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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.

Society & Culture Sports Places & Travel Wilderness
Update frequency
every 3 days
Average duration
59 minutes
Episodes
373
Years Active
2020 - 2025
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EP#309 Part 1 At Sea Recording

EP#309 Part 1 At Sea Recording

Here is part one recorded on day 2 of the voyage.  I am going to upload these every day until I run out of recordings, enjoy and thanks for listening!

Support this Podcast on Patreon: https://www.pat…

00:22:52  |   Wed 12 Feb 2025
EP#308 The Return to Land with a New Confidence

EP#308 The Return to Land with a New Confidence

We are back! After 16 days offshore aboard the Mighty Sparrow it is time to share some of the lessons learned and have a general wrap-up of the feelings and take away lessons from the last few months…

00:45:03  |   Tue 11 Feb 2025
EP#307 Charlie and Kayleigh Pushing Though Adversity

EP#307 Charlie and Kayleigh Pushing Though Adversity

Today I sat down with Charlie and Kayleigh to talk about some of the misadventures and lessons learned from various adventures afloat.  These two are a dream team working though all the bugs that lea…

01:30:59  |   Fri 07 Feb 2025
EP#306 Changes in the Mental Out Aboard Sparrow

EP#306 Changes in the Mental Out Aboard Sparrow

Well, we only have one more day before setting off and I just felt different today. So, let's dissect that for a bit, shall we? Thanks for listening and check out the new podcast from Lex here: https…

00:53:38  |   Fri 31 Jan 2025
EP#305 Dealing with Concern, Worry, and Anxiety about Heading Back Out to Sea

EP#305 Dealing with Concern, Worry, and Anxiety about Heading Back Out to Sea

Tonight, I wanted to take a minute to talk about some of the strategies I use to dampen down the normal worries I have before departing for the open ocean.  I will be setting sail in the morning for …

00:31:03  |   Sat 25 Jan 2025
EP#304 Passage Planning for the Next Trip

EP#304 Passage Planning for the Next Trip

What do you do when the weather is not quite perfect for crossing the Stream?  Well, you weigh your options, check the weather, get everything ready you can and then set a cut off time.  That is what…

00:30:21  |   Wed 22 Jan 2025
EP#303 Post Adventure Stories with James Hodge

EP#303 Post Adventure Stories with James Hodge

We are back on land after some 7 days and hundreds of miles sailed on a testy ocean! James and I talk about the trip and how he found the world of the ocean aboard a Westsail 32.  Thanks for listenin…

01:29:13  |   Sun 19 Jan 2025
EP#302 Departing Florida and the Gameplan for the Trip

EP#302 Departing Florida and the Gameplan for the Trip

Well, we are back at it and heading to sea, this time I'm not alone as I have James with me and we are going to get some offshore experience on a Westsail under his belt.  Forecast looks good for som…

00:20:56  |   Thu 16 Jan 2025
EP#301 Part Two of the Return to the Sea Adventure, Back to Dry Land!

EP#301 Part Two of the Return to the Sea Adventure, Back to Dry Land!

Today I finish up the adventure by bringing Sparrow back to FL with some broken parts but not a broken spirit!  Thanks for listening and your support!

Support this Podcast on Patreon: https://www.pat…

01:23:28  |   Sat 11 Jan 2025
EP#300 Part One Charleston to Florida, Squalls and the Gulf Stream

EP#300 Part One Charleston to Florida, Squalls and the Gulf Stream

Today, I go over the first part of this shakedown sail from SC to FL, the offshore route.  Sparrow did a great job handling the weather and all the ocean was prepared to dish out.  Thanks for listeni…

00:57:00  |   Tue 07 Jan 2025
EP#299 Scalloping with Rob

EP#299 Scalloping with Rob

Today I sit down and get into the fishing life of someone that like me, has been called back to the sea many times in his life.  Rob has been a huge help at the boatyard and has some great insight in…

01:22:58  |   Mon 06 Jan 2025
EP#298 Fellow Sailor Bret from S/V Shelly

EP#298 Fellow Sailor Bret from S/V Shelly

Today I sit down with Bret and chat about the transformation from Van life to the floating life aboard the stout little vessel Shelly.  He and Marisa are a force to be reckoned with!!!  Keep it slow …

01:55:14  |   Tue 31 Dec 2024
EP#299 We Sailed until we Couldn't

EP#299 We Sailed until we Couldn't

Safe and sound in SC, I need to rest more than anything.  Thanks for listening  

Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast

One Time Donations Via PayPal and …

00:52:56  |   Sat 28 Dec 2024
EP# X-mas Special

EP# X-mas Special

Just a quick one to say thanks and give an update aboard the Mighty Sparrow!

Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast

One Time Donations Via PayPal and Venm…

00:25:34  |   Thu 26 Dec 2024
EP#298 Sparrow Has a Problem, Stuck at Anchor

EP#298 Sparrow Has a Problem, Stuck at Anchor

Well, after so long on the hard, Sparrow has a few problems, I knew this would be the case.  The engine is overheating, and I keep checking in as the progress happens.  Hopefully this will just be a …

01:22:10  |   Tue 24 Dec 2024
EP#297 Captain James Hodge Returns

EP#297 Captain James Hodge Returns

Today we sit down with James, friend of the show and fellow Westsail 32 owner.  Our trip didn't work out but soon enough he and I will get some time out on the ocean, thanks for listening.

Support th…

01:53:09  |   Sat 21 Dec 2024
EP#296 We Have Splashdown!!

EP#296 We Have Splashdown!!

Finally, after nearly 20 months on land, Sparrow is back where she belongs, floating gently on the water.  Big thanks to everyone that has helped support getting to this point, lots still to do befor…

00:34:29  |   Thu 19 Dec 2024
EP#295 Ticking Timebomb, Me, Sparrow and the Yard

EP#295 Ticking Timebomb, Me, Sparrow and the Yard

Just some updates and last minute to-do lists that I am wrapping up.  We have come to the end of the road here and will find out if we sail this winter or stay put for the remainder of the season.  E…

00:41:40  |   Sun 15 Dec 2024
EP#294 Last Chance to Break Free of the Boatyard

EP#294 Last Chance to Break Free of the Boatyard

Well, the forecast is showing a possible change in the weather that could fill up the sound with more than enough water to get old Sparrow back out on the ocean! That gives me the weekend to finish a…

00:30:51  |   Fri 13 Dec 2024
EP#293 Finding True Value in Life Experiences with Patrick

EP#293 Finding True Value in Life Experiences with Patrick

Today we have Patrick on the show, a fellow sailor I met here at the boatyard. He and Michaela have jumped from land to sea looking for more life experiences and the challenge of the unknown.  We had…

01:23:53  |   Mon 09 Dec 2024
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