in youth empowerment and career development.
Sasha's deep understanding of the diverse needs spanning various industries, including business,
consulting, finance, accounting, healthcare, and technology, uniquely positions her to spearhead
sales strategies and craft tailored career pathways. Her keen insights into industry trends and
demands enable her to effectively align student aspirations with corporate objectives, ensuring
mutually beneficial partnerships that drive meaningful outcomes.
At the heart of Sasha's role lies a laser-focused approach to understanding and addressing the
intersecting needs of students, colleges, and corporations. With a strategic mindset and an
unwavering dedication to excellence, she navigates the intricate landscape of education and
industry, championing initiatives that empower individuals to realize their full potential.
Currently, Sasha serves as the Head of Employability for REACH Pathways, an ed-tech
company focused on educational equity. Sasha is an alumna of the Surge Fellowship and the
Multicultural Leadership Academy. She is a Chicago native passionate about leadership
development, a youth advocate, and a lifelong learner.