Sailing Into Oblivion Podcast
by Jerome Rand, Bleav
Latest episode
@sailingwithphoenix Mid-Ocean Podcast! EP#458
@sailingwithphoenix Mid-Ocean Podcast! EP#458
About this 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.
Episodes
The newest 50 of 462 episodes
- @sailingwithphoenix Mid-Ocean Podcast! EP#458 · 1 h 8 min · Episode 458Tonight I have Oliver back on the show! @sailingwithphoenix has made it half way to Cape Horn from Port Townsend and we needed to have ourselves a chek in. We talk about the trip…
- Sailing With Phoenix Update Nov 5th Live Stream, P#457 · 56 min · Episode 457Today I am posting the audio from a live stream I did talking about Oliver(aka Sailing With Phoenix) and his current position, challenges ahead and answering some questions about…
- A Wild Night in the Gulf of Maine, EP#456 · 53 min · Episode 456Today I recap the sail from Maine to Cape Cod over the last two days. It was wild night and Sparrow did great in the rough weather. A few things to fix and sort out but it is…
- Sparrow is Floating Once Again, EP#455 · 42 min · Episode 455We are back on the water and gearing up to set sail in a day or two. Time to start heading south to find some warmer weather. First stop Cape Cod and then we will see. Today I…
- Tackling the Impossible, EP#454 · 34 min · Episode 454Today I talk about some of the seemingly impossible tasks that we need to get past to and how we get past them. After a crazy week so far int he yard, things are starting to look…
- Work in the Yard Continues, EP#453 · 38 min · Episode 453Work in the yard continues, this episode is from two weeks leading up to the filling of the yard for the season. Help Support this podcast with the following links, Thanks for…
- Circling the North Atlantic with Dillon, @estrellaoffshore, EP#452 · 1 h 15 min · Episode 452Today I sit down with Dillon and talk about his upcoming voyage around the North Atlantic solo and non-stop. Check out his Instagram @esrtellaoffshore for daily updates. Thanks…
- My Story of the Mighty Sparrow, EP#451 · 27 min · Episode 451A Tribute to the Mighty Sparrow, the passing of a true legend. Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon…
- Haul-Out Day Made easy! EP#450 · 53 min · Episode 450Today we get into a few top tips for the haul-out season for all you boat owners that dread the end of the season's most stressful day. Just a few things that I think will make…
- Florida to Maine with Mazi and Teddy, EP#449 · 1 h 32 min · Episode 449Today I sit down with @washupsailing aka Mazi and Teddy, to talk about how they made the leap to living on a boat and cruising from Florida to Maine! Check out the YouTube…
- Yard Monkey Day One, EP#448 · 38 min · Episode 448Day one of being back at work and working for the Boatyard! Great to be filthy, tired and ready for many days to come working with the team here at Knight Marine Services, the…
- Back to the Boatyard+Q@A, EP#447 · 1 h 0 min · Episode 447Sumer is over and all my plans have changed; I'm heading back to the boatyard to work the haul-out season before setting sail south. Plus to questions from listeners. Help…
- Summer Wrap-up Show, EP#446 · 39 min · Episode 446End of summer is here, and we talk about all things from teaching sailing to Starlink review. Thanks for listening! Help Support this podcast with the following links, Thanks…
- Adventures in Small Boat Sailing with Jacob, EP#445 · 43 min · Episode 445Today, Jacob and I sit down after a week of sailing on the lovely Walloon Lake here in Northern Michigan. It's been an adventure with ups and downs, good times and storms. Big…
- Systems Checks, Rutherford, and Yard Projects, EP#444 · 52 min · Episode 444Today I talk about the yard work, Rutherford's trip being derailed, and systems checks before setting sail. Thanks for listening and thanks for the support! Help Support this…
- Crossing the Gulf of Maine, EP#443 · 1 h 2 min · Episode 443Made it to Maine in just over two days, this is a recap of the trip with the offshore recording added to the end(the audio had a buzz to it, sorry about that). Now it's time to…
- North to Maine, EP#442 · 35 min · Episode 442Time to venture north to Maine, quick update about the passage and my time on Cape Cod. Thanks for listening, offshore recordings coming soon! Help Support this podcast with the…
- Paper Charts, EP#441 · 33 min · Episode 441Today I get into some seamanship skills and tools. The recent rescue of a solo sailor in the Pacific is a great case for having some old school tools aboard your vessel. Help…
- Morning Ramble Show, EP#440 · 1 h 0 min · Episode 440Just a rambling show with no particular subject today, I talk about the search for the next Marina, boat work and future plans. Thanks for listening! Help Support this podcast…
- Landfall, Cape Cod EP#439 · 1 h 1 min · Episode 439We have made landfall! After 8 days at sea and taking everything mother nature could throw at us, we are safely tied to the dock. Today I talk about the last few days of the trip…
- Offshore Recordings NC-CC Part Two, EP#438 · 1 h 3 min · Episode 438It has been a rollercoaster of weather and emotion out here on this trip. The second half is way more positive, so hang in there and thanks for listening! Help Support this…
- Offshore NC-CC Part 1, EP#437 · 41 min · Episode 437Offshore recordings part one... Help Support this podcast with the following links, Thanks for listening! Support this Podcast on Patreon…
- Coast to Coast, Back on Sparrow, EP#436 · 51 min · Episode 436We 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…
- Pirates on the High Seas, EP#435 · 43 min · Episode 435Pirates? 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…
- Author Julie Gerstenblatt, The Stargazer of Nantucket EP#434 · 1 h 16 min · Episode 434Today 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…
- Weather Forecasting and Routing, EP#433 · 58 min · Episode 433Today 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…
- Lord of the Flies, Sailing on Lake Michigan, EP#432 · 28 min · Episode 432When 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…
- Mother Nature with Kelsey, EP#431 · 1 h 7 min · Episode 431Today 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…
- Sailing on a Gap-Year with Max, EP#430 · 53 min · Episode 430Today 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…
- Rutherford Returns to the Show from Nova Scotia, EP#429 · 1 h 12 min · Episode 429Matt 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…
- Sailing with Phoenix Returns for an Update, EP#427 · 1 h 12 min · Episode 427Oliver 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…
- Rutherford and Denker are Underway!, EP#426 · 17 min · Episode 426Quick show update on Rutherford and Denker, check out there tracking pages here: https://www.predictwind.com/tracking/Chimera https://www.predictwind.com/tracking/Hoppipolla…
- Fireside at JeromesTown, EP#425 · 59 min · Episode 425JeromesTown 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…
- Spring is in the Air, Work Update, EP#424 · 27 min · Episode 424Spring 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…
- Part Two with Colin Denker, EP#423 · 1 h 33 min · Episode 423Today 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…
- Offshore Recordings FL-NC EP#422 · 53 min · Episode 422Today 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…
- Sailing Adventures with Brendan and Chanell, EP#421 · 1 h 24 min · Episode 421Today 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…
- Post Light Wind Challenge, EP#420 · 26 min · Episode 420And 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…
- Light Wind Challenge, EP#419 · 48 min · Episode 419We 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…
- Reality of a Refit with Colin Denker, EP#418 · 1 h 21 min · Episode 418Today 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…
- Exercise, Sailing to Charlston, and what's next, EP#417 · 52 min · Episode 417Today 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…
- My Cuban Friend, Ernesto EP#416 · 1 h 15 min · Episode 416Today 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…
- Glad to be on the Dock, Gale Warning in Effect EP#415 · 42 min · Episode 415The 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!…
- Offshore Recordings March 2026, EP#415 · 29 min · Episode 415On 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…
- The Westsail has Sold with Marc EP#414 · 1 h 6 min · Episode 414Today 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…
- Holding Fast on the Dock, EP#413 · 32 min · Episode 413Well, 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…
- Knocking Out the Checklist, Pre-departure, EP#412 · 33 min · Episode 412A 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…
- Time for a Quick Trip in the Atlantic! EP#411 · 20 min · Episode 411Time 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…
- Fireside Podcast from JeromesTown EP#410 · 45 min · Episode 410Stuck 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…
- Self-Steering Systems, EP#409 · 1 h 20 min · Episode 409Today 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…
