What is Student Playbook?


About Us

Student Playbook empowers students to build life skills that are critical for thriving in and out of the classroom. College freshmen access best-in-class content that provides transformational learning in critical life skills such as social success, financial management, academic success, emotional & physical health, and productivity. College seniors also access life skills curriculum that rounds out the robust academic education that they have worked so hard to accomplish. Senior content includes building your network, securing a mentor, finding a job and financial planning.

Student Playbook is a suite of tools to help students organize the college experience and prep them for what’s next.

Our Mission

To inspire confidence,drive student success and become THE trusted partner in every students’ college journey. 

Meet our Team


Student Playbook

Devin Schain

Founder & CEO

Student Playbook was founded by Devin Schain. Devin is also the founder of On Campus Marketing (OCM) which makes shopping for college dorm essentials easier and more affordable and is also the nationwide leader of university fundraising programs. Devin started and sold several education support (service) companies including Campus MD/Access Health Group, Campus Direct and Educational Direct. Devin is a graduate of the University of Pennsylvania, is married with 3 awesome kids and lives in greater DC.

Stephen Douglass


Stephen serves in finance/ operations leadership roles in companies experiencing rapid growth or turnaround. He began his career at BB&T Capital Markets in technology investment banking. Since 2009, Stephen has led thousands of students through startup skill-building intensives at Harvard, NYU, Northwestern, Boston College, and Boise State. Stephen graduated from William & Mary with a degree in Economics. He earned an MBA from Babson College, and lives with his family in Washington, DC.

Jennifer Iras


Jennifer is a veteran leader of marketing global brands including Discovery Communications, National Geographic, Turner Broadcasting, Comcast and Gartner. An active volunteer, Jennifer co-founded the Dress for Success Chapter in Philadelphia and has held numerous boards including the Michigan State Alumni Association, Girls on the Run and Women in Cable. She also mentors students and new college graduates. She is a graduate of Michigan State and lives with her husband and two insanely active young boys in Chevy Chase, Maryland.


Josh Orenstein

EVP, Product

For more than 25 years, Josh has been building, running, and marketing great information products for leading content companies, including Time Inc., the Associated Press, Corporate Executive Board, and American Lawyer Media. A graduate of Johns Hopkins University and the University of Pennsylvania, Josh is married with 2 children and lives in Bethesda, MD.

Larry Moneta


Larry served as the Vice President for Student Affairs at Duke University until May 2019. He joined Duke in 2001 after nearly 10 years at the University of Pennsylvania, most recently as Associate Vice President for Campus Services. Larry holds adjunct faculty appointments at Duke in the Hart Leadership Program at the Sanford Institute of Public Policy and at the Graduate School of Education at the University of Pennsylvania where he teaches in the Higher Education Executive Doctorate Program. Larry has a Ed.D. from UMass Amherst and is a Fulbright Scholar. Larry is married with 2 grown kids and lives in Durham, NC.

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