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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

01:31:50

EP#324 Crossing the Pacific with Josh Wright

Sailing Into Oblivion Podcast ·

2025/03/15

Today I sit down with Josh Wright and talk about his adventures crossing solo to Hawaii and then joining another boat to sail all the way to Japan. Josh has some great insight into the mind of solo sailing and was a pleasure to sit and chat with. We will for sure be talking again in the future! Thanks for listening. Check out his Instagram and YouTube channel here: https://www.instagram.com/joshwrightsailing/?hl=en https://www.youtube.com/watch?v=NXLBEosUuA0&t=2182s Support this Podcast on

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01:09:04

EP#323 Jumping Into Adventure with Sailing with Pheonix

Sailing Into Oblivion Podcast ·

2025/03/10

Today I sit down with Oliver and talk about his big plans to cross from Oregon to Hawaii starting in a few short weeks. Oliver has been documenting the learning process aboard his Com-Pac 33 in a very authentic and upfront way. I wish him the best of luck and can't wait to have a follow-up show after the crossing. Thanks for listening. Check out @sailing_with_pheonix YouTube here: https://www.youtube.com/@Sailing_With_Phoenix Instagram: https://www.instagram.com/sailing_with_phoenix/ Support this

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52:48

EP#322 Setting Goals and Unlocking Purpose

Sailing Into Oblivion Podcast ·

2025/03/05

Today we talk about the concept of how setting specific goals in life unlock a path to success and perhaps more importantly, a feeling of purpose. I use examples from some of my trips to shed some light on the subject. Thanks for listening and your continued support!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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01:22:51

EP#321 Solo Sailing to Hawaii with Colin Denker

Sailing Into Oblivion Podcast ·

2025/03/02

Today we have Colin Denker back on the show as he prepares for the solo trip to Hawaii from San Francisco. Always a pleasure to chat with Colin and I wish him the best of luck with the upcoming adventure! Check out his video about the trip down the West Coast here: https://www.youtube.com/watch?v=Q5fZcBC__gcMarch 5th Show in Madison Wi: https://www.hoofersailing.org/ March 7th Show in Chicago: https://corinthian.org/content.aspx?page_id=4091&club_id=845458&item_id=2481856 Support this

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01:01:39

EP#320 Packing Up Sparrow, Evaluating the Voyages

Sailing Into Oblivion Podcast ·

2025/02/27

Today, I get into the wrap up of the last few months and how things went well and not so well, but learning all the way. I say farewell to Sparrow for the next month and much more. Thanks for listening! March 5th Show in Madison Wi: https://www.hoofersailing.org/ March 7th Show in Chicago: https://corinthian.org/content.aspx?page_id=4091&club_id=845458&item_id=2481856 Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo:

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22:06

EP#319 Last Full Day at Sea, Final Recording!!!

Sailing Into Oblivion Podcast ·

2025/02/22

Well folks, you made it, if you have listened to all of these, you deserve a gold star! Back to the regular schedule of one or two shows a week. Thanks for listening and I hope you enjoyed sailing with me aboard Sparrow. 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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32:08

EP#318 Part Ten, Catching Some Rain Would be Nice!

Sailing Into Oblivion Podcast ·

2025/02/21

We are moments away from spotting land and finishing this voyage up, 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: Audible.com Sailing Merch:

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25:49

EP#317 Part Nine, Stinky Water and Moonlite

Sailing Into Oblivion Podcast ·

2025/02/20

Getting into the dog days f the trip at this point, 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: Audible.com Sailing Merch:

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23:10

EP#316 Part Eight, Battling the Calms

Sailing Into Oblivion Podcast ·

2025/02/19

The calms of the Bermuda High are standing in my way, 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: Audible.com Sailing Merch:

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52:07

EP#315 Part Seven, Entering the Calm days 9-10

Sailing Into Oblivion Podcast ·

2025/02/18

Well, it had to happen eventually, all sails down and Sparrow just floats for a while, it's all about patients, 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

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30:00

EP#314 Part Six from the Ocean Entering the Bermuda High

Sailing Into Oblivion Podcast ·

2025/02/17

Part6 we get into the transition from the variable winds and stat our way south toward the Bermuda High. Light winds in the forecast, 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

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34:33

EP#313 Part Five of the Offshore Recordings

Sailing Into Oblivion Podcast ·

2025/02/16

Starting to get a little weird out there on the ocean, aren't we? 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: Audible.com Sailing Merch:

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31:39

EP#312 Part Four Offshore Recording

Sailing Into Oblivion Podcast ·

2025/02/15

Here we go again, getting close to mid trip! 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 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:

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25:16

EP#311 Part Three of the Offshore Recordings

Sailing Into Oblivion Podcast ·

2025/02/14

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 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

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32:57

EP#310 Part Two of the Atlantic Sailing Trip

Sailing Into Oblivion Podcast ·

2025/02/13

Here is the next show recorded on day three of the trip, enjoy and thanks for listening.Check out Colin's Video Here: https://youtu.be/Q5fZcBC__gc?si=wOuukklzPOOXlN4W Link to SailJunky: https://www.sailjunky.com/ 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 Children's Book: https://a.co/d/1q2Xkev Sailing Into Oblivion Children's

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22:52

EP#309 Part 1 At Sea Recording

Sailing Into Oblivion Podcast ·

2025/02/12

Here is part one recorded on day 2 of the voyage. I am going to upload these every day until I run out of recordings, enjoy and 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 Children's Book: https://a.co/d/1q2Xkev Sailing Into Oblivion Children's Audio Book: Audible.com Sailing Merch:

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45:03

EP#308 The Return to Land with a New Confidence

Sailing Into Oblivion Podcast ·

2025/02/11

We are back! After 16 days offshore aboard the Mighty Sparrow it is time to share some of the lessons learned and have a general wrap-up of the feelings and take away lessons from the last few months. Offshore recordings will be coming down the pipe starting tomorrow. 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

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01:30:59

EP#307 Charlie and Kayleigh Pushing Though Adversity

Sailing Into Oblivion Podcast ·

2025/02/07

Today I sat down with Charlie and Kayleigh to talk about some of the misadventures and lessons learned from various adventures afloat. These two are a dream team working though all the bugs that learning the cruising life comes with it. Great stories and a great job not giving up, 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

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53:38

EP#306 Changes in the Mental Out Aboard Sparrow

Sailing Into Oblivion Podcast ·

2025/01/31

Well, we only have one more day before setting off and I just felt different today. So, let's dissect that for a bit, shall we? Thanks for listening and check out the new podcast from Lex here: https://podcasts.apple.com/us/podcast/really-riveting/id1791137335Support 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 Children's Book:

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31:03

EP#305 Dealing with Concern, Worry, and Anxiety about...

Sailing Into Oblivion Podcast ·

2025/01/25

Tonight, I wanted to take a minute to talk about some of the strategies I use to dampen down the normal worries I have before departing for the open ocean. I will be setting sail in the morning for a few weeks of offshore solo sailing and figured it was a good time to share some of the tricks I use to make sure I am still having fun while taking on the challenge of ocean sailing. Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and

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