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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

Monday Dec 18, 2023
EP#217.5 Last part of conversation with Tiffany
Monday Dec 18, 2023
Monday Dec 18, 2023
Somehow this part of the episode with Tiffany got cut off when I uploaded the original podcast. Sorry for the error, but here is the last 30 minutes or so of the podcast with Tiffany. Thanks for listening and your patience!!

Sunday Dec 17, 2023
EP#217 Conversation with Tiffany on her Westsail 32
Sunday Dec 17, 2023
Sunday Dec 17, 2023
Today I sit down with Tiffany aboard her Westsail 32. She has owned the boat for 2 years and had a lifetime of experiences so far. Right now, Tiffany is taking on the challenge of a complete rebuild after finding that her boat needs some serious TLC. Her enthusiasm and never quit attitude is inspiring and I can wait to see how the project goes into the future. Thanks for sharing your time with the show!
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
Sailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/

Tuesday Dec 12, 2023
EP#216 Conversation with Sailor/Fisherman John
Tuesday Dec 12, 2023
Tuesday Dec 12, 2023
Today I sit down with my new friend, John. We met at my presentation and quickly found out that he was preparing his Pacific Seacraft for a Caribbean trip this winter, and he was only two slips away from the boat I was living on. Crazy ow small the yachting community really is! He started out as fisherman on the Pacific Coast and now has switch power for sail. Thanks for sharing your time and stories, good luck this winter, fair winds and following seas!
Support the Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast
One Time Donations Via PayPal and Venmo: https://account.venmo.com/u/sailingintooblivion
https://www.paypal.com/paypalme/JeromeRand
Sailing Shirts and Hoodies: https://www.bonfire.com/store/sailing-into-oblivion/
Contact the Show: https://www.sailingintooblivion.com/podcasts

Friday Dec 08, 2023
EP#215 Solo Show, Westsail Training and a Presentation
Friday Dec 08, 2023
Friday Dec 08, 2023
Today I get back aboard another Westsail 32 for some sail training and a bit of Marina life. Its nice to be out of the cold for a bit but the weather might cut this trip short. I also was able to hook into a Presentation at a local yacht club. Feeling very lucky to have all these experiences right now. Thanks for listening.
Support the Show on Patreon: https://www.patreon.com/sailingintooblivionpodcast
One Time Donations Via PayPal and Venmo: https://account.venmo.com/u/sailingintooblivion
https://www.paypal.com/paypalme/JeromeRand
Sailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/

Tuesday Dec 05, 2023
EP#214 Conversation with Fellow Sailor Kim
Tuesday Dec 05, 2023
Tuesday Dec 05, 2023
Today I finally put together a conversation I had back when I was on the road this fall. I had the pleasure of sitting down with Kim, a friend and fellow sailor that is looking ahead to another adventure aboard Prima, a Saber 45. Her enthusiasm is infectious, and she shares some of the fears and some of the things that draw her back to the ocean. We also get into what it is like sharing a small space of a boat with a loved one. Thanks for sharing your time Kim and best of luck!!!
Support the Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast
Merch Line: https://www.bonfire.com/store/sailing-into-oblivion/
One Time Donations Via PayPal and Venmo: https://account.venmo.com/u/sailingintooblivion

Saturday Dec 02, 2023
EP#213 Solo Show, Sailing to the Islands from the East Coast
Saturday Dec 02, 2023
Saturday Dec 02, 2023
Today I get into different sailing routes to get your boat down to the islands. I have joined up with many a boat for this voyage and have taken many different routes to get there, some good and some bad. We are getting into some of the stories from my experiences doing just that, thanks for listening.
Support the Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast
Merch Line: https://www.bonfire.com/store/sailing-into-oblivion/
One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand

Tuesday Nov 28, 2023
EP#212 Five-Week Western Road Trip with Nick
Tuesday Nov 28, 2023
Tuesday Nov 28, 2023
Today I sit down with my cousin Nick and talk about the five-week road trip he took out west this fall. The American road trip has been a path to self-discovery for generations in America. We get into how his trip went and what it means to shake your life up in search of a little growth. Thanks for sharing your time and adventures!
Support the podcast o Patreon: https://www.patreon.com/sailingintooblivionpodcast
One Time Donations via PayPal and Venmo: https://account.venmo.com/u/sailingintooblivion
https://www.paypal.com/paypalme/JeromeRand
Merch Line: https://www.bonfire.com/store/sailing-into-oblivion/

Friday Nov 24, 2023
EP#211 Yacht Deliveries and Raw Recordings from the Trip
Friday Nov 24, 2023
Friday Nov 24, 2023
Today I get into some of the facts and info regarding yacht deliveries and how to get into doing them. The second part of the show is a compilation of the recordings I made while aboard Prima, the Saber 45 I helped take from Maine to South Carolina. Enjoy the show and thanks for listening!
Support the show on Patreon: https://www.patreon.com/sailingintooblivionpodcast
One Time Donations: https://www.paypal.com/paypalme/JeromeRand
https://account.venmo.com/u/sailingintooblivion
Merch line: https://www.bonfire.com/store/sailing-into-oblivion/

Monday Nov 20, 2023
EP# 210 Recap of the Delivery from Maine to Charleston
Monday Nov 20, 2023
Monday Nov 20, 2023
Today I go over the trip from Maine to Charleston that I have just returned from. It was a blast on all accounts, great boat, great people and good weather. I will have the raw recordings from the trip later this week. Thanks for listening.
Support the show 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
Sailing Shirts and Hoodies: https://www.bonfire.com/store/sailing-into-oblivion/

Saturday Nov 11, 2023
EP#209 Conversation with Eric from North Sails
Saturday Nov 11, 2023
Saturday Nov 11, 2023
This conversation took place a week or so ago while I was still on the road doing speaking events. While in Newport RI, Sven hooked me up with Eric and I headed down to the North Sails Loft to get some insight into the world of "big" boat sailing and sails. Huge thanks to both Eric and Sven for making this happen.
Support the show with 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
Sailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/