James writes a letter and Richie does some purposeful waiting as they try to get to the bottom of friendship, resilience, and a pit with no bottom.

Heads up, this series is set in the Big Farm. I've done my best to keep the show as sleepy as possible, but it does touch on different versions of post-Earthly existence. If that doesn't sound like your cup of tea, it might be best to listen to a different episode.

Start a 7 day FREE trial of Sleep With Me Plus- The ultimate way to listen to show, based on how YOU listen!

Get your Sleep With Me SleepPhones. Use "sleepwithme" for $5 off!!

Are you looking for Story Only versions or two more nights of Sleep With Me a week? Then check out Bedtime Stories from Sleep With Me

Learn more about producer Russell aka Rusty Biscuit at russellsperberg.com and @BabyTeethLA on IG.

Show Artwork by Emily Tat

Going through a hard time? You can find support at the Crisis Textline and see more global helplines here.

HELIX SLEEP - Take the 2-minute sleep quiz and they'll match you to a customized mattress that'll give you the best sleep of your life. Visit helixsleep.com/sleep and get a special deal exclusive for SWM listeners!

ZOCDOC - With Zocdoc, you can search for local doctors who take your insurance, read verified patient reviews and book an appointment, in-person or video chat. Download the Zocdoc app to sign-up for FREE at zocdoc.com/sleep

PROGRESSIVE - With the Name Your Price tool, you tell Progressive how much you want to pay for car insurance, and they'll show you coverage options that fit your budget. Get your quote today at progressive.com

QUINCE - Quince sells luxurious, ethically-made clothes and bedding at an affordable price. Transition your bed for the season with soft, breathable bedding from Quince. Go to Quince.com/sleep to get free shipping and 365-day returns on your next order.

ODOO - Odoo is an all-in-one management platform with a suite of user-friendly applications designed to simplify and connect every aspect of your company in one, easy-to-use software. Odoo is the affordable, all-in-one management software with a library of fully-integrated business applications that help you get MORE done in LESS time for a FRACTION of the price.To learn more, visit www.odoo.com/withme

KINDRED - Kindred is a members-only home swapping network. It isn’t a hotel. It isn’t a short-term rental. It’s
a smarter way to travel where each stay feels like home. Apply now at LiveKindred.com and use code SLEEP to join for free. Plus, you'll earn 5 nights of travel credit just for signing up!

In this deeply personal minisode, Scoots speaks directly to you—especially if you’re a superlistener, someone who falls asleep fast, listens all night, or has been with the show for years.

He shares what’s been going on personally (recovering from surgery, preparing for a big move), and opens up about the emotional toll of asking for support to keep the podcast going. Despite some progress, the truth is clear:

But this minisode isn’t just about numbers—it’s about community, intention, and connection.

Scoots introduces a new way for everyone to participate:

• You can support the show, if you’re able.
• You can root for someone else to support the show.
• You can receive that rooting when you need it most.
• Or… you can do all three.

Even if you’ve decided not to support the show, you’re invited to take part in a quiet ritual of connection—sending out care, hope, and kindness across the deep, dark night to others who are struggling to sleep, just like you once were.

So whether you’re here to help keep the show going or just to be held by it, this minisode is for you.

💜 Thank you for being a part of this sleepy, strange, supportive world.

🔗

Links

• Support the show: sleepwithmepodcast.com/plus
• Need help with Plus? Email: support@supercast.com

A Pillowy Pegg will be just frosty enough to amuse you off to dreamland.

This is a special release from the SWM Vault. It’s been remastered and re-edited, but it might be a little looser than a new episode. If you want access to the full vault, you can join Sleep With Me Plus at sleepwithmepodcast.com/plus

Get your Sleep With Me SleepPhones. Use "sleepwithme" for $5 off!!

Are you looking for Story Only versions or two more nights of Sleep With Me a week? Then check out Bedtime Stories from Sleep With Me

Learn more about producer Russell aka Rusty Biscuit at russellsperberg.com and @BabyTeethLA on IG.

Show Artwork by Emily Tat

Going through a hard time? You can find support at the Crisis Textline and see more global helplines here.

HELIX SLEEP - Take the 2-minute sleep quiz and they'll match you to a customized mattress that'll give you the best sleep of your life. Visit helixsleep.com/sleep and get a special deal exclusive for SWM listeners!

ZOCDOC - With Zocdoc, you can search for local doctors who take your insurance, read verified patient reviews and book an appointment, in-person or video chat. Download the Zocdoc app to sign-up for FREE at zocdoc.com/sleep

PROGRESSIVE - With the Name Your Price tool, you tell Progressive how much you want to pay for car insurance, and they'll show you coverage options that fit your budget. Get your quote today at progressive.com

QUINCE - Quince sells luxurious, ethically-made clothes and bedding at an affordable price. Transition your bed for the season with soft, breathable bedding from Quince. Go to Quince.com/sleep to get free shipping and 365-day returns on your next order.

ODOO - Odoo is an all-in-one management platform with a suite of user-friendly applications designed to simplify and connect every aspect of your company in one, easy-to-use software. Odoo is the affordable, all-in-one management software with a library of fully-integrated business applications that help you get MORE done in LESS time for a FRACTION of the price.To learn more, visit www.odoo.com/withme

KINDRED - Kindred is a members-only home swapping network. It isn’t a hotel. It isn’t a short-term rental. It’s a smarter way to travel where each stay feels like home. Apply now at LiveKindred.com and use code SLEEP to join for free. Plus, you'll earn 5 nights of travel credit just for signing up!