Shouldn't This Be Easier is a brutally honest catalogue of the real-life stories of two twenty-somethings living in Chicago. From dating & relationships, to job loss & family drama, nothing is off-limits. Listen weekly as Kimmie Caruba & Shannon Whelan talk of life's ugliest, messiest, and most beautiful moments while trying to make things just a little bit easier for us all.
We're baaaaaaccckkkk!! Thanks for sticking with us while we took a little hiatus. This week Kimmie Caruba and Shannon Whelan catch you up on what's be...
Everyone always talks about how to make yourself feel better after a romantic breakup -- ice cream, sad movies, going out with your friends... But wha...
This week, Shannon returns from a bachelorette party getaway in Austin, TX with wildly contrasting stories to the bachelorette weekend Kimmie attended...
Listen, dealing with other people in the world can already be a challenge. So why do some people have to make it SO much harder to do?! Especially whe...
On this week’s episode Kimmie Caruba and Shannon Whelan talk about ending things... but were things ever really started? From the guilt that comes wit...
This week, Kimmie Caruba & Shannon Whelan show life's messy side as they open up about the things that they're bad at, but seemingly no one else is......
They're awkward, they're nerve-wracking, they're exciting but sometimes (mostly?) just downright BAD. For their first episode, Kimmie Caruba & Shannon...