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Sailing Into Oblivion Podcast - Podcast

Sailing Into Oblivion Podcast

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.

Wilderness Society & Culture Places & Travel Sports
Update frequency
every 3 days
Average duration
59 minutes
Episodes
374
Years Active
2020 - 2025
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EP#214 Conversation with Fellow Sailor Kim

EP#214 Conversation with Fellow Sailor Kim

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 adve…

00:55:07  |   Tue 05 Dec 2023
EP#213 Solo Show, Sailing to the Islands from the East Coast

EP#213 Solo Show, Sailing to the Islands from the East Coast

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 som…

00:37:14  |   Sat 02 Dec 2023
EP#212 Five-Week Western Road Trip with Nick

EP#212 Five-Week Western Road Trip with Nick

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 i…

01:40:07  |   Tue 28 Nov 2023
EP#211 Yacht Deliveries and Raw Recordings from the Trip

EP#211 Yacht Deliveries and Raw Recordings from the Trip

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 S…

02:16:07  |   Fri 24 Nov 2023
EP# 210 Recap of the Delivery from Maine to Charleston

EP# 210 Recap of the Delivery from Maine to Charleston

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 …

00:47:50  |   Mon 20 Nov 2023
EP#209 Conversation with Eric from North Sails

EP#209 Conversation with Eric from North Sails

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 s…

01:04:44  |   Sat 11 Nov 2023
EP#208 Solo Show on the Road

EP#208 Solo Show on the Road

Today I come to you from the road, the first part of this podcast takes place on Cape Cod and the rest is recorded while driving my way back across this beautiful country.  The audio is affected by t…

01:28:19  |   Wed 08 Nov 2023
EP#207 Conversation with Solo Sailor Matt Rutherford

EP#207 Conversation with Solo Sailor Matt Rutherford

It finally happened, Matt and I are in the same place at the same time!  I have wanted to sit for this podcast forever and I'm so glad to have had the pleasure of chatting with Matt aboard his epic r…

02:21:13  |   Sun 05 Nov 2023
EP#206Boat Yard Update and Conclusion

EP#206Boat Yard Update and Conclusion

Today I have three days of Podcasts linked together from the grinding to glassing to the bedding of all the parts I removed from Sparrow.  It was a dirty job and a ton of hard work but in the end it …

01:22:00  |   Wed 01 Nov 2023
EP#205 Conversation with Mentor and Sailor, John

EP#205 Conversation with Mentor and Sailor, John

Today we have my conversation with John, besides being a fellow sailor, John has been a huge help to me in furthering my speaking career and a mentor in life. John and I have known each other for man…

01:02:55  |   Sun 29 Oct 2023
EP#204 Boat Yard Project Time

EP#204 Boat Yard Project Time

Today I have a few days of yard work updates, big projects are underway and I wanted to do a few daily updates on the plans and progress.  

Support the show on Patreon: https://www.patreon.com/sailin…

00:50:19  |   Wed 25 Oct 2023
EP#203 Conversation with Bill, Kitesurfing and Yachts

EP#203 Conversation with Bill, Kitesurfing and Yachts

Today, I sit down with my cousin Bill, he worked in the world of Kitesurfing since the beginning and then moved on to Yacht management and now working in all areas of yacht projects.  Bill played the…

01:14:47  |   Sun 22 Oct 2023
EP#202 A Squall to Remember

EP#202 A Squall to Remember

Today, I tell a tale of a squall that I will never forget, mistakes were made, and lessons were learned.  If you enjoy this podcast let me know and I will do more like this every so often.  You can r…

00:36:52  |   Thu 19 Oct 2023
EP#201 Solo Show on the Road to Sparrow

EP#201 Solo Show on the Road to Sparrow

Just me rambling away.  I am still on the road and heading back to the boat then off to a few more speaking events and more podcast conversations.  

Support the show on Patreon: https://www.patreon.c…

00:35:14  |   Mon 16 Oct 2023
EP#200 Conversation with Mike Porter, Friend and Yacht Broker

EP#200 Conversation with Mike Porter, Friend and Yacht Broker

We have reach that very special 200th episode and I am very excited to have my old friend Mike Porter on the show.  He and I have been in the thick of the yachting industry in one form or another for…

01:30:56  |   Tue 10 Oct 2023
EP#199 Conversation with John Glynn

EP#199 Conversation with John Glynn

Today, I sit down with my good friend John Glynn to talk racing, the evolution of sail, being a Yacht Broker and much more.  John has a wealth of knowledge in all aspects of the yachting industry and…

01:24:14  |   Fri 06 Oct 2023
EP#198 My Visit Aboard Sparrow

EP#198 My Visit Aboard Sparrow

Today, I do a little update on the road and all that is going on in the coming weeks plus a short visit to Sparrow.  She has been closed up for 5 months and it shows!  Thanks for listening.

Support t…

01:01:42  |   Thu 05 Oct 2023
EP#197 On the Road at an AT Motel

EP#197 On the Road at an AT Motel

Just pulled into a motel that I was a guest in 11 years ago on the Appalachian Trail.  I couldn't pass up the nostalgia.  I get into life on the road, Sparrow, and much more, some of which is more or…

01:08:06  |   Sat 30 Sep 2023
EP#196 Conversation with Dobbs

EP#196 Conversation with Dobbs

Today, I sit down with Dobbs once again and talk about the BVI and it's current state and recovery, a bit about what I am trying to do and just about anything in-between.  Always a pleasure to spend …

01:18:37  |   Thu 28 Sep 2023
EP#195 Self Steering Windvane, Mongo

EP#195 Self Steering Windvane, Mongo

Today, I get into a deep dive about my self-steering aboard Sparrow.  You might have heard me talk about Mongo, he is my Aries Windvane and has sailed Sparrow and I around the world and beyond.  I'm …

01:15:29  |   Sat 23 Sep 2023
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