Episode 68: This Is What Fred Found Out

October 1st, 2026  |  1 hr 49 mins

bravery, comfort, courage, ebm, embarrassment, love, memberships, motivation, nervousness, no agenda, optimism, paywall, peace, podcasting, positivity, social anxiety, value for value

Fred is hosting a LIVE Halloween Murder Mystery game on October 30th and is looking for people to join. The choose your own (group) adventure game will take about 2 hours, with Fred as the guide. Each player will get their own character sheet and the game will be semi-guided to prevent bogging down. Find out all about it at this week's Winning the Week Livestream Wednesday at 8PM Eastern!

Episode 67: Own the Feed - You're Already Making a Podcast and Don't Know It

September 24th, 2026  |  2 hrs 8 mins

livestream, podcasting, youtube

YouTubers: did you know you can turn the videos and livestreams you are already making into a podcast you actually own? I'm going to talk about getting your existing content into every podcast app on a feed that YOU control - without starting from scratch.

I'll talk about why podcasting is still one of the last practical places for free speech, how hosting your own audio gives you ownership, and how the Value for Value model keeps the work independent with no ads and no paywall.

discord: https://discord.gg/hDDCYkaFj2

💯🌍 Who I Am: The Real Me, Changing the World
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Podcasting as Infrastructure for Free Speech: Platform Independence and the End of Advertiser Veto (Article) - https://x.com/winningweek777/status/2100329263245238624

🎁 VALUE FOR VALUE
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I’m on a mission to change the world one person at a time - to help you overcome anxiety and find the tools and encouragement you need to truly Win the Week. Subscribe for weekly personal growth breakdowns, and let me know in the comments how you are choosing to make an impact this week.

Produced By: @AmysCozyPlace @CL.FantasyWavesArtStudio @Danathecookiemom @FaithOnTheWater @LifeWithGenXValues @FishingwithAllyG @FLightQuest-40 @Fred-Finds-Out @geraldinefreeae @GracielaGracieG @HeyItsBenIRL @KobasCatTails @MaddensVlog @MikesAdventureSparks @NBRiderOne @OneBlindGrandpa @OutdoorswithDaniel19 @OutdoorTennessean @pirlman1 @PopsWisdomTalk @Porchpipertom @Resident.Rev.Secutioner @RobtheMaritimer @TheChairman_8 @ThisisPam @WalkingTheNextChapter

Episode 66: You Don't Have to Fear Artificial Intelligence

September 17th, 2026  |  2 hrs 53 mins

bravery, comfort, courage, ebm, embarrassment, love, memberships, motivation, nervousness, no agenda, optimism, paywall, peace, podcasting, positivity, social anxiety, value for value

If the AI headlines have you bracing for the worst, I've got the (honest) reframe that helped me stop worrying about a future we can't control.

Episode 65: A Change Is In The Wind

September 10th, 2026  |  1 hr 40 mins

bravery, comfort, courage, ebm, embarrassment, love, memberships, motivation, nervousness, no agenda, optimism, paywall, peace, podcasting, positivity, social anxiety, value for value

I think the "embarrassing myself on purpose" series has run its course, and without a new topic to build a series around, I'm just opening up about myself and talking a little about who I really am to start to connect with you more, and "be authentic." This week's livestream can be about that, or anything else you want to talk about.

Thank you to my guest co-host, Mike from TheAgingRetiree YouTube channel! I appreciate your willingness to share your time and your insights on everything from social media to retirement to life in general.

Episode 64: Is YouTube Telling Me It's Over?

September 3rd, 2026  |  2 hrs 4 mins

bravery, comfort, courage, ebm, embarrassment, love, memberships, motivation, nervousness, no agenda, optimism, paywall, peace, podcasting, positivity, social anxiety, value for value

This week I'm discussing whether My "Mission: Embarrassment" series is working or if it's time to give YouTube a break altogether. I’ll be sharing more behind-the-scenes stories from my experiments, answering your questions, and discussing how we can all become "unembarrassable" to live more freely.

Episode 63: Let's Get Unembarrassable

August 27th, 2026  |  1 hr 37 mins

bravery, comfort, courage, ebm, embarrassment, love, memberships, motivation, nervousness, no agenda, optimism, paywall, peace, podcasting, positivity, social anxiety, value for value

My guest co-host: Fred Finds Out https://www.youtube.com/@Fred-Finds-Out

This week I'm unpacking why we’re so afraid of being "wrong" and how that fear keeps us stuck. I’ll be sharing more behind-the-scenes stories from my public experiments, answering your questions, and discussing how we can all become "unembarrassable" to live more freely.

Support the Show: Winning the Week is a Value-for-Value production. If you find value in this content, please consider supporting the show:
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Episode 62: Beach Embarrassment

August 20th, 2026  |  1 hr 41 mins

bravery, comfort, courage, ebm, embarrassment, love, memberships, motivation, nervousness, no agenda, optimism, paywall, peace, podcasting, positivity, social anxiety, value for value

Reviewing this week's video, my Tip of the Day, the commenter and encourager of the week, and of course live Q&A

Episode 61: Time For a Change!

August 13th, 2026  |  2 hrs 3 mins

bravery, comfort, courage, ebm, embarrassment, love, memberships, motivation, nervousness, no agenda, optimism, paywall, peace, podcasting, positivity, social anxiety, value for value

Now that I've finished the 9 Virtues in 9 Weeks series, what do I work on next?

Episode 60: Looking Foolish

August 7th, 2026  |  2 hrs 15 mins

bravery, comfort, courage, ebm, embarrassment, love, memberships, motivation, nervousness, no agenda, optimism, paywall, peace, podcasting, positivity, social anxiety, value for value

A review of this week's video and a discussion of future direction for the channel.

Episode 59: Dancing In Public

July 30th, 2026  |  1 hr 38 mins

bravery, comfort, courage, ebm, embarrassment, love, memberships, motivation, nervousness, no agenda, optimism, paywall, peace, podcasting, positivity, value for value

"Mission: Embarrassment": A raw and vulnerable series where I document my intentional journey into discomfort to build resilience. This includes videos like "Filming Myself in Public" and "Dancing in Public"

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Episode 58: Humiliating Myself ON PURPOSE Again! | RIP JCD

July 23rd, 2026  |  1 hr 19 mins

comfort, ebm, love, memberships, motivation, no agenda, optimism, paywall, peace, podcasting, positivity, value for value

And, a tribute to John C. Dvorak, RIP

Episode 57: "Putting Myself Out There" - Embarrassing Myself ON PURPOSE

July 16th, 2026  |  1 hr 36 mins

comfort, ebm, love, memberships, motivation, optimism, paywall, peace, podcasting, positivity, value for value

This Week:
🌟 The Cool Kids' Table ( Pre-show, come early!)
🌟 Commenter and Encourager of the Week!
🌟 Scenes From a Mall (PYOT)
🌟 Memberships Update
🌟 Producer Shout-outs

WINNING THE WEEK LIVESTREAM: WEDNESDAY NIGHTS 8PM EASTERN
https://live.winningtheweek.org
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SUPPORT THE CHANNEL: [https://donate.winningtheweek.org]https://donate.winningtheweek.org

ROB THE MARITIMER'S "PUT YOURSELF OUT THERE" 30-DAY CHALLENGE:
[https://www.robthemaritimer.com/put-yourself-out-there]https://www.robthemaritimer.com/put-yourself-out-there

MY FAVORITE YETI: 36 oz Bottle: https://amzn.to/4soJgE5