Early in her career, Gelobter was the Director of Program Management at
Macromedia. During her time there, she led the development of
Shockwave, a multimedia platform that laid the foundation for the modern web. Shockwave is a platform that supports
raster graphics, vector graphics, and 3D graphics, addressing the lack of rich web interactivity at the time. A similar technology contributing to further interest in animation on the web, the
Animated GIF image format, also increased in popularity at the time with support from
Netscape Navigator's inclusion of looping capabilities, but Gelobter did not create the GIF format. After Macromedia, she held several executive-level positions at companies like The Feedroom,
Comet Systems,
Brightcove,
Joost Technologies, and
NBC Universal, and a senior management position for the launch of
Hulu. In 2015, Gelobter served as Chief Digital Service Officer for the
United States Department of Education during the
Presidency of Barack Obama. In this position, she helped to improve
HealthCare.gov, helping to streamline the application process. She led the team that built the
College Scorecard, an online tool for comparing the cost and value of higher education institutions in the United States. College Scorecard changed the focus of higher education budgets from new buildings and sports to increasing access, affordability, and outcomes. This program helped raise the country’s college graduation rates by 1.5%. In 2016, Gelobter founded tEQuitable, a technology platform to address issues of bias, discrimination and harassment in the workplace. tEQuitable provides confidential, off-the-record resources for employees to resolve workplace conflicts. Workplace issues can be identified and resolved early before escalation. Gelobter raised more than $2 million for tEQuitable, becoming one of the only thirty-four Black women to ever raise $1 million or more in venture capital. In February 2026, Mayor
Zohran Mamdani announced her hiring as the new Chief Technology Officer for the City of New York and Commissioner of the
Office of Technology and Innovation. == Honors and awards ==