Shannon Westmacott

Director Of Customer Success

Shannon Westmacott currently serves as the Director of Customer Success at Calendly, a position held since December 2022, after previously being the Sr. Manager of Customer Success. Prior to Calendly, Shannon was the Director of Commercial Customer Success for North America (West) at Datadog from May to December 2022. Shannon's career includes significant experience at Twilio Inc., beginning as a Manager of Customer Success following the SendGrid acquisition in February 2019, and previously holding the role of Sr. Account Executive. Earlier roles include Regional Sales Manager at Patient Care: Health Care Advocacy, where strategic employee benefits solutions were provided, and Account Executive at ReadyTalk, where performance exceeded quotas. Shannon began a career at CaraFlow, LLC, serving as both Strategic Account Manager and Account Executive. Educational qualifications include a Bachelor of Science in Consumer Affairs from the University of Wisconsin-Madison.

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