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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
Nov 2, 2025
Nov 2, 2025
38 min
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: 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
Oct 30, 2025
Oct 30, 2025
54 min
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: 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: 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
Oct 27, 2025
Oct 27, 2025
22 min
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: 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
Oct 25, 2025
Oct 25, 2025
37 min
Day one offshore recordings!
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: 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
Oct 23, 2025
Oct 23, 2025
28 min
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 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
Oct 21, 2025
Oct 21, 2025
23 min
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
Oct 21, 2025
Oct 21, 2025
53 min
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 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
Oct 19, 2025
Oct 19, 2025
1 hr 21 min
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: 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: 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
Oct 15, 2025
Oct 15, 2025
51 min
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: 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
Oct 13, 2025
Oct 13, 2025
1 hr 40 min
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:
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: 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