• The Hardee's Boys: Michael Weiland
    Jun 18 2025

    We catch up with Mike, who discusses his journey as a Marine and some of the challenges he faced after his military career. Mike also shares his perspective on some of the mischief and fun from high school, including the infamous 'dance party' he hosted for the football team that required a bouncer and a cover charge.

    Oh, and that title? You'll hear about stories from when my co-host, guest, and I all worked at that local fine dining establishment in high school.

    You can follow Mike on Insta @mikew1981

    If you'd like to be a guest or share a story, please contact me via email at Tony@theinsightfulobserver.com

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    50 mins
  • Reunion Updates
    May 22 2025

    In this episode, Tony dusts off the microphone to discuss the rumors surrounding a 25th-anniversary for the class of 2000, along with a few name drops and updates.

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    10 mins
  • Long Distance Edition: Angelie & Dr. Jesse Timm
    Jul 23 2021

    In this episode, I catch up with the talented Timms to hear about where the road has taken them over the past 21 years. There is also a call-back to our pilot episode with Sam and Alex, along with walking down memory lane about what it was like to be homecoming royalty.


    0:00 Intro
    2:00 Guest welcome
    31:31 Back to the Wac
    58:01 Outro

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    59 mins
  • Not According to Plan Edition: Dennis Swenson & Charles "Chuck" Young
    Jun 18 2021

    In this episode, we learn about the grit and determination that kept both of our guests on the path towards their goals after a few unexpected detours. Tune in to hear stories about an illegal stowaway, academic expulsion, a teacher from the future, and why a handshake from Principal Fredericksen was so special in 2008. There are plenty of name drops and shout-outs as we awaken turn-of-the-century memories from WHS.


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    58 mins
  • Reflecting on WHS Edition: Principal Mark Fredericksen
    May 1 2021

    In this episode, I chat with outgoing principal Mark Frederickson in the final days of his tenure at WHS. We discuss his memories from the class of 2000, how the culture of high school has changed over the past two decades, and the memorable moments that stand out across his nearly three decades as principal.

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    41 mins
  • In Da Club Edition Part 2: Brady Bussler & Joe Masurka
    Apr 28 2021

    In this episode, we get nostalgic about the high school days of twenty years ago and talk about the music that had a large influence on Brady and Joe's life. Brady also provides us with his perspective as an actor in the largest motion picture to ever be filmed in Waconia.

    https://www.youtube.com/watch?v=D3nRywGHZNs


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    57 mins
  • In Da Club Edition Part 1: Brady Bussler & Joe Masurka
    Apr 7 2021

    Season two kicks off with a couple of guys who are passionate about music and have accumulated a lot of frequent flyer miles. In Part 1 we see how the past twenty-one years have gone for the former baseball teammates and dive into stories that have happened since high school.


    0:00 Introduction
    5:33 Guest Introduction
    6:09 Brady's Story
    18:39 Joe's Story
    46:57 Outro

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    50 mins
  • Season One Trailer
    Feb 12 2021

    Highlights from season one's virtual 20-year reunion for the Class of 2000.

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    2 mins