In troubling times, the voice of articulate optimists can lift the spirit and light a way forward. To this end, we met with feminist, movie maker, artist, thinker and founder of the Webby Awards, Tiffany Shlain. As one who made her own documentary film, "The Tribe," on Barbie and Jewish Identity 18 years ago, we began with her reflections on the recently released Barbie movie. We transitioned into several of her creative projects, including Dendrofemonology, a Feminist History Tree Ring that recounts the "herstory" of women who initially enjoyed 10,000 years of power and goddess culture. The intersectionality of her activism seeks rights for all humans because, in the end, Shlain believes in humans and in our ability to find the good in an ever-changing world. Shlain recommends navigating this unfamiliar territory with science, collaboration and grace. Technology is an extension of us, and while it can be used for ill, its powers for good emerge from pushing past our fear and engaging with it. The Webby Awards highlight this positive dimension. Her inspiration comes from ideas that stand the test of time - like a day of rest. Already we find that kids are smarter, and discovering new ways to become themselves. Her next project on neurology will debunk many common metaphors about teenagers, who she sees as "emotionally brilliant." We reassert that children are our legacy. In closing, we remember her father, Leonard Shlain, who encouraged us to think big and be present. Join us.