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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

Tuesday Nov 26, 2024
EP#286 Mission Aborted and Preparing to Launch Sparrow
Tuesday Nov 26, 2024
Tuesday Nov 26, 2024
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/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
Coaching and Consulting: https://www.sailingintooblivion.com/coaching

Saturday Nov 23, 2024
EP#285 Safety and Systems Check for Upcoming Offshore Sailing
Saturday Nov 23, 2024
Saturday Nov 23, 2024
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 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
Coaching and Consulting: https://www.sailingintooblivion.com/coaching

Tuesday Nov 19, 2024
EP#284 Interview with S.I.A. The Podcast
Tuesday Nov 19, 2024
Tuesday Nov 19, 2024
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/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
Coaching and Consulting: https://www.sailingintooblivion.com/coaching

Friday Nov 15, 2024
EP#283 Circumnavigating the Atlantic with Simon @theoddvoyage
Friday Nov 15, 2024
Friday Nov 15, 2024
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 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
Coaching and Consulting: https://www.sailingintooblivion.com/coaching

Tuesday Nov 05, 2024
EP#282 The End of Another Yard Period
Tuesday Nov 05, 2024
Tuesday Nov 05, 2024
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.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
Coaching and Consulting: https://www.sailingintooblivion.com/coaching

Tuesday Oct 29, 2024
EP#281 Live From the Boatyard
Tuesday Oct 29, 2024
Tuesday Oct 29, 2024
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
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
Coaching and Consulting: https://www.sailingintooblivion.com/coaching

Thursday Oct 24, 2024
EP#280 Comparing Sailing to Raising a Family with Heather
Thursday Oct 24, 2024
Thursday Oct 24, 2024
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
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
Coaching and Consulting: https://www.sailingintooblivion.com/coaching

Monday Oct 21, 2024
EP#279 James from S/V Zingaro
Monday Oct 21, 2024
Monday Oct 21, 2024
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 entertaining and informative content.
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
Coaching and Consulting: https://www.sailingintooblivion.com/coaching

Wednesday Oct 16, 2024
EP#278 Last Day of JeromesTown, Reality vs Expectations
Wednesday Oct 16, 2024
Wednesday Oct 16, 2024
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: 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
Coaching and Consulting: https://www.sailingintooblivion.com/coaching

Saturday Oct 05, 2024
EP#277 Sailing Into New York City
Saturday Oct 05, 2024
Saturday Oct 05, 2024
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://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
Coaching and Consulting: https://www.sailingintooblivion.com/coaching