Episode 7: Happy Halloween!!

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.

Comedy

Society & Culture

Leisure

Shouldn't This Be Easier is a brutally honest catalogue of the real-life stories of two twenty-somethings living in Chicago. From dating &amp; relationships, to job loss &amp; family drama, nothing is off-limits. Listen weekly as Kimmie Caruba &amp; 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.

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Episode 7: Happy Halloween!!

Episode 7: Happy Halloween!!