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#269 Great Lakes Sailing with Joey Aboard Footloose 2

Today I sat down with fellow sailor and Michigander Joey. We linked up aboard his boat down in Traverse City and talk everything from sailing adventures to camping and much more. Check out his YouTube video here: https://youtu.be/HeK-LGDCsFo?si=0RJ9OO4sx8J40Ilr 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...

Sep 02, 20241 hr 24 minEp. 277

EP#268 Across the Atlantic with Gunnar Christensen

Today we have Gunnar Christensen returning to the show! He has his GGR 2026 boat and recently crossed the Atlantic to the UK to get things ready for the race. Check out his website here: http://gunnarsails.com/ to help out with his race campaign. It takes a huge amount of effort and money for the upcoming event, so every bit helps get Gunnar to the start line. Thanks for listening. Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal a...

Aug 30, 20241 hr 3 minEp. 276

EP#267 A tale from the Southern Ocean

Today I tell the tale of the Falkland Island food drop. This was one of the worst and best days aboard the Mighty Sparrow during the trip around the world. It also taught me so much about resilience and perseverance, both tools that I have carried with me long after the trip was over. Enjoy the show 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...

Aug 27, 202443 minEp. 275

EP#266 Energy and Enthusiasm at Work with Anders

Today I sit down with Anders and chat about work, he and I have a shared passion for not only bringing the energy to the gusts but also the staff we work with. Anders has an amazing ability to life up anyone within a ten-mile radius and I wanted to find out the how and why. Big thanks for taking some time and good luck in Chicago! Check out the short film here:https://youtu.be/xLv0Zt5Jw7w?si=QzIgp8Vv-GPFe7jn Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One ...

Aug 25, 202455 minEp. 274

EP#265 Becoming a Sailing Instructor with Katherine

Katherine is back on the show for a little update on how the summer went and how the progression as a watersports staff evolved. She as always was great to sit and chat with, thanks for taking the time and good luck with the Rowing Season in Ohio!! 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...

Aug 19, 202435 minEp. 273

EP#264 First Time Crossing Lake Michigan Under Sail

Today I put together a few clips from my last consulting trip on Lake Michigan. I didn't have the big microphones, so I apologize for the audio quality. The Captain and I sailed from Chicago, across the lake and north to South Haven and back, nearly 200 miles. We had good, bad, and ugly weather. Big thanks to the Captain for having me aboard his lovely Catalina 309, what a great trip! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPa...

Aug 11, 202450 minEp. 272

EP#263 Fishing, Life, and Aging with Sven

Today I get to sit with Sven once again and have a fun conversation about just about anything from getting older to fishing to light deprivation and isolation. Always a pleasure to have the bro back on the show. 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 In...

Aug 04, 20241 hr 3 minEp. 271

EP#262 Full Crew Debrief Aboard the Marie Tharp

Today we sit down as a crew and chat about the trip, whales, and weather. It was a blast to be aboard the Marie Tharp and if only for a month, part of the Ocean Research Project. Until we meet again, maybe in the Arctic? 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 C...

Jul 29, 202452 minEp. 270

EP#261 Dog Watch aboard Marie Tharp

A little "at sea" podcast one night way offshore. Still not sure if this is in order but I am dead tired and in need of some rest. But here you go, thanks for listening and 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.venmo.com/u/sailingintooblivion Children's Book: https://a.co/d/1q2Xkev Sailing Into Oblivion Children's Audio Book: Audible.com S...

Jul 26, 20241 hr 11 minEp. 269

EP#260 Robot Recovery, Weather, and Tech

Long days and nights lately out here on the Marie Tharp. We just finished a marathon recovery of 4 AUV's. Some weather is coming in and we just have to punch through. Taking in the stars as we approach the tail end of the expedition. 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 In...

Jul 17, 202442 minEp. 268

EP#259 Life and Adventure with James Hodge

Before I left the boat yard, James Hodge and I sat down aboard his Westsail 32 for a second-round conversation, I was planning to grill him about his boat and plans but we just fell into a friendly chat. It has been great to get to know James as not only a fellow sailor but a friend. Check him out of Facebook: James Hodge Intro Music by Brendan James, check him out wherever you stream your music! Open song is called Yellow Lines: Instagram: @brendanjames_music Support this Podcast on Patreon: ht...

Jul 10, 20241 hr 33 minEp. 267

EP#258 Update from the Sea, Quick Solo Show

Just a quick update as we are having to motor sail out to the Gulf Stream and noise is an issue. But Matt and I will be back in action possibly tonight for the next round of the Rutherford Files. Thanks for all the support! Intro Music by Brendan James, check him out wherever you stream your music! Open song is called Yellow Lines: Instagram: @brendanjames_music Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://ww...

Jul 08, 202416 minEp. 266

EP#257 Episode Two of the Rutherford Files

It's day three on the ocean and the Skipper was in a good mood so I grabbed the microphone before my watch. We get into everything from future boats to buy, cowboy coffee, flags and much more. Mostly just having a good convo on another beautiful morning on the ocean. Intro Music by Brendan James, check him out wherever you stream your music! Open song is called Yellow Lines: Instagram: @brendanjames_music Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Tim...

Jun 30, 20241 hr 19 minEp. 265

EP#256 Checking in at Sea aboard the Marie Tharp

For the first time ever I am able to upload a show from the ocean! A quick one as I'm on watch and should be focused on sailing this fine vessel and not recording a show. Thanks for listening and more to come. Intro Music by Brendan James, check him out wherever you stream your music! Open song is called Yellow Lines: Instagram: @brendanjames_music Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/p...

Jun 29, 202427 minEp. 264

EP#255 The Rutherford Files Part 1, Joining the Ocean Research Project

Today we get into what I am calling the Rutherford files, I have signed on to be the 1st Mate aboard the Marie Tharp for the next month. Matt and I sit down to chat on the first night and break the ice a bit. I'm and honored to be a part of this expedition and looking forward to sailing this beautiful vessel out into the Atlantic. Support the Ocean Research Project here: https://www.oceanresearchproject.org/ Intro Music by Brendan James, check him out wherever you stream your music! Open song is...

Jun 24, 202458 minEp. 263

EP#254 Choosing Heavy Weather Tactics and Yard Work Update

Today, a solo show about the yardwork this week but mostly about dealing with heavy weather at sea. It's a tough subject as every boat and storm are different. I can only share my own experiences so please don't take my word for it, practice, practice, practice! Thanks for listening! Intro Music by Brendan James, check him out wherever you stream your music! Open song is called Yellow Lines: Instagram: @brendanjames_music Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivi...

Jun 23, 20241 hr 32 minEp. 262

EP#253 Comedy and Sailing with James Hodge

Today I have the pleasure of sitting down with fellow Westsail 32 owner James Hodge. James is a writer and comedian as well as a new Westsail owner. He's in the same yard and working like a madman to get his boat ready for the ocean. We have a blast chatting about everything from being on the water to being on stage. Big thanks to James for coming on the show for a second time. Intro Music by Brendan James, check him out wherever you stream your music! Open song is called Yellow Lines: Instagram...

Jun 20, 20241 hr 32 minEp. 261

EP#252 Signing up to Race Around the World with Olivia Wyatt

Today I connect with Olivia Wyatt who is currently in Indonesia aboard here soon to be GGR ready boat Juniper. It was great to catch up with her before she hauls the boat out of the water and begins all the prep for the daunting challenge ahead. Help support Olivia's efforts by visiting her website: https://wildernessofwaves.com/ and checkout her YouTube channel @wildernessofwaves Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal an...

Jun 18, 202457 minEp. 260

EP#251 The Spirit of Adventure with Don McIntyre GGR Founder

Today I sit down with GGR Founder Don McIntyre, a legend by all accounts, his adventures are amazing, and he has cracked the world of solo round the world racing wide open for a host of next generation sailors of all ages. It was a pleasure to talk with him today and follow along with the GGR races over the years with many more to come. Thanks for watching! Check out Don's website at: https://mcintyreadventure.com/ Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodca...

Jun 13, 202455 minEp. 259

EP#250 Becoming a Yacht Surveyor with Adam

Today we get some great insight into the world of the yacht survey as well as how one gets the certifications needed to enter the industry. Big thanks to my brother Adam for sharing his time and insight into the subject. 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 C...

Jun 10, 20241 hr 11 minEp. 258

EP#249 Rowing, Sailing and finding your Passion with Katherine

Today I sit down with competitive Rower for Ohio State University, Katherine. She will be working at the sailing school that I have been so fortunate to be a part of for decades and I was fascinated to learn about Rowing. The balance of physical power and grace makes rowing one of the most difficult and demanding sports afloat. Big thanks to Katherine for making time for the podcast and have fun sailing in Northen Michigan!!! Support this Podcast on Patreon: https://www.patreon.com/sailingintoob...

Jun 07, 202453 minEp. 257

EP#248 @SailinWithTrout aka Eitan

Eitan, the triple crown hiker turned sailor returns to the show for a big yearly update on his adventures with the new boat, Bahamas cruising, growing his YouTube channel and what the future looks like. Always a pleasure to chat with Eitan, you can check him out on Instagram @trout.the.landfish or on his wonderful YouTube channel @Sailin With Trout. Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.paypal.com/...

Jun 03, 20241 hr 16 minEp. 256

EP#247 Joining an Expedition in July

Today I have a quick show talking about the expedition I just joined with Matt Rutherford. I am going to hop aboard his vessel and head out into the Atlantic, just about in the same place that I was overturned back in November 2022, to do some science. I talk about the pros and cons and taking on a challenge that is a little unnerving. Thanks for listening! Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via PayPal and Venmo: https://www.pay...

May 28, 202436 minEp. 255

EP#246 Building a Content Platform with Jason Nellis

I'm very happy to have Jason Nellis back on the show to share some insight into the world of building and growing in the world of content creation. Whether it is a podcast, YouTube or social media you are interested in, Jason has been in the industry for many years and is happy to share his advice for anyone looking to grow in this space. His Podcast, Building Value with Jason Nellis, is definitely worth a listen. You can find his show wherever you currently find your favorite shows. @JasonNelli...

May 24, 20241 hr 19 minEp. 254

EP#245 Sam Holmes Returns to the show

Today Sam Holmes returns to the show from his adventures in the Med. We talk about his recent paragliding, the challenges of Med sailing, future passages, equipment and even dealing with heavy weather. A few glitches here and there but always a pleasure to have Sam on the show. Check out his YouTube Channel @samholmessailing and his Instagram samholmessailing Sailing Into Oblivion Children's Audio Book: Audible.com Support this Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodca...

May 21, 20241 hr 16 minEp. 253

EP#244 Holly Martin AKA Wind Hippy Sailing

Today I sit down with Holly Martin, for years she has been sharing here solo circumnavigation with the world via Wind Hippy Sailing YouTube. Currently in Australia, Holly and I discuss everything from her entire voyage so far, minimalist sailing, dealing with negative comments and her inspirational takes on life and adventure. She is a must watch channel in the sailing world of YouTube and I highly recommend checking her videos out. Wind Hippy Sailing YouTube: https://www.youtube.com/@WindHippie...

May 13, 20241 hr 6 minEp. 252

EP#243 Conversation with Paul Trammell

Paul Trammell is a fellow Sailor, author and Podcast host. Offshore Sailing and Cruising and Sailing Into Oblivion have come together for a casual convo about everything from fighting sharks to Staysail use and everything in-between. Paul has a real talent for writing and narrating his books, I listened to Journey to the Ragged Islands before our show and it was absolutely wonderful, and I can't wait to be reading the rest of his library while sailing aboard Sparrow in the future. Big thanks to ...

May 09, 20241 hr 36 minEp. 251

EP#242 Ranting about Tech and Offshore Sailing

Well it's time once again for me to go off the rails a little and dive into my thoughts on the good and bad of Technology when sailing offshore. I will always have mixed emotions about this subject and in some ways I myself am still trying to figure out what is the best path. The time-honored tradition of old VS new. Enjoy the show and thanks for listening. Children's Audio Book: Audible.com Support the Podcast on Patreon: https://www.patreon.com/sailingintooblivionpodcast One Time Donations Via...

May 07, 202442 minEp. 250

EP#241 Gunnar Christensen GGR 2026

Today we are joined by Gunnar Christensen who has recently signed up for the GGR 2026 Solo around the world race. Over the next two years, Gunnar will be fundraising, finding and outfitting the boat, and getting in some good practice before heading over to France for the start. We will be checking in with him regularly to see the progress. He is working on his website this week and I will get all that information out as soon as it goes live. For now, you can connect with Gunnar at: gunnar.christ...

Apr 29, 20241 hr 8 minEp. 249

EP#240 Jon Bilger Founder of Predict Wind

Today we have a heavy hitter on the podcast, Jon Bilger is the founder and CEO of Predict Wind, the world's premier weather forecasting and routing software used by millions of sailors around the world. As a low-tech sailor myself it was very interesting to listen to the advances in technology and plans for future improvements to help make sailing as safe as possible. Big thanks to Jon for taking some time away from a very busy schedule to chat about one of the most valuable tools an offshore sa...

Apr 26, 20241 hr 7 minEp. 248
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