• Episode 38: I Can Go Dark Real Quick
    Jul 25 2025

    Jesse and Lesa talk about their Chevy Duramax being stolen off the jobsite, karma, Jesse's El Camino driving babysitter, and excavation life after taking a small hiatus.

    Jesse May lived life on the edge, leading him to being sentenced to 87 months in federal prison. Jesse will share stories from his reckless past and how he progressed from prison to successful entrepreneur in 5 years. He does not condone or recommend any reckless behavior shared in these stories.

    ⁠https://www.mayexcavating.com/

    ⁠Follow us on social media:

    Tiktok :⁠ / reckless.success

    ⁠Instagram: @RecklessSuccess


    Intro song: Put Em in They Place by Matt Corman www.mattcorman.com

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    52 mins
  • Episode 37: Marlboro Man
    Feb 9 2025

    Back after a holiday break, Jesse and Chad catch up on the Midwest ice storm, President Trump, Jesse's health scare, Marlboro Merch from the 90s, hippie encounters, and so much more.

    Jesse May lived life on the edge, leading him to being sentenced to 87 months in federal prison. Jesse will share stories from his reckless past and how he progressed from prison to successful entrepreneur in 5 years. He does not condone or recommend any reckless behavior shared in these stories.https://www.mayexcavating.com/Follow us on social media:Tiktok : / reckless.success Instagram: @RecklessSuccessIntro song: Put Em in They Place by Matt Cormanwww.mattcorman.com

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    2 hrs and 19 mins
  • Episode 36: Hot Rod
    Nov 24 2024

    Jesse shares stories about tormenting his stepdad while living in his parent's basement during his drug using days. Then, Jesse and Lesa give an update on the commercial projects they've been working on for the excavating business.

    Jesse May lived life on the edge, leading him to being sentenced to 87 months in federal prison. Jesse will share stories from his reckless past and how he progressed from prison to successful entrepreneur in 5 years. He does not condone or recommend any reckless behavior shared in these stories. https://www.mayexcavating.com/ Follow us on social media: Tiktok : / reckless.success Instagram: @RecklessSuccess Intro song: Put Em in They Place by Matt Corman www.mattcorman.com

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    35 mins
  • Episode 35: Chapel Isn't a Safe Place
    Nov 10 2024

    Jesse is joined by new friend Chris Boland who served 12 years in Federal Prison in Texas after a wild ride in his 20s. They share about their time in prison, the halfway house, and acclimating to life outside prison walls. Special Background Guest Teddy Brown.

    Jesse May lived life on the edge, leading him to being sentenced to 87 months in federal prison. Jesse will share stories from his reckless past and how he progressed from prison to successful entrepreneur in 5 years. He does not condone or recommend any reckless behavior shared in these stories. https://www.mayexcavating.com/ Follow us on social media: Tiktok : / reckless.success Instagram: @RecklessSuccess Intro song: Put Em in They Place by Matt Corman www.mattcorman.com

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    1 hr and 9 mins
  • Episode 34: Everybody Loves Watermelon
    Oct 13 2024

    Jesse and Lesa are in the spirit of Halloween as Jesse elaborates on his story of owning a trailer in Colp & the watermelon wagon. They discuss risks of drinking alcohol, encountering drugs after quitting, and touch base on upcoming excavation work.

    Jesse May lived life on the edge, leading him to being sentenced to 87 months in federal prison. Jesse will share stories from his reckless past and how he progressed from prison to successful entrepreneur in 5 years. He does not condone or recommend any reckless behavior shared in these stories. https://www.mayexcavating.com/ Follow us on social media: Tiktok : https://www.tiktok.com/@reckless.success Instagram: @RecklessSuccess Intro song: Put Em in They Place by Matt Corman www.mattcorman.com

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    32 mins
  • Episode 33: Chemical Romance
    Sep 29 2024

    Veteran and friend, Mitchell Wright, joins Jesse to discuss falling into addiction after being injured in Afghanistan and how he overcame it. Jesse shares stories about some of the dangerous activities that sent him to federal prison, including learning to tap anhydrous tanks.

    Jesse May lived life on the edge, leading him to being sentenced to 87 months in federal prison. Jesse will share stories from his reckless past and how he progressed from prison to successful entrepreneur in 5 years. He does not condone or recommend any reckless behavior shared in these stories. https://www.mayexcavating.com/ Follow us on social media: Tiktok : / reckless.success Instagram: @RecklessSuccess Intro song: Put Em in They Place by Matt Corman www.mattcorman.com

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    1 hr and 1 min
  • Episode 32: Tow Truck Chronicles
    Sep 15 2024

    Jesse talks about reading his Motion of Discovery from his Federal indictment and stories of his long history with tow truck drivers before Jesse & Lesa discuss commercial bidding and their new storage unit business.

    Jesse May lived life on the edge, leading him to being sentenced to 87 months in federal prison. Jesse will share stories from his reckless past and how he progressed from prison to successful entrepreneur in 5 years. He does not condone or recommend any reckless behavior shared in these stories. https://www.mayexcavating.com/ Follow us on social media: Tiktok : / reckless.success Instagram: @RecklessSuccess Intro song: Put Em in They Place by Matt Corman www.mattcorman.com

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    1 hr and 1 min
  • Episode 31: Get Your Mind Right
    Sep 1 2024

    Intuitive Reader and counselor, Gizelle Luccio - MA, CADS II, QMHP, joins Jesse as he shares how prison helped him get in touch with his spirituality and open up his mind to the Bible, healing, and energy.

    Jesse & Gizelle each share unexplainable experiences they've had in their lives, how they've grown and made changes, and ways they try to help people now. Gizelle shares her religious path taking her from Catholicism to Seminary to becoming a Quaker and now helping and healing people with her spiritual gifts.


    Learn more about Gizelle at:

    www.raven-light.com

    www.soulnavigation.net


    Jesse May lived life on the edge, leading him to being sentenced to 87 months in federal prison. Jesse will share stories from his reckless past and how he progressed from prison to successful entrepreneur in 5 years. He does not condone or recommend any reckless behavior shared in these stories. https://www.mayexcavating.com/ Follow us on social media: Tiktok : https://www.tiktok.com/@reckless.success Instagram: @RecklessSuccess Intro song: Put Em in They Place by Matt Corman www.mattcorman.com

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    1 hr and 15 mins