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
31 episodes
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
Bluffing, Bonding, and Surviving: Millennial Poker Strategies, Improv Skills, and Reality TV Dilemmas
In this episode, we dive into the fascinating intersection of poker skills and improv, exploring how keen observation and reading nonverbal cues at the poker table translate to success in improvisation. We also discuss the incredible coincidenc...
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Season 1
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Episode 16
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36:22
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Beyond Boundaries: Stories of Adventure and Personal Growth for millennials
Welcome to "Beyond Boundaries: Stories of Adventure and Personal Growth," the podcast that takes you on exhilarating journeys and explores the intricacies of personal and social dynamics. In each episode, we delve into unforgettable experiences...
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Season 1
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Episode 15
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32:53
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Technical difficulties, grocery stores, communities, and travel hacks Life of Millennials
In this week's episode, we dive into a series of captivating stories and insightful discussions. From the nerve-wracking experience of a taxi ride gone wrong in "A Scary Taxi Ride with a Happy Ending" to exploring how millennial Jews are redefi...
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Season 1
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Episode 14
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29:53
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Millennials Gender LGBT Experience and more
In this episode of "Breaking Gender Norms," we tackle a range of questions that highlight the millennial experience with gender roles. Have you witnessed gender bias at work? Felt the pressure to conform to gender norms? We dive into these topi...
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Episode 13
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32:10
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Millennial Tech Talk: Social Media, Parenting, and more with Seth and Dan
In this episode, we dive into several compelling topics with our special guests Seth and Dan, two previous guests returning to see who is more millennial. We discuss the impact of social media on mental health, exploring how constant expo...
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Episode 11
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34:06
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Mini Millennial Moment Update on Bumble Dating App
In this mini-episode, we catch up with a wild update to an earlier Bumble story. Tune in to hear the latest on one of her matches turning out to be completely unhinged. From initial sparks to unexpected chaos, this short yet gripping tale dives...
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Episode 11
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8:40
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Being a millennial named Dan Comedy, Cash, and Connection
Join us in this episode as we dive into the world of improv with Dan, who shares his experiences starting at Westside Improv in Wheaton, IL. He talks about the inviting atmosphere of his first class, led by Jeff Ash, the studio owner. Dan d...
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Episode 10
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34:46
Bumble Fumble: Swipe Right or Left? We Decide! Annas use a phone!
Bumble Fumble: Hear Us Discuss Profiles We See in Our AreaJoin us on Anna's account as we muse about what's in, briefly discuss work, and not worry too much about life. Whether you're listening along with us while doing your daily...
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Episode 9
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31:28
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Trivia, Teslas, and Travel: Life Through the Millennial Lens
Dive into an exhilarating journey with two adventurous millennials on this episode of our podcast! From the charming antics of JoJo, the Jewel Osco mascot, to the highs and lows of a Tesla road trip gone awry, we've got stories that'll ha...
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Season 1
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Episode 8
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36:19
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Life's Wild Cards: From Bitcoin Dates to Bumble Debates
Dive into an episode filled with intriguing stories and candid reflections. Our hosts share their most unusual dating gift—a bitcoin, long before it became a digital gold! Experience the raw beauty and challenge of a camel ride across the Sahar...
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Episode 7
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40:22
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