Rachel Obstler
About Rachel Obstler
Rachel Obstler serves as the Senior Vice President of Product at Contentsquare, bringing over 20 years of experience in product leadership. She has held significant roles at various technology companies, emphasizing teamwork and data-driven decision-making.
Current Role at Contentsquare
Rachel Obstler currently serves as the Senior Vice President of Product at Contentsquare, a position she has held since 2023. In this role, she is responsible for leading product, design, analytics, and product marketing for the product analytics line. Her focus is on utilizing data to align teams around shared goals and to operate based on facts rather than assumptions. Her leadership is instrumental in driving the strategic direction of Contentsquare's product offerings.
Previous Experience in Product Management
Rachel Obstler has over 20 years of experience in product leadership. Prior to her current role, she worked at several notable companies in various product management positions. She was the Chief Product Officer at Heap from 2021 to 2023, and prior to that, she served as the Vice President of Product Management at PagerDuty from 2016 to 2021. She also held roles at Keynote Systems, including Senior Director of Product Marketing and Vice President of Product Management, and at Dynatrace as Vice President of Mobile Testing.
Educational Background
Rachel Obstler studied at the Massachusetts Institute of Technology, where she earned a Bachelor of Science degree in Management with a minor in Economics from 1988 to 1992. She furthered her education at Stanford University Graduate School of Business, obtaining a Master of Business Administration (MBA) in Business Administration and Management from 1995 to 1997. Her educational background has provided her with a strong foundation in both management and economics.
Professional Skills and Philosophy
Rachel Obstler emphasizes the importance of effective teamwork and handoffs in product development. She has witnessed the transformation of the software development process over two decades, particularly in addressing handoff challenges. Her belief in the critical role of data in aligning teams around common objectives reflects her approach to product leadership, focusing on operating with facts rather than assumptions.
Background and Interests
In addition to her professional experience, Rachel Obstler has a background as a recreational hockey player. This experience has influenced her understanding of teamwork and collaboration, which she applies in her professional roles. Her diverse interests contribute to her holistic approach to product management and leadership.