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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: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion Childrens Book: https://a.co/d/1q2Xkev 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 What started as a podcast about sailing has evolved into my way to sit down with people from all walks of life and share our experiences with the listener. I hope you enjoy the podcast and help it grow into the future.
Episodes

2 days ago
2 days ago
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 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

6 days ago
EP#330 Back on Land, for Only a Day
6 days ago
6 days ago
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: 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

Sunday Apr 06, 2025
EP#329 Elliot Smith Returns to the Show
Sunday Apr 06, 2025
Sunday Apr 06, 2025
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 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

Tuesday Apr 01, 2025
EP#330 Getting Back on the Horse and Out of the Rut
Tuesday Apr 01, 2025
Tuesday Apr 01, 2025
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 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: https://www.bonfire.com/store/sailing-into-oblivion/
Books: https://a.co/d/eYaP10M
Reach out to the Show: https://www.sailingintooblivion.com/podcasts

Sunday Mar 30, 2025
EP#328 San Diego Sailing with Justin
Sunday Mar 30, 2025
Sunday Mar 30, 2025
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: 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

Friday Mar 28, 2025
EP#327 Update from the West Coast
Friday Mar 28, 2025
Friday Mar 28, 2025
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 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

Sunday Mar 23, 2025
EP#326 Make 2025 the Year to "Go for It"
Sunday Mar 23, 2025
Sunday Mar 23, 2025
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: 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

Monday Mar 17, 2025
EP#325 Solo Round the World with Kirsten Neuschafer
Monday Mar 17, 2025
Monday Mar 17, 2025
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: https://kirstenggr.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
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

Saturday Mar 15, 2025
EP#324 Crossing the Pacific with Josh Wright
Saturday Mar 15, 2025
Saturday Mar 15, 2025
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 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: https://www.bonfire.com/store/sailing-into-oblivion/
Books: https://a.co/d/eYaP10M
Reach out to the Show: https://www.sailingintooblivion.com/podcasts

Monday Mar 10, 2025
EP#323 Jumping Into Adventure with Sailing with Pheonix
Monday Mar 10, 2025
Monday Mar 10, 2025
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 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: https://www.bonfire.com/store/sailing-into-oblivion/
Books: https://a.co/d/eYaP10M
Reach out to the Show: https://www.sailingintooblivion.com/podcasts