100% Chance of Awkwardness: From Childhood Fame to Small-Town Shame

In this episode of Well, That Was Awkward, Mendy and Bree bask in the hilarity of the awkward, celebrating the moments that leave us red-faced but connected. Fresh off their Best of C-Ville award win (and plotting the deviled egg party spread), they invite listeners to join their Facebook group and send in stories that prove awkwardness is universal.

This week’s story spotlights Stephanie (aka Jen), a former child star of community theater with equal parts talent and ambition — and a knack for unforgettable mishaps. From starring in jazz cantatas about biblical floods to an infamous restaurant “incident,” her story reminds us that the things we once thought might ruin us often become our best material.

With nostalgia, 80s flair, and their signature irreverence, Bree and Mendy spin Stephanie’s childhood embarrassments into pure comedy gold. Along the way, they remind us that awkwardness isn’t a flaw — it’s a feature.

What You’ll Hear in This Episode:

• WTWA’s Best of C-Ville award win and what it means
• How awkwardness connects us (and why we love it)
• Listener story: from child star to small-town embarrassment
• Church musicals, theater moms, and jazz cantatas about floods
• The infamous “pizzeria moment” (aka awkward glory at its finest)
• Why awkward childhoods often make the most creative adults

Here’s Jen’s Website, as promised: https://jenniferhoyttidwell.com/

Join the Awkward Community:

👉 Share your story or send us a message in the WTWA Facebook Group

👉 Keep awkward alive — subscribe, rate, and review Well, That Was Awkward wherever you listen to podcasts.

🔗 Connect with us:

• Share your own awkward story (Anonymously or not!) via the WTWA Form
• Leave us a voice memo on the WTWA Website
• Follow us on Instagram: @awkwardsagemedia
• Send us an email: wellthatwasawkwardpodcast@gmail.com
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