Jerome Rand, Bleav

Sailing Into Oblivion Podcast

Society EN ↓ 440 episodes

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/sailingintooblivionpodcastOne Time Donations Via PayPal and Venmo: https://www....

Author

Jerome Rand, Bleav

Category

Society

Podcast website

bleav.com

Latest episode

Jul 9, 2026

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Episodes

EP#216 Conversation with Sailor/Fisherman John 12.12.2023

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 s...

EP#215 Solo Show, Westsail Training and a Presentation 09.12.2023

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/sailingintooblivi...

EP#214 Conversation with Fellow Sailor Kim 05.12.2023

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...

EP#213 Solo Show, Sailing to the Islands from the East Coast 02.12.2023

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:...

EP#212 Five-Week Western Road Trip with Nick 28.11.2023

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/sailin...

EP#211 Yacht Deliveries and Raw Recordings from the Trip 24.11.2023

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:/...

EP# 210 Recap of the Delivery from Maine to Charleston 20.11.2023

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/Jer...

EP#209 Conversation with Eric from North Sails 11.11.2023

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/sailingintooblivionpodcas...

EP#208 Solo Show on the Road 08.11.2023

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 the car sounds, but I thought it would be worth putting out into the world.  Thanks for listening and enjoy the show. Support the podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast O...

EP#207 Conversation with Solo Sailor Matt Rutherford 05.11.2023

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 research vessel.  Make sure to check out the projects he and his team do at the Ocean Research Project: http://www.oceanresearchproject.org/ Support this podcast on Patreon: https://www.patreon.com/sail...

EP#206Boat Yard Update and Conclusion 01.11.2023

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 all paid off.  Glad to have all these projects sorted out in time for the cold weather to start rolling in.  Thanks for listening. Support the Podcast with Patreon: https://www.patreon.com/sailingintoo...

EP#205 Conversation with Mentor and Sailor, John 29.10.2023

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 many years going way back to the Bitter End and I am very grateful to have him sit with me for this show. Support the Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Merch Line: htt...

EP#204 Boat Yard Project Time 25.10.2023

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/sailingintooblivionpodcast Sailing Merch: https://www.bonfire.com/sailing-into-oblivion-one-wave-1/ Donate to the Boat Work: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailinginto...

EP#203 Conversation with Bill, Kitesurfing and Yachts 22.10.2023

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 role of the cool older cousin in my life, and it was great that he shared a little time with me to chat about it all.    Support the Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodc...

EP#202 A Squall to Remember 19.10.2023

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 reach the show via the website: https://www.sailingintooblivion.com/podcasts Support the Show and future Adventures via Patreon: https://www.patreon.com/sailingintooblivionpodcast Sailing Shirts and Hoo...

EP#201 Solo Show on the Road to Sparrow 16.10.2023

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.com/sailingintooblivionpodcast Merch Line: https://www.bonfire.com/sailing-into-oblivion-one-wave-1/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection an...

EP#200 Conversation with Mike Porter, Friend and Yacht Broker 10.10.2023

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 almost 20 years.  It was a pleasure to talk about where we have been and how we have survived to get here now. Big thanks to Mike for sharing some of his wisdom and time. Support the show on Patreon:...

EP#199 Conversation with John Glynn 06.10.2023

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 was a huge part of mentoring me in the world of racing and running regattas.  Thanks for listening. Support the podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Sailing Shirts an...

EP#198 My Visit Aboard Sparrow 05.10.2023

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 the Show on Patreon: https://www.patreon.com/sailingintooblivionpodcast Sailing Merch Line: https://www.bonfire.com/store/sailing-into-oblivion/   Hosted by Simplecast, an AdsWizz company. See pcm.adswi...

EP#197 On the Road at an AT Motel 30.09.2023

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 less a stream of consciousness that might not be the most interesting but hey, when the mic is out I might as well talk.  Support the Podcast on Patreon: https://www.patreon.com/sailingintooblivionpod...

EP#196 Conversation with Dobbs 28.09.2023

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 a little time with one of my favorite people.   Support the Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Sailing Into Oblivion Merch: https://www.bonfire.com/store/sailing-int...

EP#195 Self Steering Windvane, Mongo 23.09.2023

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 no expert but I do have a bunch of experience when it comes to the good and bad of this great little tool for solo sailing. Support the Podcast on Patreon: https://www.patreon.com/sailingintooblivionpo...

#EP 194 Conversation With Everett 20.09.2023

Tonight, I sit down and talk adventure, being in the wild, paddling, and much more with my good friend Everett.  This is the second time I have had him on the show and this time we just let it fly.  Thanks for spending some time on the podcast.   Support the show on Patreon: https://www.patreon.com/sailingintooblivionpodcast Merch Line: https://www.bonfire.com/store/sailing-into-oblivion/ Check Ou...

EP#193 Back from the Woods 16.09.2023

Today, I talk about the camping trip, my current boat project and the upcoming sailing season.  I have always found that a camping trip does wonders for my brain after a crazy summer season, it just seems to help slow things down a bit.  Thanks for listening. Support the show on Patreon: https://www.patreon.com/payouts Sailing Merch Line: https://www.bonfire.com/store/sailing-into-oblivion/ Hosted...

EP#192 Summer Wrap-Up Show 31.08.2023

Tonight, I sit down with myself to just look back at the summer, feel the wight lift of my shoulders and enjoy.  We also talk about the upcoming camping trip as well as the work restoring a classic boat before hitting the road this September.  Thanks for listening and thanks to all the Patreon Family for your continued support. Support the show on Patreon: https://www.patreon.com/sailingintooblivi...

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