HeyJaredBONFINI PLAYBOOK
Your weekly dispatch of stories, tools, and wisdom for creating ease and direction. Insights from a coach, mom, and former fashion veteran navigating life's big transitions.
- Indexed issues, last 90 days
- 12
- Latest publication
- Sep 24, 2026
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- Jul 9, 2026
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AI Isn't Coming for Your Job. It's Coming for Your Confidence. (opens the original)
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Let me set the scene: a big strategy meeting is coming up, and you need to figure out the best next steps to present to other stakeholders or executives. You come to the pre-meetings with your direct boss/team to hash out the details, and you share your ideas and opinions based on your extensive experience in the subject. All of a sudden, your boss or even a colleague starts to fact-check you and challenge you based on the “research” they did with co-pilot/ chat GPT/ gemini ( whatever corporate
What Fashion Calls Resilience, I Call Over-functioning (opens the original)
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The fashion industry has always had a crazy level of toxicity, stress, high pressure and perfectionism.Recent events around New York Fashion Week and PETA have brought this conversation back to the surface and made it almost impossible to ignore. While I have opinions about what happened this past week, I’m not here to comment on or rehash the story and share the details. We have all seen the videoI’d like to share my thoughts on a deeper issue that I see happening here and across industries. As
A love letter to my 25-year-old self (opens the original)
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Every year around 9/11, I get a wave of nostalgia and start looking through old photos. This year is a big one since it's the 25th anniversary. Also, a friend of mine is celebrating 25 years of living in NYC, and he asked everyone to send him old photos, so it sent me down an even deeper rabbit hole.I have a pretty decent collection of photos from 2003 onward. Its WILD to look back at my life. Especially before social media.The way we were so free in those photos, no clue what was to come, and j
Your September Hall Pass (opens the original)
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Earlier this week, I posted on my Instagram stories that my day had been completely derailed, and I didn’t get anything done that needed to be done.I asked if anyone else was feeling the same, and I was shocked to see so many people reach out to me in my DM’s with the same feeling.This is how my day went:My husband put my favorite linen top in the dryer and shrunk itMy little one was sick and needed to go to the doctor, so all my morning meetings got canceled ( she is fine, just bad allergies th
My vulnerability hangover and what I didn't say on the podcast (opens the original)
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I had the honor of being a guest on The AND Podcast with former colleague and friend April Obersteller. She has created a fabulous community and platform, is an all-around incredible human, and I loved our conversation.But after we were done recording…. I honestly felt a little nervous.What if I said too much?What if I sounded silly?What if people I used to work with were going to judge me?Don’t they say that public speaking is one of the biggest fears in the world? Even if I wasn’t in front of
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