Kaila Fleisig

Kaila Fleisig has extensive experience in sales engineering and solution consulting, currently serving as Head of Sales Engineering at Sierra from May 2024 to August 2025. Prior to this role, Kaila worked at Salesforce from February 2021 to May 2024, contributing as a Principal Solution Engineer specializing in Enterprise Core Products and as a Lead Solution Engineer for the Enterprise Service Cloud. Experience also includes a position at Bluewolf, an IBM Company, from July 2018 to February 2021 as a Solution Consultant, alongside prior roles as a Senior and Business Analyst, and Brand Ambassador at Downeast Cider House. Kaila's career began with a Growth Strategy Co-Op at OpenView Venture Partners in 2017. Academic qualifications include a Bachelor of Science in Business Administration, Management and Information Systems from D'Amore-McKim School of Business at Northeastern University and studies at Dublin Business School.