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#326 Make 2025 the Year to "Go for It"

Today I want to make a case for starting your adventure now. After speaking with so many people who have reached their goals or who are working hard to get to them, I'm feeling inspired. And if anything in this show rings a bell or helps to get you moving to chase after your dreams, well, my job here is done. I hope you enjoy this podcast and thanks for listening. Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://...

Mar 23, 202542 minEp. 338

EP#325 Solo Round the World with Kirsten Neuschafer

Today we have a very special guest on the podcast, I have wanted to sit and chat with Kirsten Neuschafer, winner of the GGR 2022, for a long time and was so happy when we were both on land and could make it happen. We chat about everything from some of the technical parts of her boat to how both she and I deal with overwhelming odds and tough times. It was an honor to sit and talk with such an amazing sailor! Thanks for listening. For more information on Kirsten check out here website here: http...

Mar 17, 20251 hr 21 minEp. 337

EP#324 Crossing the Pacific with Josh Wright

Today I sit down with Josh Wright and talk about his adventures crossing solo to Hawaii and then joining another boat to sail all the way to Japan. Josh has some great insight into the mind of solo sailing and was a pleasure to sit and chat with. We will for sure be talking again in the future! Thanks for listening. Check out his Instagram and YouTube channel here: https://www.instagram.com/joshwrightsailing/?hl=en https://www.youtube.com/watch?v=NXLBEosUuA0&t=2182s Support this Podcast on P...

Mar 15, 20251 hr 32 minEp. 336

EP#323 Jumping Into Adventure with Sailing with Pheonix

Today I sit down with Oliver and talk about his big plans to cross from Oregon to Hawaii starting in a few short weeks. Oliver has been documenting the learning process aboard his Com-Pac 33 in a very authentic and upfront way. I wish him the best of luck and can't wait to have a follow-up show after the crossing. Thanks for listening. Check out @sailing_with_pheonix YouTube here: https://www.youtube.com/@Sailing_With_Phoenix Instagram: https://www.instagram.com/sailing_with_phoenix/ Support thi...

Mar 10, 20251 hr 9 minEp. 335

EP#322 Setting Goals and Unlocking Purpose

Today we talk about the concept of how setting specific goals in life unlock a path to success and perhaps more importantly, a feeling of purpose. I use examples from some of my trips to shed some light on the subject. Thanks for listening and your continued 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.venmo.com/u/sailingintooblivion Amazon WishList:...

Mar 05, 202553 minEp. 334

EP#321 Solo Sailing to Hawaii with Colin Denker

Today we have Colin Denker back on the show as he prepares for the solo trip to Hawaii from San Francisco. Always a pleasure to chat with Colin and I wish him the best of luck with the upcoming adventure! Check out his video about the trip down the West Coast here: https://www.youtube.com/watch?v=Q5fZcBC__gc March 5th Show in Madison Wi: https://www.hoofersailing.org/ March 7th Show in Chicago: https://corinthian.org/content.aspx?page_id=4091&club_id=845458&item_id=2481856 Support this P...

Mar 02, 20251 hr 23 minEp. 333

EP#320 Packing Up Sparrow, Evaluating the Voyages

Today, I get into the wrap up of the last few months and how things went well and not so well, but learning all the way. I say farewell to Sparrow for the next month and much more. Thanks for listening! March 5th Show in Madison Wi: https://www.hoofersailing.org/ March 7th Show in Chicago: https://corinthian.org/content.aspx?page_id=4091&club_id=845458&item_id=2481856 Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Ven...

Feb 27, 20251 hr 2 minEp. 332

EP#319 Last Full Day at Sea, Final Recording!!!

Well folks, you made it, if you have listened to all of these, you deserve a gold star! Back to the regular schedule of one or two shows a week. Thanks for listening and I hope you enjoyed sailing with me aboard 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 Amazon WishList: https://www.amazon.com/hz/wishlist/ls/33F36RF3...

Feb 22, 202522 minEp. 331

EP#318 Part Ten, Catching Some Rain Would be Nice!

We are moments away from spotting land and finishing this voyage up, 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 Amazon WishList: https://www.amazon.com/hz/wishlist/ls/33F36RF315G8V?ref_=wl_share Children's Book: https://a.co/d/1q2Xkev Sailing Into Oblivion Children's Audio Book: Audible.com Sailing Merch...

Feb 21, 202532 minEp. 330

EP#317 Part Nine, Stinky Water and Moonlite

Getting into the dog days f the trip at this point, 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 Amazon WishList: https://www.amazon.com/hz/wishlist/ls/33F36RF315G8V?ref_=wl_share Children's Book: https://a.co/d/1q2Xkev Sailing Into Oblivion Children's Audio Book: Audible.com Sailing Merch: https://www.bon...

Feb 20, 202526 minEp. 329

EP#316 Part Eight, Battling the Calms

The calms of the Bermuda High are standing in my way, 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 Amazon WishList: https://www.amazon.com/hz/wishlist/ls/33F36RF315G8V?ref_=wl_share Children's Book: https://a.co/d/1q2Xkev Sailing Into Oblivion Children's Audio Book: Audible.com Sailing Merch: https://www.b...

Feb 19, 202523 minEp. 328

EP#315 Part Seven, Entering the Calm days 9-10

Well, it had to happen eventually, all sails down and Sparrow just floats for a while, it's all about patients, 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 Amazon WishList: https://www.amazon.com/hz/wishlist/ls/33F36RF315G8V?ref_=wl_share Children's Book: https://a.co/d/1q2Xkev Sailing Into Oblivion Child...

Feb 18, 202552 minEp. 327

EP#314 Part Six from the Ocean Entering the Bermuda High

Part6 we get into the transition from the variable winds and stat our way south toward the Bermuda High. Light winds in the forecast, 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 Amazon WishList: https://www.amazon.com/hz/wishlist/ls/33F36RF315G8V?ref_=wl_share Children's Book: https://a.co/d/1q2Xkev Saili...

Feb 17, 202530 minEp. 326

EP#313 Part Five of the Offshore Recordings

Starting to get a little weird out there on the ocean, aren't we? 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 Amazon WishList: https://www.amazon.com/hz/wishlist/ls/33F36RF315G8V?ref_=wl_share Children's Book: https://a.co/d/1q2Xkev Sailing Into Oblivion Children's Audio Book: Audible.com Sailing Merch: h...

Feb 16, 202535 minEp. 325

EP#312 Part Four Offshore Recording

Here we go again, getting close to mid 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 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 the Show:...

Feb 15, 202532 minEp. 324

EP#311 Part Three of the Offshore Recordings

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 the Show: https://www.sailingintooblivion.com/podcasts...

Feb 14, 202525 minEp. 323

EP#310 Part Two of the Atlantic Sailing Trip

Here is the next show recorded on day three of the trip, enjoy and thanks for listening. Check out Colin's Video Here: https://youtu.be/Q5fZcBC__gc?si=wOuukklzPOOXlN4W Link to SailJunky: https://www.sailjunky.com/ 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...

Feb 13, 202533 minEp. 322

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.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.co...

Feb 12, 202523 minEp. 321

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. Offshore recordings will be coming down the pipe starting tomorrow. 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/sailingintoob...

Feb 11, 202545 minEp. 320

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 learning the cruising life comes with it. Great stories and a great job not giving up, 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/...

Feb 07, 20251 hr 31 minEp. 318

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://podcasts.apple.com/us/podcast/really-riveting/id1791137335 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:...

Jan 31, 202554 minEp. 317

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 a few weeks of offshore solo sailing and figured it was a good time to share some of the tricks I use to make sure I am still having fun while taking on the challenge of ocean sailing. Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and...

Jan 25, 202531 minEp. 319

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 we are going to get into today and that is what I am dealing with in real time. Thanks for listening. Check out Bret and Marisa's YouTube Channel here: https://www.youtube.com/@Bretandmarisa Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayP...

Jan 22, 202530 minEp. 316

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 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:...

Jan 19, 20251 hr 29 minEp. 315

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 some great sailing and making many miles to the East. Will see where we end up! Thanks for listening and your continued 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://...

Jan 16, 202521 minEp. 314

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.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.co...

Jan 11, 20251 hr 23 minEp. 313

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 listening and your 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.venmo.com/u/sailingintooblivion Children's Book: https://a.co/d/1q2Xkev Sailing Into Oblivion Chil...

Jan 07, 202557 minEp. 312

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 into the world of scalloping. Thanks for taking some time for the show! 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:...

Jan 06, 20251 hr 23 minEp. 306

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 everybody, enjoy the conversation! Check out Bret and Marisa's YouTube Channel here: https://www.youtube.com/@Bretandmarisa Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/paypalme/JeromeRand https://acc...

Dec 31, 20241 hr 55 minEp. 305

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 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 t...

Dec 28, 202453 minEp. 311
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