Pessimistic at Best

Pessimistic at Best

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Pessimistic at Best episodes

  • The “R” Word

    Have you heard of the Camino de Santiago? It’s a popular pilgrimage through the north of Spain and my dad just finished his trek. He took the “French Way,” which is roughly the same length as the journey across the state of Wisconsin. Now that you have that perspective, does that make it more or less cool? For me, it’s tough to say, but I can confirm that I would not want to spend 45 days walking across the great badger state. Anyway, my dad’s been home for a little over a month now and we’re taking to the pod to recap his journey and chit-chat about what’s on the horizon, join in!

    P.S.
    Don’t mention the “R” word (retirement) if you know what’s good for you.

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    CLICK HERE TO READ THE BLOG
    Click here to read more about Jeff’s journey through Spain

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    1 hr 7 min
  • Susan’s Applehole

    Coworkers by day, Daycatcher groupies by night—we’re just a couple of girls slaying the social media game before pounding a respectable amount of Twisted Teas™ at a basement show and if that’s not your vibe, we don’t want it, sister. Ginny was my first hire at work and now she’s stuck with me forever! Join us for a conversation about surprises, long-distance moves, Ginny’s first snowfall as a Wisconsinite, and more!

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    FOLLOW GINNY
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    1 hr 5 min
  • Do You Think of Me Differently Now That I Have a Ring Light?

    The rumors are true—I bought a ring light. Which officially makes me the worst and most famous person that you know. What you decide to do with that information is frankly none of my business. In the meantime, follow me on TikTok, xoxo. What else have you missed? Let’s see—James had his first Chicago show, I lost my credit card, and I’ve officially started beef with our neighbor who somehow manages to set their car alarm off every single day.

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    LISTEN TO PLAYHEAD
    Click here to find Playhead on your favorite streaming service

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    39 min
  • Fight or Flight

    Serving up my second public apology on a silver platter, honey! I’m genuinely so sorry for going completely MIA for a full three weeks. I had two back-to-back trips (because I’m rich) and am truly terrible at planning ahead but I’m back and ready to bitch about my least favorite airline, brag about my new iPad, totally rock your world, etc.

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    LISTEN TO PLAYHEAD
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    34 min
  • A Crazy Amount of Squash

    James released an album (Playhead, out everywhere, xoxo!) and I asked him if he wanted to be on the podcast to promote it like a *real* guest and he laughed in my face! Anyway, join us for a conversation about tunes, tummy aches, and tons of squash if you’re into that sort of thing.

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    LISTEN TO PLAYHEAD
    Click here to find Playhead on your favorite streaming service

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    35 min
  • Camp Girls Who Can’t Swim

    Were you a camp kid? Typically, most of us fall on one side of the fence, but then there are those of us who landed somewhere in between, went to camp, became obsessed with pop culture, and eventually started podcasts rooted in pessimism—just us? Oops! Anyway, meet my internet-friend-turned-real-life-bestie and learn more about life in Toronto, the reality of the dark web (AKA Reddit), how to play it extremely cool in front of Jake Gyllenhaal, and more!

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    FOLLOW PESSIMISM AT ITS FINEST
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    1 hr 2 min
  • Living in Abundance

    We’re giving rich, we’re giving luxury, we’re giving opulence, honey! Jake, my former intern turned work bestie, also just moved to the Windy City™, and to say we’re thriving would be a massive understatement. Is our rent too high? Duh. Are our Ubers outrageously expensive? Obviously. But we’re rich in experiences, baby—and that's what counts. We’re just a couple of city gals living in absolute abundance, what can we say! xx

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    1 hr 15 min
  • Chronically Online

    From the unanswered question surrounding Lea Michele’s ability to read to the Don’t Worry Darling red carpet drama to the Queen’s death (RIP in peace), it was quite the week—especially for those of us who simply can’t pry our eyeballs away from the internet. Sara and I are social media managers by day and pop-culture connoisseurs by night. We’re just a couple of gals with an incurable disease in which we quite literally can’t stop consuming content on the world wide web, sue us!

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    1 hr 31 min
  • Running My Silly Little Errands

    Scheduling a dentist appointment to cement myself as a Chicago resident, wbu? Seriously though, there’s nothing quite like running undesirable errands to make you feel established in a new city. A trip to Milan Laser is next—time to fill that calendar, honey!

    P.S. Justice for Tasha, Love Island Season 8. xx

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    48 min
  • Crying in Public

    We’re BACK! Did you miss us? Because we sure missed you! It’s been eight long weeks, but to recap everything you may have missed—we made the big move to Chicago, one of us has picked up a new habit of crying in public, and the other’s been dabbling in AMAs on Instagram. Anyway, it’s great to be back! Season four, here we come. ;*

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    CLICK HERE TO FOLLOW THE DADS IN SPAIN
    Click here to keep up with Jeff’s blog

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    39 min

About Pessimistic at Best

From the publisher's feed

Welcome to Pessimistic at Best, a podcast for those with a penchant for frequent frustrations, personal gripes, unpopular opinions, honest observations, and the like. Hosted by Sam,…