Double Shot of Anna: Stirring up Millennial Matters
As millennials, we know that navigating the dating scene can be both exhilarating and challenging. Join us as we share humorous and heartfelt dating stories, discuss the impact of technology on modern relationships, and offer practical advice on building meaningful connections in the digital age.
We'll also dive into the unique struggles and triumphs of being a millennial. From managing student loans and saving for the future to juggling multiple passions and side hustles, we'll explore the realities of millennial life and celebrate the resilience that defines our generation.
Join us every week as we bring you engaging conversations, expert interviews, and valuable insights that celebrate the essence of being a millennial in the 21st century. Whether you're looking for inspiration to live your best life, seeking travel tips, curious about modern dating, or simply want to connect with like-minded individuals, this podcast is for you.
So, grab your earphones, tune in, and let's embark on this exciting journey together.
Episodes
41 episodes
Frontier Airlines, Bourbon Bros, and Caroline Leavitt’s Spray Tan…is this rock bottom?
Part Two is the chaotic neutral energy we all need. Picking up mid-rant, Anna and Anna go from IRS-induced rage to AI-generated hot takes about men, and it’s honestly therapeutic. From men who ghost and then watch your Insta stories, to the uni...
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Episode 41
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27:56
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Tax Day, Martial Law, Katy Perry, Trump... Is Our Country Gonna Make It?
It may be April, but it's still cold, and the Annas have thoughts, per usual. In Part One of this spicy two-part episode, your favorite duo kicks things off with a mini weather rant and a full breakdown of Chick-fil-A’s latest nostalgia-drippin...
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Episode 40
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25:27
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Ghosting, Group Chats & Festival Chaos: The Annas Unfiltered (Part 2)
In Part 2, the Annas go from ghosting stats to group chat therapy. They break down how many dating profiles people swipe through in a year, the average length of a first date, and the top lies on dating apps. Height, job, and age make the list,...
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Episode 39
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39:06
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Peeps, Bathrooms & Dental Drama: The Annas Unfiltered (Part 1)
In Part 1 of this week’s unfiltered catch-up, Anna and Anna open with a deeply relatable story about a bad Chinese food situation and the sacredness of your own bathroom. After a chaotic detour to Five Below, they unbox Peep-themed face masks t...
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Episode 38
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29:42
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Ghosting, Grieving, and Good Men (Do They Exist?)
This week on Double Shot of Anna, the Annas tackle everything from the struggles of finding a decent roommate to the unexpected emotional toll of family loss. Anna M shares a heartwarming (and slightly chaotic) story of how a friend sh...
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Episode 37
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24:32
Tiny Desk Podcast like NPR but more Garage
This week on Double Shot of Anna, Anna and Anna are coming to you live from Anna’s garage, where they’re hosting a mix of a free giveaway and a garage sale. There’s a bicycle for sale, recycling comes up, and Anna talks about Petwrk, t...
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Episode 36
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12:52
Breakups, Bunkers, and the Price of Eggs: Surviving Millennial Chaos (Part 1)
This week's episode of Double Shot of Anna is a mix of millennial musings, political reflections, and personal revelations. Anna and Anna return after a hiatus, catching up on life changes, economic struggles, and the absurdity of modern dating...
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Episode 35
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26:35
Web of Lies: Confronting Truths and Finding Strength (Part 2)
In the dramatic conclusion to this two-part series, Double Shot of Anna continues the riveting conversation with their guest as she unravels the aftermath of a deeply manipulative relationship. Picking up where the first episode left o...
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Episode 34
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32:03
Web of Lies: A Journey Through Deception and Resilience (Part 1)
This week on Double Shot of Anna, the Annas sit down with a guest whose story is as complex as it is compelling. In the first part of this two-episode series, they unpack a jaw-dropping saga of unexpected connections, psychological twi...
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Episode 33
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28:24
2025 Turning 30, Letting Go, and Embracing Change: A Journey Through Life’s Transitions Part 2
SUPPORT THE SHOW AT THE LINK BELOWWhat happens when two Annas come together to explore the highs, lows, and unexpected twists of life? In this captivating video, the Annas tackle everything from the societal pressures of turning 30 to the b...
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Episode 32
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23:51
From Vision Boards to Rest Days: Thriving in Chaos 2025 Part 1
This week, it’s Anna and Anna taking on millennial life one meaningful conversation at a time. Together, they explore how to tackle overwhelm by focusing on small, actionable changes, the power of mastering boundaries, and how to m...
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Episode 31
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24:25
One Last Laugh From Turning 30 to Mansion Dreams 2024 to 2025 new year vibes
For the final episode of 2024, titled "Rediscovering Moments and Realizations", Anna reflects on the year's unexpected connections, personal milestones, and the humor in everyday revelations. This episode includes:
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Season 1
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Episode 30
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37:37
Anna’s Birthday Road Trip: Hikes, Hilarity, and the Heart of Southern Hospitality
This week, Anna and Anna welcome back Joe Martino to relive a birthday road trip that blended spontaneity, unforgettable food, and new friendships. From the bustling streets of Memphis to the mountain views of Chattanooga, they share tales of h...
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Episode 29
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32:18
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From Tinder Swipe to "I Do" – Jane’s Love Story
This week, Anna and Anna welcome back Jane, who shares her incredible journey from an unexpected Tinder match to a heartfelt proposal. Jane opens up about her boyfriend Luke’s 10-day trip to the Philippines, a chaotic first meeting with her fam...
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Episode 28
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26:27
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Screens, Scenes, and Spotify Dreams: Modern Love and the Influencer Effect
This week on Double Shot of Anna, the Annas are joined by Matthew for a lively discussion that explores everything from generational shifts in emotional experience to the intricate dance of modern dating and technology. They dive into ...
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Episode 27
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33:58
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Tech Trends, Sustainability, and Family Connections: A Millennial’s Perspective with Michael
This week on Double Shot of Anna, Anna and Anna sit down with Michael LaMantia, a seasoned IT professional with over 24 years of experience, a love for golf, and a penchant for exploring new technology and renewable energy. From heartw...
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Episode 26
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31:01
Man Caves (literally), Being a Twin, and Election Night Shenanigans with Joe
This week on Double Shot of Anna, we dive into an eclectic mix of topics with our special guest, Joe Martino, environmental steward and all-around fascinating conversationalist. Join us as we unpack:Election-Themed Dating G...
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Episode 25
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24:10
Gifs Emojis Reels and Halloween Red Flag Dating Costumes Why Nice Guys (and Snacks) Finish Last
Will There Be Dip? Double Shot of Anna is your weekly companion for navigating the hilarious and sometimes chaotic moments of life. With relatable humor and an unfiltered approach, Anna dives into everything from awkwa...
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Episode 24
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54:52
First responder life as a millennial and responding first communication in dating with Matt
This week's episode features a deep dive into the world of first responders, as Anna and Anna interview Matt Conroy, a Captain with the Rogers Fire Department. With 10 years of professional service, Matt shares his experiences in firefighting a...
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Episode 23
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33:10
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Now the BOYS ask the questions Seth & Dan interview the Anna's millennial lifestyle
In this week's episode, we dive deep into a series of meaningful conversations that cover both the joys and challenges of everyday life. From chasing money to embracing life’s simple pleasures, this episode is all about finding balance in the f...
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Episode 22
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29:29
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Men don't date now... Crossing Cultures: Relationships, Remote Work, and Filipino Traditions
In this episode of Double Shot of Anna, we welcome Jane, a remote worker from the Philippines, who shares her unique perspectives on life, work, and culture. Together, we explore:The Modern Relationship Dilemma
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Episode 21
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29:25
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Be vulnerable with us? Anna doesn't care about football. Therapy, Superbowl, and Instagram Woes
In this episode of Double Shot of Anna, the group dives deep into everyday dilemmas and the journey of self-reflection, community, and connection that many millennials face. They kick off the conversation with a discussion on therapy—h...
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Episode 20
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38:55
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Is That a Raccoon? Military Love put your phones down people
Today's episodes bring a mix of compelling stories and humorous moments that showcase life's unpredictability. We start with a nostalgic reflection in "From Yu-Gi-Oh to Navy: A Life-Changing Commercial," where a childhood tradition turns into a...
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Episode 19
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34:38
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HE WAS MARRIED! Swipe Left or Move In: Adventures in Modern Dating
Join us as we navigate the wild, unpredictable world of dating in the digital age. From awkward encounters and bizarre proposals to hilarious miscommunications and unexpected moments of connection, this episode takes you on a rollercoaster ride...
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Season 1
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Episode 18
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32:55
Community, texting, boyfriends, and Uber eats: Radical Friendship and doing life as a Millennial
In this week’s episode we take a deep dive into the diverse and often complex experiences that define millennial life. We kick things off by exploring the critical role of communication in relationships. How do we prioritize those who truly mat...
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Episode 17
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37:33
