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Memoirs of a Midlife Legend

Hey Pops,

Found out my kid has been using AI to trash talk other kids in Fortnite. In four different languages.
I don't know whether to ground him or ask for tutorials.
Meanwhile, I'm still Googling "how to fix printer" while he's basically running a multilingual gaming empire from his bedroom. Time to level up.

Here's what we're conquering today:

  • AI that helps you tell your life story (without staring at a blank page)
  • Become the fun dad with zero prep and zero glitter
  • Social media help so you don’t post like it’s 2009

Let's get after it.

••••••••••••••••••••••
📝

USING AI TO WRITE YOUR AUTOBIOGRAPHY FOR YOUR KIDS

THE SITUATION:

You keep thinking about writing down your story - not for fame or fortune, but for your kids. You want them to know who their dad really was, where you came from, and what you learned along the way. But you stare at blank pages and don't know where to start.

ASK CHATGPT:

"Help me start writing my autobiography for my kids. I want to document my childhood, the lessons I've learned, and the stories that shaped who I am as their father. Give me prompts to get started and help me organize my memories into something they'll actually want to read."

FOLLOW-UP PROMPT: "Create a system that helps me turn my life experiences into stories my kids will connect with. Include techniques for writing about difficult times, family history, and the wisdom I want to pass down. Help me find my voice so this sounds like me, not a textbook."

REALITY CHECK: You wish you'd started writing earlier, but the best time to start is now. Your kids will want to know who their dad really was, not just what he did for work. This is your legacy.

🎪

USING AI TO BECOME THE ENTERTAINMENT DAD (NOT THE BORING ONE)

THE SITUATION:

Your kids are bored and looking at you like you're supposed to magically produce fun. Your repertoire consists of "go outside" and "find something to do." Meanwhile, your brother-in-law shows up and suddenly becomes the hero with a cardboard box fort.

ASK CHATGPT:

"I need creative, engaging activities I can do with my kids ages [ages] using stuff we already have at home. Include rainy day activities, outdoor adventures, and projects that teach them something while keeping them entertained. Make it fun for me too, not just babysitting."

FOLLOW-UP PROMPT: "Create a system that generates age-appropriate activities based on available time, materials, and energy level. Include backup plans for when things go wrong and ways to turn everyday situations into learning adventures that don't feel like school."

REALITY CHECK: Being the fun dad isn't about spending money or having tons of energy. It's about having a toolbox of ideas when you need them most.

📱

CREATING CONTENT THAT DOESN'T MAKE YOU LOOK LIKE A BOOMER

THE SITUATION:

Your social media presence is three blurry photos from 2019 and a Facebook post about the weather. Meanwhile, your brother-in-law is posting viral dad content and somehow becoming internet famous. You want to share your life without looking desperate.

ASK CHATGPT:

"Help me create engaging social media content about being a dad that's authentic, not trying too hard, and actually connects with people. I want to share [family moments, dad wins, life updates] without being cringe. Include caption ideas and posting strategies."

FOLLOW-UP PROMPT: "Set up a content creation system that helps me document family life, share parenting insights, and build connections with other dads. Make it simple enough that I can maintain it without it becoming another job."

REALITY CHECK: Your kids will appreciate having their childhood documented properly. And future you will thank present you for not being invisible online.

🧠

AI BYTE

The dad productivity revolution:

  • 78% of organizations reported using AI in 2024—up from 55% in 2023 (Stanford AI Index)
  • Frequent AI use at work nearly doubled in two years—from 11% to 19% (Gallup)
  • Experimenters save a median of 6 hours/week using AI (Sequencr.ai)
  • 79% of parents have used AI, with 29% using it daily—nearly double non-parents (Menlo Ventures)

While other dads are still drowning in digital chaos, you're building systems that actually work. The early adopters win.

ONE THING TO TRY THIS WEEK

Ask ChatGPT something weird and deeply personal—just to see what it comes up with.

Ask ChatGPT:
"Knowing everything you know about me, my family situation, and my goals—what’s one completely unexpected piece of advice you'd give me that I probably haven’t thought of? Be bold and surprise me."

Stop asking safe questions. Let AI dig into everything it knows about you and give you the advice you didn’t know you needed.

Reply and tell me: What’s the weirdest thing you’ve ever done to keep your kids entertained when you were desperate?