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Jesse Windsor

Seems I had to make a mistake bad enough to crumble something. So here I am in a more personal form.

Newsletter · By Jesse Windsor · Official site

Indexed issues, last 90 days
10
Latest publication
Sep 11, 2026
Audience
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Earliest in this view
Jul 13, 2026

Latest issues

  1. Issue · Sep 11, 2026

    Time in a Bottle (opens the original)

    Excerpt · Neutral tone

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    I had a friend fairly recently point out a quote from one of our favorite authors. The book is call Walden or from Walden pond depending on which edition you stumble across. It was about an Indian having seen someone buy a basket go learn to and weave hundreds of baskets. Then expecting them to sell because he made them. I treated writing and other things like this in the very same way at the time so I definitely appreciate the tap to show me where I was making struggle. Right now one of my favo

  2. Issue · Sep 7, 2026

    The Holiday or the Garden? (opens the original)

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    I'm noticing today that Substack is my garden. It doesn't require constant babysitting. It requires me to plant what I feel needs growing. I can take time to start building the functional life I want without waiting for this to pay the bills. Maybe it's the spirit of celebrating labor day as a everything is closed so I have no distractions. Perhaps, something closer to real is the holiday is an excuse to slow down and listen. Instead of playing with brush and logs in the heat. I do believe of co

  3. Issue · Aug 12, 2026

    Overheated Hypnosis (opens the original)

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    I've spent all day avoiding this…Because I knew I needed to feel what came up first and I didn't want to go through all that…I've spent too long avoiding and running until the earth and God and myself all got together and set me up to man up and running to it instead of away…It's a new game to do this with ideals in place…I've learned a new level of resourcefulness…Because I quit taking the easy way out today…I quit shoplifting when I'm hungry for almost a week today…I quit stealing sport drink

  4. Issue · Aug 5, 2026

    The storms of a clusterfuck... (opens the original)

    Excerpt · Critical tone

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    It’s dark and cold and wet…I’d be lying to you if I said it wasn’t getting to me a bit…Thankfully, I have to sit still long enough to apply for more jobs today…Unfortunately, I can’t guarantee that I will nail the interviews…Or that I can be a good employee…That first week is gonna be rough…but I got this…unless I don’t… Read more

  5. Issue · Aug 3, 2026

    WTF am I doing... (opens the original)

    Excerpt · Critical tone

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    Subscribe nowLike all starting writers and coaches, I have spent thousands of dollars on training. Probably millions I didn’t even realize I had access to. I collected certifications and course completions like an 8-year-old collects Legos or trading cards. Then I went on the road, with a few attempts to recalibrate and rebuild in between. I suppose that really isn’t important, though. Just like the last few days of not posting anywhere, I’m avoiding what I think might hurt. The

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