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Episode 18 – When I Lost, Then Lost Again  episode artwork

Jun 30, 2025 5 min

Episode 18 – When I Lost, Then Lost Again

from The Envelope Series Hosted by Lou Riley

I didn’t plan to come back here. Didn’t plan to see the same number staring back at me. Didn’t plan to feel the sting of shame settle into my bones. But I did. I lost— and then I lost again. This letter is for the part of me that thought progress was permanent, that I could go it alone, that I didn’t need the tribe that held me up before. Because what you conquer together will slip away if you try to carry it alone. If you’re staring at a comeback you never wanted to make, this one is for you. Press play. And let’s open another one. Your Turn: Have you ever felt the weight of starting over? What stopped you from showing back up? What gave you permission to try again? Drop a comment or reply. I always read them. Next Up: Episode 19 – Title Coming Soon Drops Monday at 6:05 AM CT. Because shame only survives in silence— but healing loves the light. Get full access to The Envelope Series at eatcleanlivegood.substack.com/subscribe

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Episode 18 – When I Lost, Then Lost Again

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How long is this episode of The Envelope Series?

This episode is 5 minutes long.

When was this The Envelope Series episode published?

This episode was published on June 30, 2025.

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