Thanks for stopping by to get to know Benefitting.co.  

My name is Jen Bailey and over the past ten years I’ve been part of founding sales and business development teams in emerging benefits tech solutions like Tuition.io, Maven Clinic and BetterUp (Care Solution). The early days in these companies, with greenfield sales markets ahead of us and a huge task of educating the market about product and need, were some of my most rewarding for me.  I’m a born creative, with a degree in architectural design, whose career happened to take a sharp turn to sales in the ‘08 recession. I found out quickly in my first “official” sales role that my greatest success came from two things: cultivating strong relationships and not being afraid to try all the things.

I’ve been a top performer and sold across all market segments, industries, and territories and have won business with companies like AT&T, Hulu, Riot Games, Electronic Arts. I’ve been the de facto marketing, PR, comms, sales ops and recruiting team - and I learned so much about each role, with each hat I tried on.

Outside of Benefitting.co, I’m a mom to two boys and I genuinely love to help others.  I’ve volunteered with American Cancer Society as the Event Chair for Making Strides Santa Monica for many years before motherhood, and I now contribute time to my their schools - it’s weird, but I love making Silent Auction asks haha!