Jess Bicknell

Vice President, Customer Experience
LinkedIn

"Building a business is tough, but scaling it is even tougher. Having worked in multiple founder-led SaaS companies, I love the grit and dedication it takes to grow and scale."

Jess joined Mainsail in 2023. She works closely with Mainsail’s portfolio companies to optimize their customer experience and post-sale execution.

Before joining Mainsail, Jess held customer experience, post-sale and operational leadership positions at multiple SaaS companies. Most recently, Jess was VP of Customer Success, at LinkSquares, a venture-backed legal tech SaaS company, and was responsible for the full post-sale lifecycle. In that capacity, she was accountable for driving gross and net retention strategies, optimizing implementation processes to maximize time to value, and led the Customer Success organization through a period of rapid scale.

After spending 15 years in advertising technology, Jess pivoted to the SaaS world and hasn’t looked back. She has held executive roles leading customer and operations teams at several SaaS and tech organizations, including Sakon and Semcasting. Most notably, she served as Chief Operating Officer at String Automotive, an automotive tech SaaS company acquired by Experian in 2017.

Jess received her B.A. in History and Philosophy & Religion from Colgate University.

From: Concord, MA
Lives in: Groton, MA
Joined Mainsail: 2023
Alma Mater: Colgate University

Former Software Experience

LinkSquares
Sakon
Semcasting
String Automative

Outside of Mainsail

In constant pursuit of sun and sand, Jess loves being outdoors on the lake or by the beach. She, along with her husband and kids, travel and adventure as often as possible…dog in tow and sunroof open.

From: Concord, MA
Lives in: Groton, MA
Joined Mainsail: 2023
Alma Mater: Colgate University