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PODCAST

Sailing Into Oblivion Podcast

After my 2012 Thru-hike of the Appalachian Trail, my life was changed forever. The challenge of big adventure had me hooked. I soon set a goal of sailing alone and without stopping around the world. In 2017-18, I did just that! Since then, I have taken my podcast aboard my Westsail32 as well as in my everyday life. The shows are a mix of my own past experiences along with interviews of everyday people that have a seemingly endless number of stories themselves. Support the Podcast on Patreon:

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All Episodes

38:25

EP#383 Waylaid by the Weather

Sailing Into Oblivion Podcast ·

2025/11/02

Well, the fall weather is proving to be a big challenge for getting Sparrow to her winter home in Florida. As sailors we have to have patience and also be ready to set sail at a moment's notice. Just an update on the situation. Help Support this podcast with the following links, Thanks for listening! Total Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950 Support this Podcast on Patreon:

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54:55

EP#382 Sailing with a 14-month-old, the Vanabond Tales

Sailing Into Oblivion Podcast ·

2025/10/30

Today I sit down with Eddie, Kelli and Nora, also known as the VanabondTales. They are currently sailing another season in the Med but with the new addition or Nora, things have had to change but the sailing will continue. Check out the YouTube channel here: https://www.youtube.com/@TheVanabondTales and the blog here: https://thevanabondtales.com/ Help Support this podcast with the following links, Thanks for listening! Total Boat 5% discount code:

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22:04

EP#381 Maine-Cape Cod, Part 2

Sailing Into Oblivion Podcast ·

2025/10/27

Part 2, landfall on the Cape! Total Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950 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:

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37:51

EP#380 Maine-Cape Cod, Day 1

Sailing Into Oblivion Podcast ·

2025/10/26

We hTotal Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950 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:

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28:44

EP#379 Last Night on Land! Sparrow is going back to Sea

Sailing Into Oblivion Podcast ·

2025/10/23

Just a quick show about my time in the yard, keeping my head screwed on, and the upcoming voyage. Thanks for listening! Total Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950 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

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23:13

EP#378 Murf-Cast, Special Edition

Sailing Into Oblivion Podcast ·

2025/10/21

Today we have a quick show from the Murf-files. Murf tells the story of the race day gone wrong and how he ended up in the back seat of a cruiser. Check out the Tic-Tok video here: https://www.tiktok.com/t/ZP8A7jwT8/ Support Murf Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion

en

53:39

EP#377 Back on Sparrow, Pre-Launch Projects

Sailing Into Oblivion Podcast ·

2025/10/21

Just a quick update on the boat, the plan, and the projects. Thanks for listening! Total Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950 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

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81:37

EP#376 Author/Sailor Deborah Hammett

Sailing Into Oblivion Podcast ·

2025/10/19

Today I sit down with Deborah Hammett, her new book, Young Salt at 60, is the story of how it's never too late to get out and follow your dreams. Deborah set sail for a Caribbean adventure late in life and that is what we get into during this wonderful conversation. Instagram: @youngsalt60 Website: https://www.youngsalt60.com/ Deborah's Book Link: https://a.co/d/g5fAlzA Total Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ Rustbelt 950:

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51:16

EP#375 @sailingwithpheonix and the Next Adventure

Sailing Into Oblivion Podcast ·

2025/10/15

Today we have the first of many shows with Oliver aka @sailingwithpheonix to talk about the next adventure, a solo non-stop circumnavigation. I am going to be helping out with the preparations and training. Thanks for listening.Total Boat 5% discount code: https://www.totalboat.com/?sca_ref=9803393.xY85BaEnxZ Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950 Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here:

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100:00

EP#374 Adventures on the O-Day Mariner with Brandon

Sailing Into Oblivion Podcast ·

2025/10/13

Today Brandon joins the show again with more adventures aboard his O-Day Mariner. Check out his newest video on YouTube here: https://youtu.be/5qlyIhTDogI?si=yxsHH7wnzRNOPxgm Lots of great content on his channel and Insta: @restrothunderroad Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950 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:

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42:34

EP#373 Life on the Road

Sailing Into Oblivion Podcast ·

2025/10/07

Today I check in from a hotel room somewhere in Georga after two days of driving with the old man and his Great Dane. We talk about being on the move, hauling boats and getting boats ready for the upcoming trips south. Thanks for listening.Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950 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:

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38:08

EP#372 Coaching Trip to NYC

Sailing Into Oblivion Podcast ·

2025/09/30

Today I talk about the trip to NYC where I had the pleasure of sailing with Laz aboard his lovely Taswell 43 around the great city of New York and beyond. What a blast and big thanks to Laz for having me out. Thanks for listening!October 2nd Indianapolis Show Tickets: https://www.sailingintooblivion.com/new-events-1 Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950 Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here:

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26:05

EP#371 Off to New York for some Sailing

Sailing Into Oblivion Podcast ·

2025/09/26

Today I talk about my coaching trips; weather planning during hurricane season, choosing the right weather window, pre-trip boat checks, and creating a goals sheet to target individual needs.October 2nd Indianapolis Show Tickets: https://www.sailingintooblivion.com/new-events-1 Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950 Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations

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69:07

EP#370 Buying and Selling Boats with Chelle

Sailing Into Oblivion Podcast ·

2025/09/22

Today I sit down with Chelle from the Passages From the Heart Podcast to chat about the boat market. Chelle has a bunch of experience selling, buying and even trading boats. Big thanks for sharing your insight and thanks for listening!Chelle's Com-Pac 25 Listing: https://www.sailboatlistings.com/ October 2nd Indianapolis Show Tickets: https://www.sailingintooblivion.com/new-events-1 Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950 Support this Podcast on Patreon:

en

41:59

EP#369 Camping Trip Wrap-up, the Brutality on Mother...

Sailing Into Oblivion Podcast ·

2025/09/09

Today I break down our camping trip to the great north. It was a tough one, rain wind and cold. But a much-needed adventure for sure. I tell the tale as the ability to record in the woods was not really possible on this one. Hope you enjoy!October 2nd Indianapolis Show Tickets: https://www.sailingintooblivion.com/new-events-1 Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950 Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure

en

44:23

EP#368 Guest Appearance on the Really Riveting...

Sailing Into Oblivion Podcast ·

2025/09/06

This is my guest appearance on the Really Riveting Podcast where Lexy and I talk about how something as small as a word ca still make a big impact. Check out the Really Riveting Podcast wherever you get your podcasts. Thanks for listening! October 2nd Indianapolis Show Tickets: https://www.sailingintooblivion.com/new-events-1 Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950 Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure

en

65:58

EP#367 Colin Denker Returns Once Again

Sailing Into Oblivion Podcast ·

2025/09/01

Today I sat down with Colin Denker to check in as he is aboard his Westsail 32 in the Carolinas. Always great to chat about his trips, plans and work that needs to be done aboard his new boat. Thanks for sharing your time Colin! Check Colin's most recent Video on YouTube about sailing to Hawaii: https://youtu.be/MVe0yM8wabI?si=hs1Wje0TrJ8Ks2Vx October 2nd Indianapolis Show Tickets: https://www.sailingintooblivion.com/new-events-1 Rustbelt 950:

en

88:10

EP#366 Coaching and Training with Author Francesca...

Sailing Into Oblivion Podcast ·

2025/08/29

After an epic sailing day here in Michigan, Francesca and I sit and have a conversation about coaching and instruction from sailing on my side and retail from Francescas. We also talk about her new book, Pouring Perfection at Every Party, a pocket guide to wine. Big thanks for her time and I hope you enjoy the show, thanks for listening.Francesca's Book Link: Pouring Perfection on Amazon: https://a.co/d/7VLDBty October 2nd Indianapolis Show Tickets:

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01:07:41

EP#365 Conversation with Murf, Rockland Maine

Sailing Into Oblivion Podcast ·

2025/08/23

Well folks we finally got Murf back on the show to share some wisdom and some lighthearted humor. He is one of a kind and today we just kick back and let the conversation roll all over the place. Thanks for listening and don't forget o grab a Murf's Electric Shirt, link in the description! October 2nd Indianapolis Show Tickets: https://www.sailingintooblivion.com/new-events-1 Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950 Support this Podcast on Patreon:

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35:03

EP#364 Yard Period Done, Back to JeromesTown

Sailing Into Oblivion Podcast ·

2025/08/21

We are back after a nice but short yard period up in Maine. Just an update on the work that was completed and what we have coming up! Thanks for listening and your continued support. October 2nd Indianapolis Show Tickets: https://www.sailingintooblivion.com/new-events-1 Rustbelt 950: https://glexpeditionaryclub.org/rust-belt-950 Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure here: https://gofund.me/6df0fb45 One Time Donations Via

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