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Owned by Fil

What's Up Boomer

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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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Pick Your Online Business

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🇺🇸 Skool IRL: Arizona

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11 contributions to Pick Your Online Business
Wednesday Validation Check ✔️
One of the biggest mistakes people make when starting an online business is building something nobody asked for. That’s why validation exists. And it doesn't need to be complicated. You just need to find out if any human being actually cares about the problem you want to solve. So let’s do a quick check-in. Comment below with this: Idea: What problem are you trying to solve? Who did you ask? Friends, coworkers, LinkedIn, Reddit, Facebook, etc. Result: How many people said they'd actually want help with this? Example: Idea: Helping busy dads get in shape with 20-minute workouts Who I asked: 6 people from my gym Result: 3 said they'd be interested That’s validation. And no… you don’t need 100 people. Even 2-3 real responses is enough to move forward.
4 likes • 23d
The problem I would be solving or helping others with is the problem people have with starting their YouTube channels. I didn't really ask if anyone was interested. Upwards of 10 people have reached out to me and asked if I either could help them or if I offered advisement and how much I charge. I really did not want to go this route per se but in thinking about it recently I think it would probably be the best path forward for me right now as my channel is being built and seeing some success.
🔕 The 5 Signs You’re Still Stuck in Research Mode
Be honest with yourself. Which one is you? 1.You’ve watched more trainings than you’ve published posts. 2. You’ve changed your niche 3+ times. 3. You keep saying “I’m almost ready to launch.” 4. You save content about starting a business… but don’t start yours. 5. You feel busy learning, but nothing you’ve built exists yet. None of these mean you’re lazy. They mean you’re stuck in what I call research comfort. It feels productive. It feels responsible. It feels safe. But it’s still stuck. Most people don’t fail because they chose the wrong idea. They fail because they never chose one long enough to build momentum. Which number are you right now?
🔕 The 5 Signs You’re Still Stuck in Research Mode
1 like • Feb 24
I'd have to say Number 3 is closest to where I am right now 😎
The Reason You’re Still Stuck Isn’t Lack of Information
It’s something worse. You’re not stuck because you don’t know what to do. You’re stuck because you haven’t done it yet. And before you argue with me… I’ve looked at hundreds of responses, polls, and conversations from people trying to build something of their own. The pattern is undeniable. Most people aren’t building. They’re researching. 𝗧𝗵𝗲 𝗥𝗲𝗮𝗹 𝗧𝗿𝗮𝗽 𝗡𝗼𝗯𝗼𝗱𝘆 𝗪𝗮𝗿𝗻𝘀 𝗬𝗼𝘂 𝗔𝗯𝗼𝘂𝘁 People think they’re making progress because they’re: • watching another training • buying another course • tweaking another idea • planning another strategy But none of that is building. That’s mental motion, not real motion. You can spend months rearranging ideas in your head and still be standing in the exact same place. 𝗧𝗵𝗲 3 𝗧𝗵𝗶𝗻𝗴𝘀 𝗤𝘂𝗶𝗲𝘁𝗹𝘆 𝗞𝗶𝗹𝗹𝗶𝗻𝗴 𝗬𝗼𝘂𝗿 𝗠𝗼𝗺𝗲𝗻𝘁𝘂𝗺 Every stalled builder I’ve worked with runs into the same trio: Fear. Overthinking. Perfectionism. They don’t show up as villains. They show up sounding responsible. “I just want to make sure this is right.” But what’s really happening is this: You’re trying to buy certainty before you act. Certainty doesn’t come before action. It comes after. “𝗥𝗲𝘀𝗲𝗮𝗿𝗰𝗵 𝗠𝗼𝗱𝗲” 𝗜𝘀 𝗝𝘂𝘀𝘁 𝗣𝗿𝗼𝗰𝗿𝗮𝘀𝘁𝗶𝗻𝗮𝘁𝗶𝗼𝗻 𝗪𝗶𝘁𝗵 𝗕𝗲𝘁𝘁𝗲𝗿 𝗕𝗿𝗮𝗻𝗱𝗶𝗻𝗴 Most people are still operating like employees. They’re waiting for instructions. Waiting for permission. Waiting for the perfect time block. Waiting for clarity. Builders don’t wait. They move first. Clarity follows motion... not the other way around. 𝗧𝗵𝗲 𝗠𝗮𝗿𝗸𝗲𝘁 𝗗𝗲𝗰𝗶𝗱𝗲𝘀 𝗜𝗳 𝗬𝗼𝘂’𝗿𝗲 𝗥𝗲𝗮𝗱𝘆 - 𝗡𝗼𝘁 𝗬𝗼𝘂 You don’t get to decide when your offer is good enough. The market does. Customers don’t buy perfect. They buy useful. The fastest way forward is simple: Launch messy. Adjust fast. Repeat. Simple wins because simple ships. 𝗧𝗵𝗲 𝗧𝗿𝘂𝘁𝗵 𝗡𝗼𝗯𝗼𝗱𝘆 𝗪𝗮𝗻𝘁𝘀 𝘁𝗼 𝗔𝗱𝗺𝗶𝘁 You don’t need more information. You need a decision. A decision to move before you feel ready. A decision to act while it’s uncomfortable. A decision to stop negotiating with fear. Because progress doesn’t happen when fear disappears. Progress happens when you move anyway.
3 likes • Feb 19
Never before has the answer to a question been more clear... Time will tell.
200 members in 2 months 🥳
I want to share a win today. I started this group on November 25, 2025. In less than 2 months we've reach 200 members. This is the fastest I've ever grown a community. And it was 100% organic traffic. I did not run a single paid ad. The traffic strategy is going to be part of what I'm building. If you want to be included click here and vote "YES" to join the waitlist. Thank you for helping hit this milestone! P.S. What is everyone up to this weekend? We are inside all weekend in Chicago as the temps are -20 with the wind chill 🥶
200 members in 2 months 🥳
4 likes • Jan 23
200 🙌🏻 Working this weekend ... and it's a cold 🥶 couple days here in PHX, Az was well. Low 60s.
Quick check-in (be honest)
Curious where everyone actually is right now. No judgment. Vote below 👇
Poll
14 members have voted
1 like • Jan 22
Well, being new I haven't finished everything in the classroom, but I really have the three-idea-virus. We'll have to talk about it on our call as I really like all three, but I understand the importance of picking one to focus on.
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Fil Ladden
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40points to level up
Creator of What’s Up Boomer YouTube channel. Exploring simple retirement living, legacy storytelling, and what it means to reinvent yourself after 60.

Active 6h ago
Joined Jan 16, 2026
Phoenix, AZ
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