• Living Life and Facing Fear with Shane Pollard, EP#406
    Feb 20 2026

    Today I sit with author Shane Pollard, an old friend from the BVI days that has since published a book and been grabbing life by the horns. We get deep on this show about fear and how to overcome it; I hope you enjoy and check out his new book here https://a.co/d/0hTV2bdc

    Shane's Website: Shane Pollard – Content Production Company. Creative Communication Design.

    Help Support this podcast with the following links, Thanks for listening!

    Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast

    Help fund my next adventure here: https://gofund.me/6df0fb45

    One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion

    Amazon WishList: https://www.amazon.com/hz/wishlist/ls/33F36RF315G8V?ref_=wl_share

    Children's Book: https://a.co/d/1q2Xkev

    Sailing Into Oblivion Children's Audio Book: Audible.com

    Sailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/

    Books: https://a.co/d/eYaP10M

    Reach out to the Show: https://www.sailingintooblivion.com/podcasts

    Total Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ

    Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950


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    1 hr and 17 mins
  • The Engine Lives! EP#405
    Feb 8 2026

    It's been a mission to get everything squared away on old Sparrow. Boats hate to be left unused and after nearly 2 months in the marina we are getting this old Westsail ready for sailing in March.

    Help Support this podcast with the following links, Thanks for listening!

    Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast

    Help fund my next adventure here: https://gofund.me/6df0fb45

    One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion

    Amazon WishList: https://www.amazon.com/hz/wishlist/ls/33F36RF315G8V?ref_=wl_share

    Children's Book: https://a.co/d/1q2Xkev

    Sailing Into Oblivion Children's Audio Book: Audible.com

    Sailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/

    Books: https://a.co/d/eYaP10M

    Reach out to the Show: https://www.sailingintooblivion.com/podcasts

    Total Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ

    Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    37 mins
  • Land and Sea Adventures with Sondra EP#404
    Feb 1 2026

    Today I sit with Sondra who has for the last two years been section hiking the Appalachian Trail. She is also gearing up to set sail later this week on a trip that will take her all the way to Guatemala for the hurricane season. Sondra is truly living a life of many adventures, and it makes me want to get back out there and go after some of the same. Thanks for listening!

    Help Support this podcast with the following links, Thanks for listening!

    Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast

    Help fund my next adventure here: https://gofund.me/6df0fb45

    One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion

    Amazon WishList: https://www.amazon.com/hz/wishlist/ls/33F36RF315G8V?ref_=wl_share

    Children's Book: https://a.co/d/1q2Xkev

    Sailing Into Oblivion Children's Audio Book: Audible.com

    Sailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/

    Books: https://a.co/d/eYaP10M

    Reach out to the Show: https://www.sailingintooblivion.com/podcasts

    Total Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ

    Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    1 hr and 16 mins
  • The Adventures of Lutra with Bryan and Katie EP#403
    Jan 28 2026

    Today I stit down with fellow Westsailors Katie and Bryan who have been cruising their way down the West Coast to Baja. Always a pleasure to chat with other Westsail 32 owners that are following their dreams. Thank for listening and check out the YouTube channel here: https://www.youtube.com/@TheAdventuresOfLutra

    Help Support this podcast with the following links, Thanks for listening!

    Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast

    Help fund my next adventure here: https://gofund.me/6df0fb45

    One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion

    Amazon WishList: https://www.amazon.com/hz/wishlist/ls/33F36RF315G8V?ref_=wl_share

    Children's Book: https://a.co/d/1q2Xkev

    Sailing Into Oblivion Children's Audio Book: Audible.com

    Sailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/

    Books: https://a.co/d/eYaP10M

    Reach out to the Show: https://www.sailingintooblivion.com/podcasts

    Total Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ

    Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    1 hr and 24 mins
  • Small Boat Adventures and the Raid Erie Event with Eric Miller EP#402
    Jan 24 2026

    Today I sat down with Eric Miller, the founder of Raid Erie to talk about his sailing event, small boat adventures and everything in-between. Check out the links for more information on how to join in on the fun this summer:

    https://www.raiderie.net/

    https://www.facebook.com/groups/raiderie

    https://www.erieexpeditionchallenge.org/

    https://www.facebook.com/groups/erieexpeditionchallenge

    Help Support this podcast with the following links, Thanks for listening!

    Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast

    Help fund my next adventure here: https://gofund.me/6df0fb45

    One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion

    Amazon WishList: https://www.amazon.com/hz/wishlist/ls/33F36RF315G8V?ref_=wl_share

    Children's Book: https://a.co/d/1q2Xkev

    Sailing Into Oblivion Children's Audio Book: Audible.com

    Sailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/

    Books: https://a.co/d/eYaP10M

    Reach out to the Show: https://www.sailingintooblivion.com/podcasts

    Total Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ

    Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    1 hr and 22 mins
  • Walking with the Silverbacks, EP#401
    Jan 17 2026

    Today we talk about a trip my cousin Micheal took to Rwanda to visit the Silverbacks. An amazing experience to say the least. Thanks for listening!

    Help Support this podcast with the following links, Thanks for listening!

    Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast

    Help fund my next adventure here: https://gofund.me/6df0fb45

    One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion

    Amazon WishList: https://www.amazon.com/hz/wishlist/ls/33F36RF315G8V?ref_=wl_share

    Children's Book: https://a.co/d/1q2Xkev

    Sailing Into Oblivion Children's Audio Book: Audible.com

    Sailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/

    Books: https://a.co/d/eYaP10M

    Reach out to the Show: https://www.sailingintooblivion.com/podcasts

    Total Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ

    Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    37 mins
  • Back on Sparrow Post Bahamas Trip, EP#400
    Jan 12 2026

    It's 3 am and time for a podcast, yes, the sleep schedule is still off from the last voyage and I'm taking advantage of the quiet time for a little ranting and raving plus some details from this last trip.

    Help Support this podcast with the following links, Thanks for listening!

    Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast

    Help fund my next adventure here: https://gofund.me/6df0fb45

    One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion

    Amazon WishList: https://www.amazon.com/hz/wishlist/ls/33F36RF315G8V?ref_=wl_share

    Children's Book: https://a.co/d/1q2Xkev

    Sailing Into Oblivion Children's Audio Book: Audible.com

    Sailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/

    Books: https://a.co/d/eYaP10M

    Reach out to the Show: https://www.sailingintooblivion.com/podcasts

    Total Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ

    Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    48 mins
  • Aboard the New Boat with Oliver @SailingwithPhoenix, EP#399
    Jan 7 2026

    Today I am on the West Coast and helping with the maiden voyage, only 32 miles, and the start of the biggest coaching adventure I could ask for. Oliver has set his sights on a solo non-stop, and I am going to help get him ready for the adventure ahead. Tonight, we just chat and have fun, but this will be a multi part series spanning the next 9 months. Thanks for listening

    Help Support this podcast with the following links, Thanks for listening!

    Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast

    Help fund my next adventure here: https://gofund.me/6df0fb45

    One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion

    Amazon WishList: https://www.amazon.com/hz/wishlist/ls/33F36RF315G8V?ref_=wl_share

    Children's Book: https://a.co/d/1q2Xkev

    Sailing Into Oblivion Children's Audio Book: Audible.com

    Sailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/

    Books: https://a.co/d/eYaP10M

    Reach out to the Show: https://www.sailingintooblivion.com/podcasts

    Total Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ

    Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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    1 hr and 10 mins