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

Coast to Coast, Back on Sparrow, EP#436 09.07.2026

We are back from the west coast and gearing up for the sail from North Carolina to Cape Cod. Today we talk about the coaching trip with Oliver, being back on Sparrow and getting ready for our next passage.  Thanks for your support! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast Help fund...

Pirates on the High Seas, EP#435 28.06.2026

Pirates? A question that so many people have asked me about, today I get into the subject and a story from my own experience during the voyage around the 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 V...

Author Julie Gerstenblatt, The Stargazer of Nantucket EP#434 23.06.2026

Today I sat down with Author Julie Gerstenblatt, I am currently diving into her second historical fiction, The Stargazer of Nantucket, and I can hardly put it down! The high sea adventure, characters, and plot have me hooked. It was a pleasure to sit and chat about the great age of sail with Julie, and I hope you will take a peek at both her books and audiobooks. Click here for her website: https:...

Weather Forecasting and Routing, EP#433 19.06.2026

Today we are talking weather Forecasting and Passage Planning. These days we have all the info at our fingertips but sometimes that can lead to analysis paralysis! 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 Donation...

Lord of the Flies, Sailing on Lake Michigan, EP#432 11.06.2026

When the going gets tough, the tough get going! We are back on Lake Michigan and the world seems dead set on tossing everything from weather to swarms of flies right into our path. But we forge forth and ever onward around this great lake! Thanks for listening. Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailing...

Mother Nature with Kelsey, EP#431 09.06.2026

Today I am sitting down with Kelsey, a student of Mother Nature and someone that loves the natural world even more than me!  We talk about all the little miracles that you can find in nature and more, thanks for listening and big thanks to Kelsey for sharing her time and passion for Mother Nature. Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Pat...

Sailing on a Gap-Year with Max, EP#430 02.06.2026

Today I sit down with Max, a fellow instructor here in Northen Michigan who will soon be setting sail on an epic adventure that includes the Med, an Atlantic crossing and the Caribbean! I can't wait to hear all about the adventure when we do our follow up show next year.  Safe sailing my friend ns thanks for sharing! Help Support this podcast with the following links, Thanks for listening! Support...

Rutherford Returns to the Show from Nova Scotia, EP#429 29.05.2026

Matt Rutherford returns for an update from Nova Scotia as he waits out some weather and gets some rest, check out the Ocean Research site here for tracing and ways to help the non profit;  https://www.oceanresearchproject.org/ also follow him on the OceanResearch Instagram!!! Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patr...

Sailing with Phoenix Returns for an Update, EP#427 26.05.2026

Oliver Returnes to the Show, we are getting an update on the boat and all things having to do with the upcoming adventure. Alway a pleasure to have @sailingwithPhoenix back on the Pod, thanks for listening! For more content from Oliver check out his YouTube and all social media @sailingwith phoenix. Congrats to Ollie for making the crossing to Hawaii, check out his Instagram: @olliebergquist Help...

Rutherford and Denker are Underway!, EP#426 21.05.2026

Quick show update on Rutherford and Denker, check out there tracking pages here: https://www.predictwind.com/tracking/Chimera https://www.predictwind.com/tracking/Hoppipolla 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 Tim...

Fireside at JeromesTown, EP#425 19.05.2026

JeromesTown is officially open and we are having a fireside chat tonight! 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.c...

Spring is in the Air, Work Update, EP#424 13.05.2026

Spring is in the air and the boats are coming out and getting ready for the sailing season.  We have some new tech for the show and just wanted to do a quick update! Thanks for listening and check out Colin's YouTube channel here:  https://www.youtube.com/@colin.denker Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com...

Part Two with Colin Denker, EP#423 04.05.2026

Today I have the second part of my visit with Colin Denker aboard his Westsail 32, this time w get into the dreams and destinations that our boats may take us to. Thanks for listening and check out Colin's YouTube channel here:  https://www.youtube.com/@colin.denker Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sa...

Offshore Recordings FL-NC EP#422 28.04.2026

Today we have the recordings I made while sailing from Florida to North Carolina. It was a light wind battle for sure but a nice time out at sea and thanks to the engine working, low stress.  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...

Sailing Adventures with Brendan and Chanell, EP#421 22.04.2026

Today I sit down with Brendan and Chenell who I met while waiting for a weather window in Fort Pierce. These two have had some crazy adventures between the USA, Bahamas, and Panama. Chck out the great videos on their YouTube Channel here: https://www.youtube.com/@LifeOnLaCosmica Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.p...

Post Light Wind Challenge, EP#420 18.04.2026

And a challenge it certainly was! A good trip though as I have just made landfall in N.C. and that means I made it.  Offshore recordings coming soon.  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...

Light Wind Challenge, EP#419 13.04.2026

We have light winds in the forecast for this next passage from Florida to Cape Fear. It's 400 miles and we have the Gulf Stream but we also have a big wind shift that we will be racing against to make for port. Should be a fun challenge to see if we can keep old Sparrow from needing her engine.  Thanks for listening! Help Support this podcast with the following links, Thanks for listening! Support...

Reality of a Refit with Colin Denker, EP#418 11.04.2026

Today I am aboard another Westsail 32 that Colin Denker has been getting ready for the ocean.  We talk about the refit process and much more.  Thanks for listening and check out Colin's YouTube channel here:  https://www.youtube.com/@colin.denker Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpod...

Exercise, Sailing to Charlston, and what's next, EP#417 05.04.2026

Today I talk about exercise and sailing, the recent trip on a Morgan 382, and a little bit of the game plan moving forward as spring approaches and we need to get north! Big thanks to Chase for having me on the voyage to Charlston, it was a pleasure cruise!  Thanks for listening Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon: https://www.p...

My Cuban Friend, Ernesto EP#416 01.04.2026

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/sailingintooblivionpo...

Glad to be on the Dock, Gale Warning in Effect EP#415 29.03.2026

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...

Offshore Recordings March 2026, EP#415 26.03.2026

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/saili...

The Westsail has Sold with Marc EP#414 20.03.2026

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...

Holding Fast on the Dock, EP#413 18.03.2026

Well, I'm still on the dock 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 D...

Knocking Out the Checklist, Pre-departure, EP#412 15.03.2026

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...

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