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Pessimistic at Best

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, your resident Pessimistic Patty, this weekly show dares to ask the question—have we tried listening to women?

Each week, Sam sits down with a guest to explore the good, the bad, and the ugly. A surprisingly good country album by your favorite pop artist, a bad bang trim you gave yourself during a manic episode, a military homecoming video on the internet that made you ugly cry. The list is endless, and therein lies the beauty. Come on in, we saved you a seat!

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Episodes

Do You Think of Me Differently Now That I Have a Ring Light?

Send us a love letter (or hate mail, your choice!) 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. Ge...

Nov 15, 202239 min

Fight or Flight

Send us a love letter (or hate mail, your choice!) 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. Get silly with us on social: FOLLOW THE PODCAST Instagram: @pessimisticatbest Facebook: @pessimisticatbest...

Nov 08, 202234 min

A Crazy Amount of Squash

Send us a love letter (or hate mail, your choice!) 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. Get silly with us on social: FOLLOW THE PODCAST Instagram: @pessimisticatbest Facebook: @pessimisticatbest Website: pessimisticatbest.com FOLLOW SAMANTHA Instagram: ...

Oct 11, 202234 min

Camp Girls Who Can’t Swim

Send us a love letter (or hate mail, your choice!) 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, a...

Oct 04, 20221 hr 1 min

Living in Abundance

Send us a love letter (or hate mail, your choice!) 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 Get silly with us on...

Sep 27, 20221 hr 14 min

Chronically Online

Send us a love letter (or hate mail, your choice!) 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 cont...

Sep 20, 20221 hr 31 min

Running My Silly Little Errands

Send us a love letter (or hate mail, your choice!) 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 Get silly with us on social: FOLLOW THE PODCAST Instagram: @pessimisticatbest Facebook: @pessimisticatbest Website: pessimisticatbest.com FO...

Sep 13, 202247 min

Crying in Public

Send us a love letter (or hate mail, your choice!) 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. ;* Get silly with us on social: FOLLOW THE PODCAST Instagram: @pessimisticatbest Facebook: @pessimisticatbest Website: p...

Sep 06, 202239 min

Being More Intentional or Whatever

Send us a love letter (or hate mail, your choice!) And that’s a wrap on season 3! Join us for a mid-year intentions check-in where we discuss how little I’ve worked on being better at spending time alone and how much more “intentional” James has been since setting his new year's intention as being more intentional. Confused? Same! Hope to figure it all out once I turn 26—see you in August, xx. Get silly with us on social: FOLLOW THE PODCAST Instagram: @pessimisticatbest Facebook: @pessimisticatb...

Jun 28, 202241 min

Hot People with Tummy Aches

Send us a love letter (or hate mail, your choice!) James and I just got back from the PNW, are you jealous? We thought so! We took a trip up to Seattle and Vancouver to visit friends and family and had a blast, but unfortunately, we also had tummy aches the entire time—you win some, you lose some! Enjoy this little trip recap and see if you can guess what made our tummies hurt! xx Get silly with us on social: FOLLOW THE PODCAST Instagram: @pessimisticatbest Facebook: @pessimisticatbest Website: ...

Jun 21, 202247 min

Computer Games Raised Us

Send us a love letter (or hate mail, your choice!) Did you grow up playing computer games? Did you base your friendships on whoever had the best internet connection? Did your parents take money out of your allowance so that you could be a member of both Club Penguin and RuneScape? Well, you're in luck, because Annie and I can very much relate! Tune in to this week's pod to listen to us reminisce on our early friendship, divulge our elementary school crushes, and dive into our neighborhood shenan...

Jun 07, 20222 hr 3 min

The Crushing Weight of Existing Online

Send us a love letter (or hate mail, your choice!) For someone who works in social media, I admittedly have absolutely no idea how to be online. I can’t remember how to Instagram, I still don’t know how to Tiktok, I’m on BeReal for some reason, and I’ve recently developed social media anxiety? Cute and hot! James and I take to the pod to discuss the crushing reality of existing online whilst trying to promote our various projects, the irony of online critics (haters make us famous!), and more—jo...

May 31, 202231 min

Sitting Next to Someone at the Airport is Brave

Send us a love letter (or hate mail, your choice!) Something that nobody’s talking about is that it’s actually really brave to sit next to someone at the airport. Personally, I would never be caught dead doing something like that, but to each their own! Desperate for more airport etiquette by yours truly? You’re in luck! I just got back from a work trip and I saved all of the juicy details just for you, tune in! Get silly with us on social: FOLLOW THE PODCAST Instagram: @pessimisticatbest Facebo...

May 24, 202245 min

You Literally Can’t Go Home If It’s the Weekend

Send us a love letter (or hate mail, your choice!) Did you know that during the weekend you’re supposed to spend as little time at home as humanly possible? That’s right, Saturday and Sunday are for leaving the house and never returning. You literally can’t go home until Monday, if you do you’ll probably light on fire! Anyway, here’s what’s been keeping us busy on the weekends when we leave the house. Get silly with us on social: FOLLOW THE PODCAST Instagram: @pessimisticatbest Facebook: @pessim...

May 17, 202247 min

Life? She’s Messy!

Send us a love letter (or hate mail, your choice!) Most of the time you plan your little events and your trips and your dinners with friends and life is good, other times you have a quick menty-b and dissociate at work while looking at memes about having your rights stripped away, it’s called BALANCE. Ironically, the week that I return from my unplanned podcasting hiatus just so happens to be National Mental Health Awareness Week, perhaps a sick joke? But in all seriousness, let this little ep b...

May 10, 202238 min

Water Is Not a Beverage

Send us a love letter (or hate mail, your choice!) The #1 rule that I live by is this: If you consume three or more specialty beverages within a short period of time, that automatically means you’re having a good day. And just so we’re crystal clear, water is not a beverage. We’re not here for hydration, we’re just here to sip our little drinks and be merry. It’s simple really. What else are we drinking? We’re drinking the Shonda Rhimes Koolaid, honey! Confused? So are we! Oh, by the way, we’re ...

Apr 12, 202234 min

Just a Couple of Gals Doing Local Things

Send us a love letter (or hate mail, your choice!) Hobbies are exhausting. I know because I have one, it’s this podcast, and I’m literally tired all the time. Now just imagine having enough hobbies to own and operate 17 [seventeen] different Instagram accounts. This week on the pod, I’m joined by my internet acquaintance turned real-life friend Sigra to chat about all of her various avocations which range from bands to bugs. She’s 10x more interesting than I’ll ever be, so trust me—you won’t wan...

Apr 05, 202253 min

Meet Me at the Impound Lot

Send us a love letter (or hate mail, your choice!) We’re back after an unexpected hiatus, so it’s time to ask the question—did you miss me? Because boy, did I miss you! Let me start by apologizing for my unplanned absence, last week was truly a week from ~hell~ and I simply needed to take a beat. The good news being that my streak of terrible luck left me with plenty of fuel for the pod. Ready to catch up on everything you missed? Well, buckle on up, because this is a story all about how I wound...

Mar 29, 202241 min

She’s Not a Regular Art Teacher, She’s a Cool Art Teacher

Send us a love letter (or hate mail, your choice!) Girls who had their friend's parents blocked on Twitter in high school (*cough, cough*) now have severe social media anxiety. Can you imagine growing up with social media today? It was one thing to stress over which song you were going to select for your Myspace profile, but being 16 and feeling the pressure to be hot on main ? Pass! This week on the pod I’m joined by none other than my bestie for the restie, the hottest art teacher in Minneapol...

Mar 15, 20221 hr 8 min

A Bout of Seasonal Depression or Whatever

Send us a love letter (or hate mail, your choice!) Gorgeous, gorgeous girls suffer from seasonal depression! I don’t know about you, but this gal is desperate for some vitamin D. Winter sucks for a myriad of reasons, but first and foremost the fashion is absolutely atrocious. Practical footwear? Parkas? If I have to even so much as look at my winter coat again, I’ll scream. Then there’s the snow, the cold temps, the dry skin—anyway, we’ll just be here bitching about it until spring. You know the...

Mar 08, 202235 min

Stay at Home Dad

Send us a love letter (or hate mail, your choice!) Is this a retirement announcement? That’s yet to be determined, however, my dad did turn in his notice at the company he’s been employed at for the last 17 years, so hey, that’s something! In this week’s episode, we take to the pod to bitch about work, running (or the lack thereof), winter, remodeling, and the works. Join us! Get silly with us on social: FOLLOW THE PODCAST Instagram: @pessimisticatbest Website: pessimisticatbest.com FOLLOW SAMAN...

Feb 22, 202255 min

Be My Valentine

Send us a love letter (or hate mail, your choice!) In this week’s episode, we dare to ask the question—Valentine’s Day, sweet or tacky? Perhaps both! Join us in a conversation about love, rom-coms, proposals, PDA, overpriced menus, heart-shaped pizzas, and more! Get silly with us on social: FOLLOW THE PODCAST Instagram: @pessimisticatbest Facebook: @pessimisticatbest Website: pessimisticatbest.com FOLLOW SAMANTHA Instagram: @samgeorgson Twitter: @samgeorgson Website: samanthageorgson.com FOLLOW ...

Feb 15, 202226 min

Um, We Don’t Get It

Send us a love letter (or hate mail, your choice!) Guess who’s back on the pod and ready to bond over all of the things we don’t understand—my bestie Claire, obviously! Bitcoin? What’s that! NFTs? Not computing! Dust? How in the hell did that get there! Space? Not a chance! Child stars? Who allowed it! Join in! Get silly with us on social: FOLLOW THE PODCAST Instagram: @pessimisticatbest Facebook: @pessimisticatbest Website: pessimisticatbest.com FOLLOW SAMANTHA Instagram: @samgeorgson Twitter: ...

Feb 08, 202259 min

The Apple Doesn’t Fall Far from the Tree

Send us a love letter (or hate mail, your choice!) I have a *very* special guest joining me for today’s episode. She’s an incredibly talented artist, a total grump ass, and she’s my very best friend—my sweet, sweet Mama! Join us for a lovely little conversation about motherhood, math, creativity, and more! Get silly with us on social: FOLLOW THE PODCAST Instagram: @pessimisticatbest Facebook: @pessimisticatbest Website: pessimisticatbest.com FOLLOW SAMANTHA Instagram: @samgeorgson Twitter: @samg...

Feb 01, 20221 hr 10 min

Should We Move to Chicago?

Send us a love letter (or hate mail, your choice!) In today’s episode, James and I dare to ask the question—should we move to Chicago? Join us, as we take you through our entire pros and cons list, bitch about our current apartment’s heating system, and hypothesize about the overly grandiose lives we could lead in The Wind City. Will moving two and half hours away fix all of our problems, you ask? Only time will tell, xoxo. Get silly with us on social: FOLLOW THE PODCAST Instagram: @pessimistica...

Jan 25, 202239 min

The Year of Like, Realizing Things

Send us a love letter (or hate mail, your choice!) Happy New Year to my Pessimistic Pattys and my Pessimistic Pattys only! Remember when Kylie Jenner famously claimed that 2016 was the year of “realizing things?” Well, joke’s on her because the year is now 2022 and I just realized how terrible I am at spending time alone, which brings me to our season 3 kick-off epi! Join us, as we recap everything you missed during our holiday hiatus, dive into our intentions for 2022, and more! So good to be b...

Jan 18, 202243 min

And Just Like That...

Send us a love letter (or hate mail, your choice!) Season two has officially come to a close and Adam’s final days in Madison are upon us! Since Adam has finally decided to jump ship and leave my ass in the dust, it seemed only appropriate that we close out the season on his move-out day with a little send-off smoke-sesh (yep, we mean weed! Flower! Bud! Green! ) epi for the fans. Join us as we reminisce on the year Adam and I lived together during my brief stint as a pothead, our worst experienc...

Nov 30, 20211 hr 13 min

Health Insurance Is Always Good

Send us a love letter (or hate mail, your choice!) Listen, it’s hard to be twenty-five. This week on the podcast my wonderful friend Abby and I gripe about the trials and tribulations of being a twenty-something desperately searching for a job that provides health insurance and cool roommates to split the rent with. I mean seriously, all we’re asking for is a raise and a few friends, is that really so much to ask? Get silly with us on social: FOLLOW THE PODCAST Instagram: @pessimisticatbest Webs...

Nov 23, 202149 min

An Entire Year of Complaining On-Air

Send us a love letter (or hate mail, your choice!) Can you believe it? I’ve been complaining at you guys for an entire year! And what a wonderful year it’s been. We’ve laughed, we’ve cried, we’ve gossiped, we’ve quit old jobs, we’ve started new ones, hey—we’ve even contracted Coronavirus, and we’ve managed to bitch about something or someone every step of the way. Cheers to the next year and may we never run out of things to complain about! xx Get silly with us on social: FOLLOW THE PODCAST Inst...

Nov 16, 202134 min

Art Actually Isn’t Dead

Send us a love letter (or hate mail, your choice!) Something that sucks about being a “creative” is that, on occasion, you find yourself in a job that actually stifles your creativity—ironic, isn’t it? But hey, that’s capitalism, baby! The good news is, that hasn’t stopped my friend Jacob, not even a little bit. He’s one of the most talented photographers and artists I know, and if you try to tell me otherwise I WILL report you! Anyway, join us for a conversation about art, sleep schedules, our ...

Nov 09, 202156 min
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