Our Team


Jenn Bender, Partner

People, Process, and Strategy Alignment

Jenn has spent her career helping mission-driven organizations align their operations with their strategies so they can more effectively achieve their intended impact, pursue their growth goals, and improve the experiences of their stakeholders.

Her primary areas of practice are the design of business processes across financial, programmatic, administrative, and human resource functions, including management and human capital engagement practices. Jenn's work has been largely within organizations supporting youth development, human and therapeutic services, capacity building, and professional and leadership development.

Jenn holds an MBA from Babson College, a Master in Education degree from Harvard University, and a Bachelor of Arts in Psychology and Mathematics from Cornell University. She served as COO for the Institute for Nonprofit Practice in affiliation with Tufts University, CEO for New Sector Alliance, Executive Director for The Bridge Center, and Program Director for Aspire MGH.


Jenn Taylor, Partner

Information, Process & Technology Systems

Jenn has worked directly with more than 100 nonprofits and educational organizations to help them implement new or transform existing digital systems, adjust processes accordingly, and problem-solve throughout implementation to ensure successful adoption. Through this work she has become dedicated to correcting the sector-wide inefficiencies that are a drain on nonprofit time and resources.

Jenn's areas of expertise are in the design and management of information systems. She has spent the better part of two decades answering questions related to how organizations create, understand, maintain, and trust the information they rely on. Her current focus is humanizing digital systems in the social sector by making them transparent, equitable, effective, and trusted.

Jenn holds an MBA in Nonprofit Management from the Heller School, Brandeis and a Bachelor of Science from the University of Alabama. She co-founded 501Partners, wrote the first few versions of RollCall, and is a co-founder and strategic advisor to Human Centered Apps. She is also a proud alum of TEDxSavannah, mentor for small business owners, author of an ebook about the Data Maturity Model for Nonprofits, and conducts regional workshops on the operational aspects of technology. Her next national presentation is at the Tech Forward conference in September 2019.



Process Design and Management

Dave is the founder of Bottom Line, a nationally-recognized non-profit with a mission to help first-generation students from low-income backgrounds get in to college, graduate from college and go far in life.  Under his guidance, Bottom Line grew from its start with 25 students in 1997 to serving nearly 8,000 students per year in Boston, New York, and Chicago in 2018. He spent the last decade as head of programs for Bottom Line, leading the development of a codified program model, accountability-focused management system, and improved service efficiencies to allow for program replication and exceptional outcomes.

At Deep Why, Dave  helps growing non-profits scale their impact sustainably.  A strong systems thinker with an orientation toward continuous improvement, he has spent his non-profit career committed to operational excellence.  He helps clients identify areas of strength and weakness in program delivery and implement policies, standards, and changes in operations and systems that optimize productivity.

Dave earned his MEd in School Counseling from Salem State University and a Bachelor of Arts from Northeastern University.  He began his career in education as a guidance counselor at schools in Northern Virginia and New York City.


Patricia Holliman

Technology Innovation

Trish has worked with dozens of nonprofits to help them envision, architect, design, and implement better ways to capture program data and support program staff with technology.

As an architect and engineer, Trish brings more than 30 years of full lifecycle technology experience to bear on her solutions design. Her career in local government and higher education technology lends a public sector expertise to her work at Deep Why. She helps clients implement sustainable, manageable technology solutions that enable more efficient program delivery and higher user satisfaction.

Trish graduated magna cum laude from Armstrong State University with a BS in Mathematics, and completed all coursework required for an MS in Mathematics on the path to a doctorate Auburn University. She has held technology leadership and innovation roles in county government and higher education, and is is the founder of Human Centered Apps (HCA), a software company whose products allow Salesforce administrators to create complex custom user experiences with no code and in approximately 1/10th the time of traditional methods.