Sailing Into Oblivion Podcast - podcast cover

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.
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Episodes

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 Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.venmo.com/u/sailingintooblivion Children's Book: https://a.co/d/1q2Xkev Sailing Into Oblivion Children's Audio Book: Audible.com Sailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/ Books: https://a.co/d/eYaP10M Reach out to...

Dec 26, 202426 minEp. 310

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 speed bump for the trip. Thanks for listening. Support this 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 Children's Book: https://a.co/d/1q2Xkev ...

Dec 24, 20241 hr 22 minEp. 309

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 this 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 Children's Book: https://a.co/d/1q2Xkev Sailing Into Oblivion Children's Audio Book: Audible.com...

Dec 21, 20241 hr 53 minEp. 304

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 before setting sail but this first step was a long time coming! Support this 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 Children's Book: https://a....

Dec 19, 202434 minEp. 307

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. Either way thanks for listening to me rant as I go a little crazy sitting still in the boatyard! Support this 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/sailinginto...

Dec 15, 202442 minEp. 303

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 any prep that needs to be done and be ready to float on Monday. Thanks for listening! Support this 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 ...

Dec 13, 202431 minEp. 302

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 a very fun, insightful conversation, and I appreciate him taking the time to come on the show. Check out the YouTube Channel to follow the adventure! https://www.youtube.com/@patrickandmichaela Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via ...

Dec 09, 20241 hr 24 minEp. 301

EP#292 Stuck on the Hard, at least for a few more Days

Well, we had a glimmer of hope but to no avail. The water level came up but without enough time to get old Sparrow back in the water. So, it's going to be a few more days until we can get moving. Today I talk about the situation and also how to keep the mental disappointment from derailing my plans. Thanks for listening and thanks for the support! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/pa...

Dec 07, 202450 minEp. 300

EP#291 Jumping into a Cruising Adventure with Marisa

Today I sat down with Marisa, a fellow sailor in her first year of the cruising life on a Valiant 32 named Shelly. She and her partner Bret made the leap from van life to the sea with a positivity and energy that is infectious. In her own words, "you have to jump right in." Big thanks to Marisa for sharing some time and stories with the podcast. Check out Marisa's YouTube Channel here: https://www.youtube.com/@Bretandmarisa Support this Podcast on Patreon: https://www.patreon.com/sailingintoobli...

Dec 05, 20241 hr 23 minEp. 299

EP#290 I'm Freezing Cold and I feel Like a Podcast

Just had to do a podcast and live stream tonight. Thanks for your support and just for listening. Support this 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 Children's Book: https://a.co/d/1q2Xkev Sailing Into Oblivion Children's Audio Book: Audible.com Sailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/ Books: https://a.co/d...

Dec 03, 202452 minEp. 298

EP#289 Last Day in the Yard?

The launch is now only hours away instead of days, very exciting! Its freezing cold each morning but I have plenty still to do and just wanted to toss a quick podcast in the mix before the sun melts all the frost off the deck. Thanks for listening. Support this 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 Children's Book: https://a.co/d/1q2...

Dec 01, 202442 minEp. 297

EP#288 @SailingwithTrout Live and Aboard Sparrow

After two years and two shows together, Trout is here in person! We talk low budget cruising, hiking, and everything in-between. Big thanks for coming on the show again and also for the intro to Bret and Marisa amongst others. The sailing community is lucky to have a guy like you that always seems to bring people together. Check out both these YouTube channels, you will not be disappointed! Bret and Marisa's YouTube Channel: Bret and Marisa Sailing with Trout YouTube Channel: Sailing With Trout ...

Nov 29, 20241 hr 12 minEp. 296

EP#287 Feeling the Excitement Building

Just a short show today as things are really coming together aboard Sparrow and in the vibe that I am feeling! Checking projects off the list, finding new ones and focusing on the goal; get Sparrow and myself back on the water after way too long ashore. Thanks for listening Support this 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 Children'...

Nov 27, 202428 minEp. 295

EP#286 Mission Aborted and Preparing to Launch Sparrow

Sometimes things just don't go the way we want them to! We had to haul the vessel back out of the water for more work before she will be ready for an offshore passage. So, I am back on Sparrow after a long drive and ready to get the final projects finished before splashing down and heading out to sea for some more solo sailing. Thanks for listening. Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/...

Nov 26, 202445 minEp. 294

EP#285 Safety and Systems Check for Upcoming Offshore Sailing

Today we are getting a Westsail 32 ready for the ocean. The intended route is offshore from Florida to Puerto Rico, but a large amount of prep and checks need to be done before heading out. I talk about some of the lists and projects we are working through to get ready. Support this 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 Children's Bo...

Nov 23, 202428 minEp. 293

EP#284 Interview with S.I.A. The Podcast

Today I am sharing a podcast that I was a guest on during one of the presentations for a school a few weeks ago. I have really enjoyed speaking to groups of children and helping to spark the imagination of adventure. It was great to sit down and chat with the Head of School, Heather Moore. Check out her other shows at: S.I.A The Podcast Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/Jero...

Nov 19, 202450 minEp. 292

EP#283 Circumnavigating the Atlantic with Simon @theoddvoyage

Today, I sit down with Simon from the YouTube channel The Odd Voyage. Simon has shared his experience sailing around the Atlantic in very well documented and informative videos. We talk about his boat, life on the ocean, technology vs experience and much more. Please check out his YouTube channel here: UCmNBL6gWg2ifT6x0H79t7_Q Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand htt...

Nov 15, 20241 hr 13 minEp. 291

EP#282 The End of Another Yard Period

Well, the time has come to hit the road and do a few more talks before heading off to more adventures. Sparrow is looking fresh with new paint, new sails, and nothing but a few work trips before she hits the water for some solo sailing. Just a quick show tonight, thanks for listening and thanks for the support! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://account.ven...

Nov 06, 202427 minEp. 290

EP#281 Live From the Boatyard

Tonight, after a long day of projects I wanted to bring you a podcast that was audio and video. So, this was also streamed live on YouTube in case you want to see me while you listen. We talk projects, getting them done and not letting them go unfinished. Thanks for listening. Support this 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 Childr...

Oct 29, 202453 minEp. 289

EP#280 Comparing Sailing to Raising a Family with Heather

My cousin Heather is the definition of a Super Mom, not only does she kill it every day with her three children, but she can find time to sort me out with speaking engagements at local schools near Chicago. Today we compare offshore sailing to raising a family and to be honest, I think I have the easy road without question. Thanks so much for sharing some time and insight into the ultimate adventure, Family Life! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast...

Oct 25, 20241 hr 1 minEp. 288

EP#279 James from S/V Zingaro

Today I have the good fortune of sitting down with James from Sailing Zingaro. James has been successfully running his YouTube channel, https://www.youtube.com/@thelastpirate which documents years and years of adventures all over the world. He most recently has been making informational content for future sailors from his years of experience. James was a pleasure to chat with and will for sure be joining the show again in the near future. Check his channel as you will not want to miss his entert...

Oct 21, 202453 minEp. 287

EP#278 Last Day of JeromesTown, Reality vs Expectations

Well, the fall colors are here and it's time to hit the road once again. But before I go, I wanted to chat a little about the upcoming trips, some of the highlights of these speaking events and also some thoughts on the frustrations that come from an imbalance between reality and expectations. It happens all the time out at sea but also in everyday life, so let's talk about it and more importantly getting through and beyond. Thanks for listening and your support! Support this Podcast on Patreon:...

Oct 16, 202445 minEp. 286

EP#277 Sailing Into New York City

I'm back after a busy few weeks of getting out on the road and then onto the lovely Atlantic Ocean! Today we are recording aboard Mighty Sparrow after another great training trip aboard a Pretorian 35 out of New Jersey and sailing into the Big Apple with some really great new friends. Updates as well, thanks for listening. Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https:/...

Oct 05, 202454 minEp. 285

EP#276 Fall Solo Show: Destination Caribbean

Today I look over the Atlantic chart and dream about the tropical islands of the Caribbean. As Fall is upon us in Northern Michigan, the cool weather always makes me think it is time to head south. A bit of a rambling episode with a call to action for anyone that dreams of adventure. Thanks for listening. Support this 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...

Sep 28, 202450 minEp. 284

EP#275 Sailing Adventures and Social Media with @hannahsailing

Today we have a very special guest on the show, Hannah. You probably already follow her on some form of social media, @hannahsailing, as her adventures are so inspiring and very much a real look into the world of sailing adventures. We talk about the good and bad of uploading your experiences for the world see and then I ask her to lay out the adventures thus far, and wow Hannah has come a long way in a short amount of time! Thanks so much for sharing some of our precious time on the show! Pleas...

Sep 24, 20241 hr 12 minEp. 283

EP#274 Sailing the West Coast with Colin

Today, I sit down with Colin, a solo sailor on the West coast of the US that has just finished the first leg of what could turn out to be an epic adventure. He just put down anchor in San Fransisco after a week-long sail from Washington, solo and non-stop. Support this 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 Children's Book: https://a....

Sep 20, 20241 hr 11 minEp. 282

EP#273 Welcome to the Chart Room, Sailing Route for a non-stop circumnavigation

Time for another solo show after so many wonderful guests. Tonight, from the deep lonely woods of JeromesTown, we pull out the world charts and discuss the topic and route of a non-stop circumnavigation. Everything from currents to wind and everything in-between. I keep the pace up as it is a lot of information to squeeze into an hour but I think I did pretty well. Thanks for listening. Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via Pay...

Sep 16, 20241 hr 9 minEp. 281

EP#272 The Four-Part Show

Today I have a little something different, four short conversations with four guests. Jerome and I talk about a sailing book, Jacob and I chat about racing and sailing, Logan and I talk about working hard and medical school and finally Jim Bob joins the show to tell the story of his near-death Hang-Gliding accident in Northwest Australia back in the 1970's. I hope you enjoy the stories and thanks for listening. Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast O...

Sep 14, 20241 hr 30 minEp. 280

EP#271 Dragon Boat Racing with Roger Jones

Today I sit with the author of "The Final Victory" Roger Jones. We chat about his new boo, Dragon Boat racing, sailing and sports as a way to heal both physically and mentally. It was pleasure to sit and chat with Roger and I'm halfway through his incredible novel. For more information about Roger and his book visit: https://rogerjonesauthor.com/?354100513 Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.payp...

Sep 10, 202459 minEp. 279

EP#270 Sven returns to the show once again!

No need for an intro at this point it's a Svencast!! Thanks for listening. Support this 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 Children's Book: https://a.co/d/1q2Xkev Sailing Into Oblivion Children's Audio Book: Audible.com Sailing Merch: https://www.bonfire.com/store/sailing-into-oblivion/ Books: https://a.co/d/eYaP10M Reach out to t...

Sep 07, 202455 minEp. 278
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