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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
Dec 8, 2025
Dec 8, 2025
39 min
Well we are back on the road and heading to the coast for some presentations. Just an update on things past, present and future. Thanks for listening.
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
Nov 30, 2025
Nov 30, 2025
1 hr 2 min
We made it! Despite the weather, the gulf stream, the engine issues, the cruise ships and the waiting; we made it! Back on the dock and getting ready to jump on a plane for the great white north. Thanks for joining me on this voyage and all the support!
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
Nov 26, 2025
Nov 26, 2025
43 min
A battle through a dark night! Thanks for listening
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
Nov 24, 2025
Nov 24, 2025
59 min
After 10 days at sea we have reached the mind state I always chase out here, low input-high enjoyment. Thanks for listening
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
Nov 21, 2025
Nov 21, 2025
32 min
Update from day 8
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
Nov 20, 2025
Nov 20, 2025
36 min
Back for another update, day 5, Nov 19th Thanks for listening
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
Nov 18, 2025
Nov 18, 2025
44 min
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
Nov 16, 2025
Nov 16, 2025
34 min
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
Nov 15, 2025
Nov 15, 2025
35 min
November 14th update from the sea, thanks for listening.
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
Nov 13, 2025
Nov 13, 2025
24 min
We are back on Sparrow and prepping to get back out there for the 1200-mile passage south. I was leaving today but decided to push back a day and be more prepared and in a better position with the coming weather. Thanks for listening!
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