1. EachPod

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.

Society & Culture Sports Places & Travel Wilderness
Update frequency
every 3 days
Average duration
59 minutes
Episodes
373
Years Active
2020 - 2025
Share to:
EP#368 Guest Appearance on the Really Riveting Podcast with Lexy

EP#368 Guest Appearance on the Really Riveting Podcast with Lexy

This is my guest appearance on the Really Riveting Podcast where Lexy and I talk about how something as small as a word ca still make a big impact.  Check out the Really Riveting Podcast wherever you…

00:44:23  |   Sat 06 Sep 2025
EP#367 Colin Denker Returns Once Again

EP#367 Colin Denker Returns Once Again

Today I sat down with Colin Denker to check in as he is aboard his Westsail 32 in the Carolinas.  Always great to chat about his trips, plans and work that needs to be done aboard his new boat.  Than…

01:05:58  |   Mon 01 Sep 2025
EP#366 Coaching and Training with Author Francesca Filippini

EP#366 Coaching and Training with Author Francesca Filippini

After an epic sailing day here in Michigan, Francesca and I sit and have a conversation about coaching and instruction from sailing on my side and retail from Francescas. We also talk about her new b…

01:28:10  |   Fri 29 Aug 2025
EP#365 Conversation with Murf, Rockland Maine

EP#365 Conversation with Murf, Rockland Maine

Well folks we finally got Murf back on the show to share some wisdom and some lighthearted humor. He is one of a kind and today we just kick back and let the conversation roll all over the place.  Th…

01:07:41  |   Sat 23 Aug 2025
EP#364 Yard Period Done, Back to JeromesTown

EP#364 Yard Period Done, Back to JeromesTown

We are back after a nice but short yard period up in Maine. Just an update on the work that was completed and what we have coming up!  Thanks for listening and your continued support.

October 2nd Ind…

00:35:03  |   Thu 21 Aug 2025
EP#363 Cape Cod to Rockland Maine Coastal Recordings

EP#363 Cape Cod to Rockland Maine Coastal Recordings

Well this should be the last of the ocean recordings for a while so today I bring you aboard for the last leg of this voyage that started way back in April down in Florida. It has been a long trip bu…

01:06:26  |   Sat 16 Aug 2025
EP#362 Offshore Recordings NC to Cape Cod Part Three

EP#362 Offshore Recordings NC to Cape Cod Part Three

We are in the home stretch but the sea has one more little speed bump in store for the Mighty Sparrow. Thanks for listening!

October 2nd Indianapolis Show Tickets: https://www.sailingintooblivion.com…

01:12:02  |   Thu 14 Aug 2025
EP#361 Offshore Recordings Part 2 NC-Cape

EP#361 Offshore Recordings Part 2 NC-Cape

Here we go with part two of this three-part series sailing from North Carolina to Cape Cod.  Enjoy the show and thanks for listening.

October 2nd Indianapolis Show Tickets: https://www.sailingintoobl…

01:05:00  |   Mon 11 Aug 2025
EP#360 Offshore Recordings Part One, NC-Cape Cod

EP#360 Offshore Recordings Part One, NC-Cape Cod

Today we are getting into the heat and despair of sailing mid-summer in the Atlantic Ocean. This is going to be a bunch of short recordings as I couldn't sit below and cook for all that long during t…

01:11:03  |   Thu 07 Aug 2025
EP#359 It Was A Long Night

EP#359 It Was A Long Night

Well we have made the safety of port once again, thanks to the never-ending strength of the Mighty Sparrow.  Offshore recordings coming soon, thanks for listening.

October 2nd Indianapolis Show Ticke…

00:31:39  |   Tue 05 Aug 2025
EP#358 Long Night Ahead

EP#358 Long Night Ahead

Well it took longer than I thought but I’m sailing into Nantucket sound as I record this. Just a quick update for tonight and soon the offshore recordings will be out. Thanks for listening.

October 2…

00:12:42  |   Mon 04 Aug 2025
EP#357 Getting Sparrow Ready to Sail

EP#357 Getting Sparrow Ready to Sail

Today we get into the process of bring Sparrow back to life and getting her ready for the high seas.  Hoping for a fun and quick trip north the Cape Cod.  I'm under the gun with time but am confident…

00:57:23  |   Mon 28 Jul 2025
EP#356 Sparrow, Here I Come! Time to hit the Road

EP#356 Sparrow, Here I Come! Time to hit the Road

Today I chat about the upcoming trip to Cape Cod from North Carolina and all the prep and planning that is needed between now and departure in just a few days.  These small passages still require a t…

00:34:24  |   Wed 23 Jul 2025
Ep#355 Pre-Race With Dobbs

Ep#355 Pre-Race With Dobbs

Getting ready, start is a few hours away! Thanks for listening.
00:22:29  |   Fri 18 Jul 2025
EP#354 The Texas 200, Lightning, and Adventure with Brandon

EP#354 The Texas 200, Lightning, and Adventure with Brandon

Today, I sit down with Brandon and chat about the Texas 200. Not a race but an adventure for sure. In his 4th round of the event, Brandon and his brother were caught out in some nasty weather with on…

01:13:52  |   Sun 13 Jul 2025
EP#353 Rutherford Files from the Top of the World

EP#353 Rutherford Files from the Top of the World

Today we catch up with Matt Rutherford while he waits out some bad weather up at the top of the world.  Always a pleasure to see how the adventure is going aboard the Marie Tharp. 

Check out the Ocea…

01:19:07  |   Mon 07 Jul 2025
EP#352 Coaching on Lake Superior with Chelle and Ben

EP#352 Coaching on Lake Superior with Chelle and Ben

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…

01:12:55  |   Wed 02 Jul 2025
EP#351 Colin Denker in Person Aboard his new Westsail 32

EP#351 Colin Denker in Person Aboard his new Westsail 32

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 …

01:38:58  |   Thu 26 Jun 2025
EP#350 Last Night Aboard Sparrow, Stay Positive!

EP#350 Last Night Aboard Sparrow, Stay Positive!

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 a…

00:30:29  |   Tue 24 Jun 2025
EP#349 Why I Go Sailing

EP#349 Why I Go Sailing

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 agai…

00:33:58  |   Fri 20 Jun 2025
Disclaimer: The podcast and artwork embedded on this page are the property of Jerome Rand. This content is not affiliated with or endorsed by eachpod.com.