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Kelly Leonard: Say Yes! To Funny Business

In this episode of Simplify, Caitlin talks to The Second City executive Kelly Leonard about how improv-based skills and techniques can be applied to the business world. Effective collaboration, innovative thinking, and constructive problem-solving can be major struggles for many teams, regardless of industry. But for those who really want to fix these issues, it’s time to look beyond how other companies work and turn to improv comedy ensembles for inspiration. After all, they’ve literally...


Guy Winch: Heartbreak Hygiene

In this episode of Simplify, psychologist Guy Winch tells Caitlin why we should treat our emotional pain as seriously as physical pain and explains how to heal from common heartaches. Nothing hurts worse than heartbreak. Whether it’s the painful end of relationship or the passing away of a beloved pet, grief and emotional suffering can quickly become all-consuming. And that’s where we blame ourselves and feel guilty for our inability to overcome emotional pain fast enough. Moreover, as...


Benjamin Spall: Start Your Day Off Right

Do you consider yourself a night owl or are you a morning person? Regardless of whether you love mornings or not, we all want to make best of them. Everybody has those few things––that certain morning ritual––that if they don't do it, their whole day is ruined. But what’s the best way to start your day off right? Benjamin Spall and his co-author, Michael Xander, have spent five years studying morning routines of today’s most successful innovators, entrepreneurs, writers and artists to find...


Sarah Knight: Care Less, Get More

In this episode of Simplify, Caitlin talks to bestselling author and self-help “anti-guru,” Sarah Knight, about how to stop people-pleasing and get what you want — without becoming a jerk! How much of your life do you spend pleasing those around you? Maybe it’s time to be honest with yourself, invest time in the things that really matter, and start weeding out unnecessary obligations to people you don’t really like. But how exactly are you supposed to do that? In this episode of Simplify,...


Dan Ariely: Saving Up Is Hard To Do

In this episode of Simplify, Caitlin talks to behavioral economist and bestselling author Dan Ariely about how environment influences our financial decision-making and why saving is so hard. We all like to buy stuff. Endless ads screaming “sale,” “discount," and “free” trick us into believing that we want things that we don’t actually need. In an age of credit cards, Paypal, Venmo, and Apple pay, it has become incredibly easy to spend our hard-earned sheckles and tough to save them. In this...


Cheryl Strayed: Listen For The Truth

Simplify kicks off Season 4 with words of wisdom from Cheryl Strayed, a bestselling author widely known for her advice column, Dear Sugar, and the memoir that spawned the blockbuster hit, Wild. In the first episode of Season 4, Caitlin talks with Cheryl Strayed about how tending to humanity’s toughest quandaries has become her calling, and the three central questions that keep us all up at night. Through years of listening deeply and sensitively to others’ experiences as well as her own,...


Trailer: Simplify Season 4

The sun's a-shining, the iced coffee's cold, and Simplify is back with season 4! Here's what's in store. Simplify season 4 launches on August 23rd with an episode featuring bestselling author, memoirist, and internet legend, Cheryl Strayed. This first episode is one of our favorites yet, but as you'll hear in the trailer, there's much more to come. If you want to say hi to Ben and Caitlin before the season really gets into swing, you can find them on Twitter: @bsto and @CaitlinSchiller. See...