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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

01:15:22

EP#343 Colin Denker Returns Post Hawaii Passage

Sailing Into Oblivion Podcast ·

2025/06/02

Very excited to have Colin back on the show, fresh off the ocean, and ready to chat about life on the big blue. Always a pleasure to chat with a fellow solo sailor.Check out his YouTube Channel at: https://www.youtube.com/@colin.denker Instagram: @colin_bos 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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01:09:33

EP#342 Introducing the Rustbelt 950 with Jeff

Sailing Into Oblivion Podcast ·

2025/05/31

Today we talk about the creation of what will be an epic freshwater adventure, the Rustbelt 950. I sit down with Jeff; the creator of the event and we talk about the inspirations as well as the fine details that have been laid out so far. The goal is for the first race to start in the summer of 2026, for more information check out the website here: https://glexpeditionaryclub.org/rust-belt-950Instagram: @rustbelt950 Support this Podcast on Patreon:

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01:28:54

EP#341 Guest Appearance on the M42 Adventures Podcast

Sailing Into Oblivion Podcast ·

2025/05/29

Today we have my conversation on the M42 Adventures Podcast. Rick and I chat about the how and why of living an adventurous life. Check out M42 here: https://m42adventures.com/ 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

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26:45

EP#340 Back from Work with Friends

Sailing Into Oblivion Podcast ·

2025/05/27

I know it's been a little while but life gets busy and I have been running at full speed for the last few weeks. Just a quick update on things and some thoughts on solitude vs being with friends. 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

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40:46

EP#339 Midnight Ramblings and a Call for a Camping Trip

Sailing Into Oblivion Podcast ·

2025/05/15

A solo show here after a long day of prep and work to get the summer underway. If you listen regularly, you know I love the woods and the annual camping trip. Well, if it's been a while since you got out there, then make a plan, if you have never been? This could be the summer to make it happen. Enjoy the show!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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27:26

EP#338 Checking In with @sailingwithPhoenix AKA Oliver

Sailing Into Oblivion Podcast ·

2025/05/13

We had a quick check in last night and I wanted to share the convo with Oliver while he and his cat Phoenix are mid-way from Oregon to Hawaii. Thanks for listening and sharing. Check out Oliviers Instagram and YouTube: @sailingwithphoenix 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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52:09

EP#337 Spring is in the Air! Boat Prep

Sailing Into Oblivion Podcast ·

2025/05/13

Sometimes it's easy to think of all the task's as overwhelming, all the boat prep, spring cleaning and what-have-you; well we should enjoy the moment before the event as well. Take it in as the summer is upon us. Thanks for listening! Check out Nord Coast on Instagram: @nordcoastco or the Website: https://nordcoastco.com/ Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand

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01:23:00

EP#336 Francesca Clapcich, Olymipian, Americas Cup,...

Sailing Into Oblivion Podcast ·

2025/05/11

Today I sit with Francesca, a sailor that races at the highest level of the sport. We talk about the highs and lows, hard work and the road ahead toward the solo round the world Vendee Globe Race in 2028. Check out here website here: https://www.francescaclapcich.com/2028vendeeglobe 11th Hour Racing: https://11thhourracing.org/ Colin Denker's Tracing Page in the Pacific: https://forecast.predictwind.com/tracking/display/SV-Andromeda/ Support this Podcast on Patreon:

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39:51

EP#335 Back at JeromesTown and Answering a few EMails

Sailing Into Oblivion Podcast ·

2025/05/05

Quick update show and getting into a few questions from some listeners. If you ever want to get my take on anything feel free to visit the Sailling Into Oblivion Website to reach out to the show. Thanks for listening.Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion Amazon

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01:50:29

EP#334 Rutherford Files Continue!

Sailing Into Oblivion Podcast ·

2025/05/01

We have the return of Matt Rutherford on the show today. Always great to sit down with a fellow solo sailor/Ocean Research Project founder. We talk about it all. Thanks for sharing some time and be sure to check out his website here: https://www.oceanresearchproject.org/Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion Amazon

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01:23:55

EP#333 Part 2 Speed Run Recordings

Sailing Into Oblivion Podcast ·

2025/04/28

Here is the second half of the voyage from Fort Pierce to Cape Fear, I hope you enjoy the recordings and thanks for listening and sharing the podcas!Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast 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

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59:45

EP#332 Part Speed Run Offshore Recording

Sailing Into Oblivion Podcast ·

2025/04/26

Today we have the recordings from the last passage from Florida to North Carolina. I was riding the Gulf Stream and had the chance to set a new 24 hour record for miles as well as just enjoy a quick solo trip on the old Mighty Sparrow. Thanks for listening!Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion Amazon

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56:15

EP#331 Offshore Atlantic Sailing With Marc

Sailing Into Oblivion Podcast ·

2025/04/22

Today I bring you the post adventure chat with Marc after our nearly 2,000 mile offshore trip aboard his Westsail 32. We had a great time sailing the high seas and I couldn't have asked for a better Captain or a better vessel. Cheers!Check out Marc's YouTube Channel here: https://www.youtube.com/@SailingSVMonta%C3%B1a Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand

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32:36

EP#330 Back on Land, for Only a Day

Sailing Into Oblivion Podcast ·

2025/04/17

Here is a little update after the last trip, in depth podcast about the trip coming soon. Thanks for listening!Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast 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:

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01:32:38

EP#329 Elliot Smith Returns to the Show

Sailing Into Oblivion Podcast ·

2025/04/06

While in San Diego I met up with Elliot Smith for a return podcast to check in and see how life is going. We talk about past adventures, letting go, and moving forward. Really applicate his honest and open insights and sharing his time. Thanks for listening.Check out Elliot's Rigging Company here: https://nonstoprigging.com/ Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand

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56:50

EP#330 Getting Back on the Horse and Out of the Rut

Sailing Into Oblivion Podcast ·

2025/04/01

Here we go folks, I have tried my best to shed some of my own insight into getting out of a rut and back to our happy place in life. I have dealt with post adventure depression for years and come up with some of the key points that help me to get back on track. If this helps one person then I have done my job. These shows are not easy to put out into the world, lot of self doubt when it comes to wheather this is wisdom or just BS, I hope you find it helpful. Thanks for listening.Support this

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43:53

EP#328 San Diego Sailing with Justin

Sailing Into Oblivion Podcast ·

2025/03/31

After five grueling days ripping the San Diego Bay, I sit down with Justin to talk about how the coaching session went. From my end it was amazing, we had great weather, a nice boat and best of all, good company. Big thanks to Justin for the hospitality and showing me around SD, can't wait to get back on board East Coast style. Enjoy the show. Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo:

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31:25

EP#327 Update from the West Coast

Sailing Into Oblivion Podcast ·

2025/03/28

Hey everybody, just wanted to do a quick update show while I am out here on the West Coast on a coaching trip. The schedule is busy, but it has been a blast sailing in new waters and meeting some great people. Thanks for listening. Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion Amazon

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41:36

EP#326 Make 2025 the Year to "Go for It"

Sailing Into Oblivion Podcast ·

2025/03/23

Today I want to make a case for starting your adventure now. After speaking with so many people who have reached their goals or who are working hard to get to them, I'm feeling inspired. And if anything in this show rings a bell or helps to get you moving to chase after your dreams, well, my job here is done. I hope you enjoy this podcast and thanks for listening.Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo:

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01:21:16

EP#325 Solo Round the World with Kirsten Neuschafer

Sailing Into Oblivion Podcast ·

2025/03/17

Today we have a very special guest on the podcast, I have wanted to sit and chat with Kirsten Neuschafer, winner of the GGR 2022, for a long time and was so happy when we were both on land and could make it happen. We chat about everything from some of the technical parts of her boat to how both she and I deal with overwhelming odds and tough times. It was an honor to sit and talk with such an amazing sailor! Thanks for listening.For more information on Kirsten check out here website here:

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