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:
✦ SUPPORT THE CHANNEL: https://donate.winningtheweek.org
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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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Value for Value:
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