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Owned by Fil

What's Up Boomer

36 members • Free

What’s Up Boomer: an old skool community sharing stories and lessons on retirement, legacy, and finding meaning in life after 60

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95 contributions to What's Up Boomer
🍫🍬🍭
A co-worker comes into the break room and dumps a grip of candy on the table, free for the taking. Which ONE do you choose? You can only have one.
Poll
2 members have voted
What's your wisdom? What's hiding in your mental warehouse?
Hey, guys, I've got a question... @Tav G. just joined my Skool group (https://www.skool.com/ai-results-2502) and mentioned she has been an insurance adjuster for years and is now retiring. She recognizes that she's got a ton of accumulated wisdom that she'd like to share with others to help them deal more effectively with homeowner's insurance claims. The question is, how best to do that? Obviously, using AI is the solution, but I've not seen anybody really talk about this -- how to get tacit knowledge you've accumulated over the years out of your head and captured in some kind of AI system that people can use? Part of the problem is that anybody who has been in a field for 20+ years has accumulated a TON of knowledge. But employers never bother to tap into it. At some point, they have a layoff and of course they get rid of the elders before the younger folks because we're more expensive (on paper, anyway). But in the process, they toss the baby out with the bathwater, and all of that knowledge and wisdom the elders have in their heads walks out the door with them. This person KNOWS she's got a lot of stuff in her head that represents a LOT OF VALUE to others. But what's the best way to capture it? The problem is, for most people it ONLY exists as lots of memories of experiences that are not hard to recall when properly triggered, but unless someone kept a diary, it's just random stuff that's not at all organized or easy to find without some nudging that brings it to mind. For most of us, that looks like a huge warehouse full of unlabeled boxes (conjuring up the scene at the end of Raiders of the Lost Arc). So we don't know what we know, begging the question, how do we figure out what's there? With so many people losing their jobs now due to AI, there's a large and growing pool of wisdom ready to capture and turn into "Mini Me's" who can help people with things in ways we cannot even really imagine.
2 likes • 16h
I have no idea if this would apply to @Tav G. industry but what comes to the top of mind for me is that much of my "experience" or knowledge that I've attained over the last 50 years, at least, is so outdated it no longer applies. Today as never before it's truly a brave new emphasis on NEW, world.
Why I'm Building Community Here (Not on YouTube)
I’m really glad you’re here on SKOOL, and I wanted to take a moment to explain why I chose this platform over YouTube for ultimately connecting with the YouTube audience. The difference comes down to connection. On YouTube, the comment section was never designed for real conversation. When someone replied to your comment, you wouldn’t even get notified—which meant questions went unanswered, discussions fizzled out, and genuine connection was nearly impossible. It just wasn’t built for what we’re trying to create here. SKOOL works differently. You get notified when someone responds to you. Conversations actually happen. People connect with each other, not just with content. That’s the foundation of a real community. Someone recently shared their experience in other SKOOL communities and how there seems to be a real focus on pushing services, courses, and workshops. While those are cool features of the platform, that’s not what my main focus is on. This isn’t a sales funnel. It’s simply a gathering place. I’ll be happy to share more about my own experiences exploring other communities here another time. Some I’ve found really great, and some ... well, let’s just say I have opinions that aren’t positive. But that’s for another post. I’m hoping more folks from our YouTube audience will find their way here and join us. As for what this community ultimately becomes? I’m leaving that open for now. Thanks for being here and for being part of something that’s just getting started. Have you found any other Skool communities that are 6/7 ???? 😆 good and/or bad?
Why I'm Building Community Here (Not on YouTube)
1 like • 2d
@Steve Eason there's a very real and ridiculous spirit of profit in many of the groups. I'll have no part of them although I found SKOOL to be pretty good compared to those past platforms which one did you think was best or better?
1 like • 2d
@Tav G. I don't use the word "hate" very often but I hate that hustle culture. It permeates so many of these communities. I laugh when I see some person thinking their value is worth thousands of dollars. I really do like that perspective of community and developing the definition of that out.
Caricature - rized! 🤖
Plug this prompt into Chatgpt .. or an ai of your choosing. -- Create a caricature of me and my job based on everything you know about me. -- Here's mine. I'll share a little more detail about this caricature when I have a little more time. Heading to work to you know where.
Caricature - rized! 🤖
0 likes • 4d
@Len Smith hahaha right? That's the scariest part of this
0 likes • 4d
@Len Smith that's good. 👍🏻
1-10 of 95
Fil Ladden
6
1,411points to level up
@fil-ladden-3855
Creator of What’s Up Boomer YouTube channel. Exploring simple retirement living, legacy storytelling, and what it means to reinvent yourself after 60.

Active 17m ago
Joined Aug 18, 2025
Phoenix, AZ