Jess Jackson isn’t just VP of People Ops at CRAFTSMAN+ — she’s the culture architect, coach and “sidekick” who makes sure the team has the space (and support) to do their best work.

She leads with empathy, honesty and accountability—but she’s crystal clear: kindness isn’t avoiding the hard conversations. It’s having them.

In our Women in Leader(sip) x MobileGroove series (powered by Xsolla), Jess shares the leadership lessons that shaped her—and the one truth she stands by:

“You’re not helping someone by holding back. If the world’s going to hit them hard, you owe them honesty.”