Sasha Pena

Head of Employability

REACH Pathways

With over 11 years of dedicated experience, Sasha Peña 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, a cutting-edge educational technology platform designed to bridge the opportunity gap. REACH Pathways empowers learners to develop key skills, build resumes, and connect with internships, jobs and career opportunities by leveraging AI, game-based learning, and personalized career quests.