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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 hours ago
2 hours ago
Happy 4th of July Week! Today we have a post-con with Chelle and Ben after a three-day coaching trip aboard their Com-Pac 25. Check out the Passages from the Heart YouTube Channel here: https://www.youtube.com/@passagesfromtheheart
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
6 days ago
6 days ago
Today I sit down with Colin Denker aboard his new Westsail 32! That is right, he is moving from the Pacific to the Atlantic and starting off on new adventures. Always a pleasure to have Colin back on the show. Thanks for listening!
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 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 Jun 23, 2025
Monday Jun 23, 2025
Quick solo show about boats, challenge, and staying upbeat and positive. 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 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
Thursday Jun 19, 2025
Thursday Jun 19, 2025
Back aboard Sparrow and instead of the normal welcome home podcast, I have something a bit different, a bit deeper if you will. My thoughts on just what drives me to go out to sea over and over again. 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 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 Jun 16, 2025
Monday Jun 16, 2025
Today I sit down once again with Charley and Kayleigh, this time from the DR after a cruising season in the Bahamas. Always a pleasure to hear about the continuing adventures of these two sailors. Let hope for a quiet hurricane season as they settle into the island life for the next few months!
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
Wednesday Jun 11, 2025
Wednesday Jun 11, 2025
Today we sit down with Robert Malachowski and talk about his journey from growing up in Indiana, moving to L.A., and finally finding himself and his team accepting an Emmy Award for the great work on The Voice. This is a lesson in hard work and perseverance when facing down challenges as well as following our dreams. Big thanks to Robert for taking his time and share an incredible experience.
Robert's IMDb: https://www.imdb.com/name/nm1159644/
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
Sunday Jun 08, 2025
Sunday Jun 08, 2025
Today I answer an email from Ben, the question being, do I go after my dreams now or take the normal walk down life's path? Well lets get into! 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 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 Jun 06, 2025
Friday Jun 06, 2025
Today we have our third sit-down with Oliver after making landfall in Hawaii. We talk about the trip, food, and what the future adventure looks like after going viral while out at sea. Big thanks to Oliver for taking some time to share his story.
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 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
Wednesday Jun 04, 2025
Wednesday Jun 04, 2025
Today I sat with Sailor James all the way over in Indonesia! He has been on the oceans making his way around the world and sharing the experience via YouTube, social media and writing. A wonderful time chatting about life on the big ocean and coastal cruising.
Check out his Website here: https://www.svtriteia.com/
@sailorJames on Youtube and Instagram @james.the.sailor.man
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
Monday Jun 02, 2025
Monday Jun 02, 2025
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 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