Rob Bailey


Rob is currently the CEO/Co-Founder of BackboneAI, an inter-company automation platform for Fortune 500 supply chains.

Rob was one of the first executives at Kustomer, joining the company in 2016 as its first COO and employee #6. From 2016 to 2017, he helped scale Kustomer from pre-revenue/product to a fast growing, enterprise focused, SaaS company. As COO he oversaw go-to-market and helped close the first 60 enterprise customers including Ring and Rent The Runway.

In the past 20 years, Rob held a number of C level positions and was focused on building enterprise technology companies and advising venture funds. He was previously the CEO of DataSift and an executive at SimpleGeo (acquired) and Yahoo!. He has had four exits and raised more than $200M from venture funds.

In his spare time, Rob has consulted with founders and served as an advisor to 20+ other B2B companies that included Controlant, CreatorIQ, Fliptop (Acquired), Meltwater, Narvar, Nuzzel, Qordoba and Tempo Automation.

Rob received a BA with honors from Brown University and an MBA from MIT.

View all leadership

Deliver personalized, effortless customer service.

Request Live DemoWatch Video Demos