Lane Switch Podcast

She Didn't Want to Go Into Sales, Then It Became Her Career

Episode Summary

Bailey Bray left the classroom early in her teaching career without corporate connections, referrals, or a guaranteed next step. She initially explored curriculum development, but something interesting happened during her job search: her transferable skills kept getting more traction in sales. Bailey took the opportunity and started as a Sales Development Representative in 2024. She later became a Team Lead and, in March 2026, stepped into her current role as Manager of Sales Development at PowerSchool. In this episode of The Lane Switch Podcast, Bailey shares how she translated teaching into sales, handled rejection, discovered strengths she didn't expect to use professionally, and why teachers shouldn't assume their first post-classroom career idea is necessarily their best fit.