Creating Transparency for prospects and Efficiency for institutions

At DegreeSight, we understand the challenges institutions face when working with the 70% of students who bring credit with them on day one. Our mission is to streamline the credit evaluation process, thereby allowing universities to focus on what really matters – supporting and educating their students in a personalized way – and less on paperwork.

Leadership Team 

David Cook

Founder, CEO

During the 2008 Financial Crisis, David experienced a significant mix-up with his transferred course credits that almost cost him $75,000 in scholarships from Baylor and a job offer from Hewlett-Packard, very similar to another advising mistake which had caused his brother to leave the university the very year prior. This challenge inspired David to establish DegreeSight, a technological innovation aimed at preventing such costly mistakes for students.

With 15 years of experience as a lead engineer turned product manager focused on digital transformations, David built and now steers DegreeSight with a commitment to enhancing clarity and efficiency in higher education. His mission is simply this – to increase the percentage of students who graduate and finish on time.

David lives in Austin, TX with his wife and 3 sons.

Drew Melendres

Chief Revenue Officer

Drew has served a a board member of DegreeSight since 2017 and joined the company in 2023 as the Chief Revenue Officer. Prior to joining DegreeSight, he has served as a consultant for Ruffalo Noel Levitz, a Senior Vice President of Enrollment Management and Student Affairs at both private and public institutions, and has also helped lead business development at a number of other higher education companies. 

Drew holds a bachelor’s degree in Economics from the University of Texas at Austin and a Master’s Degree in Business Administration from Texas Tech University. 

Chelsea Bassett

Vice President of Industry Relations & Strategy

Chelsea is a strategic leader in higher education with a passion for increasing equity and access for all learners. With experience from multiple public state schools, Chelsea has worked in several areas including strategic planning, student success, advising, and admissions. After a 15-year career in public higher education, she joined the National Student Clearinghouse, and helped create technology solutions to increase learner mobility with more effective data exchange options.

As a first-generation college student and after working with thousands of students from various demographics, Chelsea recognizes transparency and efficiency in the college process is desperately needed to combat the convoluted processes that hinders higher education success. Not only do these challenges drive up cost, but it also makes college accessible to only those who can navigate the system. DegreeSight is a mission-driven company looking to change this reality and transform some of the most inefficient facets of the education system.

Chelsea lives in Texas with her husband and spends most of her spare time watching soccer, cheering on the Huskers, and spoiling their two pups.

Chelsea graduated from the University of Nebraska with a Bachelor of Arts degree majoring in History with a minor in English followed by earning a Master of Education in Higher Education Administration.

Josh Weinstein

Josh Weinstein

Director of Implementation & Customer Success

With over 15 years of dedicated experience in software implementation and project management, Josh Weinstein is a seasoned professional who excels in optimizing complex processes to enhance customer experiences. 

He’s managed highly dedicated teams of project managers, business analysts, and implementation specialists in many industries including courier/distribution, virtual call center, manufacturing, education, and hr/compliance.

Josh couldn’t be more excited to leverage his expertise to ensure DegreeSight offers the smoothest and most efficient implementation process and continued white-glove support beyond going live.  In addition to implementation and customer support, he’ll lead our tech support team to ensure our clients problems are quickly resolved and documented.

His commitment to excellence extends beyond the workplace, enjoying a fulfilling life in Tempe, AZ, with his loving wife, Rebecca, and his two precious daughters, Olivia (8) and Lexi (5).

Josh graduated Magna Cum Laude in Computer Information Systems from Arizona State University.

Business Development Team

Tim Gilbert

Tim Gilbert

Vice President of Partnerships

Tim is a highly experienced leader in higher education, with a career spanning over 23 years. His journey in higher education began at South Dakota State University, which gave him valuable insights into the inner workings of academic institutions. He then transitioned to working with various EdTech companies, where he held diverse roles ranging from project management, leadership, and sales.

Throughout his career, Tim has been actively engaged with key stakeholders across different departments within higher education institutions. This includes enrollment management, admissions, financial aid, registrar’s office, dining services, security, and academic departments. His ability to connect with and understand the needs of these various departments has been a defining aspect of his career.  This empathy-driven perspective allows him to develop and implement solutions that help institutions operate more efficiently and provide a better overall experience for students.

Tim’s career has been dedicated to improving higher education by facilitating the adoption of technology and best practices that enhance the educational journey for both staff and students. His wealth of experience and his focus on collaboration with key stakeholders, make him a valuable asset in the higher education space.

Tim graduated from South Dakota State University earning a Bachelor of Science in Psychology.

Doug Swartz

Vice President of Partnerships

Doug is a 26-year veteran enrollment management professional who brings with him a wealth of experience in recruitment, marketing, financial aid, and budget management. Doug previously served in a executive leadership position at multiple institutions including Wittenberg University, Westminster College, and Walsh University. He also worked for Ruffalo Noel Levitz for over ten years in enrollment consulting and has a strong background in supporting institutions achieve enrollment goals through technology, personalized communications, and stronger campus visits. 

Doug earned a Master of Arts in Counseling from Walsh University and a Bachelor of Arts in CommunicaTions from Malone College. He is currently based in eastern Pennsylvania.

Technology and Data Team


Our Success Specialists will have you up and running
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