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PODCAST

Sailing Into Oblivion Podcast

Jerome Rand, Bleav

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:

society & culture places & travel

All Episodes

01:15:24

My Cuban Friend, Ernesto EP#416

Sailing Into Oblivion Podcast ·

2026/04/01

Today I sit aboard the Mighty Sparrow with Ernesto, my new Cuban friend, to chat about everything from hard work to cars, to Cuba and beyond. Big thanks to Ernesto for taking time from his busy schedule to share some of his wisdom and experiences.Help Support this podcast with the following links, 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

en

00:41:54

Glad to be on the Dock, Gale Warning in Effect EP#415

Sailing Into Oblivion Podcast ·

2026/03/29

The wind is howling, rain is driving and I am so glad to be on the dock and not still out at sea!Help Support this podcast with the following links, 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:

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00:28:41

Offshore Recordings March 2026, EP#415

Sailing Into Oblivion Podcast ·

2026/03/26

On the home stretch, mid trip recordings, thanks for listening. Help Support this podcast with the following links, 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:

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01:06:58

The Westsail has Sold with Marc EP#414

Sailing Into Oblivion Podcast ·

2026/03/20

Today I am sitting down with Marc for the third time on the show as we go full circle and talk about the adventures of past aboard his Westsail 32 and the process of passing her on to the new owner. Always a pleasure to have Marc on the show.Help Support this podcast with the following links, 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:

en

00:31:59

Holding Fast on the Dock, EP#413

Sailing Into Oblivion Podcast ·

2026/03/18

Well, I'm still on the cock and not sad about it one bit! The weather closed in the day I was planning to leave and for once I made the right call to stay safely in port.Help Support this podcast with the following links, 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

en

00:32:56

Knocking Out the Checklist, Pre-departure, EP#412

Sailing Into Oblivion Podcast ·

2026/03/15

A big day today getting old Sparrow ready for the open ocean, lots on the list and it is almost done! Ny tomorrow we will know if its a go or no go. Thanks for listening.Help Support this podcast with the following links, 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

en

00:19:47

Time for a Quick Trip in the Atlantic! EP#411

Sailing Into Oblivion Podcast ·

2026/03/15

Time to go Sailing!!! Just got back on Sparrow and the weather look good enough for a nice little rip into the Atlantic! Thanks for listening, more to come and hopefully from the offshore world. Help Support this podcast with the following links, 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

en

00:44:46

Fireside Podcast from JeromesTown EP#410

Sailing Into Oblivion Podcast ·

2026/03/13

Stuck for another night, let's have a fireside chat! Help Support this podcast with the following links, 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:

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01:20:31

Self-Steering Systems, EP#409

Sailing Into Oblivion Podcast ·

2026/03/06

Today I get into some info and stories about Windvanes and Autopilots, so many to choose from and the pros and cons to all! Thanks for listening!Help Support this podcast with the following links, 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

en

00:25:40

Solo Show Updates, EP#408

Sailing Into Oblivion Podcast ·

2026/03/03

Today I sit solo as the winter is starting to let up a bit and soon, I will be heading back to Sparrow for some sailing! Help Support this podcast with the following links, 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:

en

00:59:21

Chartering a Yacht with Ian Pedersen, EP#407

Sailing Into Oblivion Podcast ·

2026/02/24

Today I sit down with Ian Pedersen who is the Senior Marketing Manager for The Moorings yacht charters, and has been in the yacht charter industry for 15 years. He is a passionate ambassador of the sailing lifestyle, and has sailing experience worldwide, from The Bahamas to St. Martin, Croatia, Thailand, and of course, the British Virgin Islands.Moorings Website: http://www.moorings.com/ BVI Destination

en

01:16:45

Living Life and Facing Fear with Shane Pollard, EP#406

Sailing Into Oblivion Podcast ·

2026/02/20

Today I sit with author Shane Pollard, an old friend from the BVI days that has since published a book and been grabbing life by the horns. We get deep on this show about fear and how to overcome it; I hope you enjoy and check out his new book here https://a.co/d/0hTV2bdc Shane's Website: Shane Pollard – Content Production Company. Creative Communication Design. Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:

en

00:37:13

The Engine Lives! EP#405

Sailing Into Oblivion Podcast ·

2026/02/08

It's been a mission to get everything squared away on old Sparrow. Boats hate to be left unused and after nearly 2 months in the marina we are getting this old Westsail ready for sailing in March.Help Support this podcast with the following links, 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

en

01:15:57

Land and Sea Adventures with Sondra EP#404

Sailing Into Oblivion Podcast ·

2026/02/01

Today I sit with Sondra who has for the last two years been section hiking the Appalachian Trail. She is also gearing up to set sail later this week on a trip that will take her all the way to Guatemala for the hurricane season. Sondra is truly living a life of many adventures, and it makes me want to get back out there and go after some of the same. Thanks for listening!Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:

en

01:24:08

The Adventures of Lutra with Bryan and Katie EP#403

Sailing Into Oblivion Podcast ·

2026/01/28

Today I stit down with fellow Westsailors Katie and Bryan who have been cruising their way down the West Coast to Baja. Always a pleasure to chat with other Westsail 32 owners that are following their dreams. Thank for listening and check out the YouTube channel here: https://www.youtube.com/@TheAdventuresOfLutraHelp Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund my next adventure

en

01:21:44

Small Boat Adventures and the Raid Erie Event with...

Sailing Into Oblivion Podcast ·

2026/01/24

Today I sat down with Eric Miller, the founder of Raid Erie to talk about his sailing event, small boat adventures and everything in-between. Check out the links for more information on how to join in on the fun this summer:https://www.raiderie.net/ https://www.facebook.com/groups/raiderie https://www.erieexpeditionchallenge.org/ https://www.facebook.com/groups/erieexpeditionchallenge Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:

en

00:36:41

Walking with the Silverbacks, EP#401

Sailing Into Oblivion Podcast ·

2026/01/17

Today we talk about a trip my cousin Micheal took to Rwanda to visit the Silverbacks. An amazing experience to say the least. Thanks for listening!Help Support this podcast with the following links, 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

en

00:47:55

Back on Sparrow Post Bahamas Trip, EP#400

Sailing Into Oblivion Podcast ·

2026/01/12

It's 3 am and time for a podcast, yes, the sleep schedule is still off from the last voyage and I'm taking advantage of the quiet time for a little ranting and raving plus some details from this last trip.Help Support this podcast with the following links, 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:

en

01:09:57

Aboard the New Boat with Oliver @SailingwithPhoenix,...

Sailing Into Oblivion Podcast ·

2026/01/07

Today I am on the West Coast and helping with the maiden voyage, only 32 miles, and the start of the biggest coaching adventure I could ask for. Oliver has set his sights on a solo non-stop, and I am going to help get him ready for the adventure ahead. Tonight, we just chat and have fun, but this will be a multi part series spanning the next 9 months. Thanks for listeningHelp Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon:

en

00:48:43

Appalachian Trail Series, Maine EP#398

Sailing Into Oblivion Podcast ·

2026/01/01

The last state on the AT was a big one, sorry for the delay on this one and thanks to those who reminded me that I needed to get it done! 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

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