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42 sats \ 1 reply \ @benwehrman 5h
What's a client story that's always stuck with you? (Good, bad, or otherwise)
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The success stories are always inspiring. I’ve had clients who tightened up their spending, saved diligently, and were able to comfortably retire early, start businesses, or pivot into new careers. One client, for example, was deeply unhappy with his work environment and long commute. Together, we created a plan that allowed him to transition to part-time remote work while still meeting all of his family's financial needs.
The difficult stories, however, are heartbreaking. The most common mistake I see is people locking themselves into high fixed expenses, believing their income will always remain stable—only to lose a job or feel trapped in a career they despise just to keep up with their bills. I always advise against overcommitting financially, but at the end of the day, clients must make their own choices. My role is to provide the guidance, information, and tools to help them make better ones.
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Shocked that we're halfway through and no one has asked any tax questions!
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0 sats \ 1 reply \ @k00b 4h
What's the answer to the most common question you get about taxes? :)
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:) How to not pay them lol
The most common ways to reduce tax bills:
  1. Max out retirement accounts if cash flow allows (bitcoiners dont usually like this one unless they have access to the bitcoin ETFs)
  2. Use tax advantaged accounts like HSAs (same critique as above)
  3. Itemize taxes if possible - the standard deduction is high now so this may not work for everyone
  4. Tax loss harvest in down markets
  5. Manage business deductions
  6. Defer income to next tax year (business owner, or defer a bonus if possible)
  7. Income shifting to kids, as possible
  8. Donate to charity
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10 sats \ 1 reply \ @benwehrman 5h
Have you found anyone yet that has brighter laser eyes than you? I think you may hold the crown...
(And if you do find someone with brighter ones than you, how do you plan on retaking the throne?)
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There is no second best.
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Thanks for all the great questions! If you would like to continue the conversation, find me on twitter or feel free to schedule time with me in my financial planning practice or my consulting practice.
Happy stacking :)
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How would you calculate the FIRE number for a Bitcoiner?
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Do you eat steaks?
Show us your the best steak doneness
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Yes. Very rare.
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Awesome to have you here! I was really inspired by your Walker conversation a few months back... terrified really. Making me think I'm over-exposed.
What does it feel like to be a Bitcoiner whose message pushes Bitcoiners to have less bitcoin...? :P
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haha Feel free to schedule if you need financial advice :)
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Are you related to Pierre?
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0 sats \ 1 reply \ @k00b 4h
How has your financial advice changed over the last ten years?
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In the past, my main focus was helping clients achieve what they wanted. While I still work toward their goals, experience has taught me that "getting what we want" isn't always what's best for us. Today, my approach is centered on helping clients build a more meaningful and fulfilling life.
Additionally, I’ve shifted away from emphasizing traditional diversified stock and bond allocations, and instead focus more on balancing currency versus investment allocations. I still focus heavily on what is known as "asset liability matching" for my clients, meaning we match short term expenses with short term assets and long term expenses with long term assets, but we have bitcoin in our tool belt now, rather than being confined to traditional assets.
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0 sats \ 1 reply \ @k00b 4h
If it weren't for bitcoin, would you still be trading derivatives?
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0 sats \ 1 reply \ @k00b 4h
What's something you believe about bitcoin that other bitcoiners don't agree with you on?
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My perspective on the long term extends beyond the typical timeframe. I believe Bitcoiners should avoid making decisions based on short-term cycles over the next four years. Bitcoin is long-term money and should be approached with a mindset of holding for at least 10 years or more.
Additionally, I’ve observed that many Bitcoiners assume higher-than-average withdrawal rates for retirement, often prioritizing early retirement over long-term security. My approach is far more conservative, emphasizing sustainability and ultimately multi-generational wealth. Create a legacy, don't die with zero.
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0 sats \ 1 reply \ @k00b 4h
What's the biggest mistake bitcoiners make when doing their own financial planning?
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Great question!
  1. Bitcoiners think they need to work in bitcoin to be happy, when they can easily find any job they find meaningful and affords them work-life flexibility while stacking sats
  2. They dont think they need a fiat emergency reserve
  3. They dont save enough because they assume asymetric returns will undo poor financial behaviors
  4. They try to time the market because of "cycles"
  5. They try to earn yield on their bitcoin
  6. They borrow too much against their bitcoin because they think hyperbitcoinization will bail them out
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0 sats \ 1 reply \ @anon 4h
What do you think about the tax solution for Strike's All In On Bitcoin product? I didn't do the segmenting of all my bitcoin by the inventory method by the deadline. If I use/sell bitcoin now, don't I use/sell my oldest bitcoin? Or is it something else?
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I dont know much about the product, my understanding was that they were going to issue a 1099-DA in 2025 for anything sold.
My other understanding of the IRS rule was that the accountants could make the final decision on what lots were sold after the fact, since the rule hasnt been fully solidified
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0 sats \ 1 reply \ @k00b 4h
Who is the smartest person you've ever met?
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Rabbi Dr. Dovid Gottleib
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0 sats \ 1 reply \ @k00b 4h
What's the most surprising thing you've learned since providing bitcoin financial planning?
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First, Bitcoin is not a compounding asset — and while that might seem obvious, seeing its impact play out in real financial plans fundamentally changed how I approach long-term strategies.
Second is what I’ve learned about the people I work with. Every single client I have is truly incredible. The Bitcoin community attracts some of the best and brightest, and I feel blessed to work with people who are not only extraordinary in their thinking but extraordinary in character. Honestly, I don’t have any bad clients, and that still amazes me!
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What is the biggest hang up for most people when it comes to making even small allocations to bitcoin?
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Storing bitcoin securely is a significant challenge for most people. One of the worst-case scenarios is buying bitcoin, watching its value grow, and then losing it due to user error. Many aspects of the traditional financial system—such as wiring funds, choosing a bank, writing checks, or using services like Zelle—are already intimidating for the average person. The concept of self-custody feels even more foreign, leading many to avoid it altogether. I believe this is an area that will see major improvements over time, ultimately becoming far more accessible and user-friendly.
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I agree with you that the learning curve for bitcoin self custody can be intimidating.
Two weeks ago I published a book that aims to make the process of learning and practicing how to do self custody easier, and less anxiety-provoking:
Bitcoin, Hands On! 28 “learn-by-doing” exercises to master the basics of managing your own Bitcoin, including wallets, transactions, and self custody https://www.amazon.com/dp/B0F4SZSCH8
I wrote the book because self custody with bitcoin can be very challenging. The combination of unfamiliar software and technology--along with the knowledge that a mistake could cause you to lose your nest egg--often leads to either analysis paralysis, or the decision to keep bitcoin on an exchange or an ETF.
I'd be happy to send a free copy - contact me at feedback@BitcoinHandsOn.com
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Is this why so many are willing to pay large premiums to own stock in companies that buy bitcoin?
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Partly. I think people mostly buy these companies so they can try to outperform bitcoin. I do think it is why a lot of folks have gravitated to the bitcoin ETFs.
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are you as befuddled as Matt Levine about the price/valuation difference between real bitcoin and financialized Saylor/Mallers bitcoin? #957321
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According to you what's the biggest concern/myth right now that stopping a broader Bitcoin adoption?
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I think the volatility is still a major question for a lot of folks. They may want to own it but given how much the price bounces around they dont think it is for them. That said, this is easily solved by what is known as "position size". A person can allocate a smaller amount if they dont feel comfortable with a lot of volatility in their savings. In addition, focusing on bitcoin as being long term money instead of "get rich quickly" helps weather short term storms in pricing.
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1 BTC = 1 BTC = No volatility 1 Sat = 1 Sat = No volatility again
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I agree with you. Others are still using fiat as their unit of account.
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wrong
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0 sats \ 0 replies \ @Shugard 3h
We have a 4 week old daughter. I have already set up a cold wallet with 1 million sats in it (thanks to your advice on Walkers podcast) what else should I do to make her life as financially secure as possible in the long run? So far I have a plan to save $50 every month through Strike.
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0 sats \ 0 replies \ @kepford 3h
I think you've eluded to bitcoin still being largely ignored in the financial planning space. If that's still true what do you think will take for that to change and how long do you think it will take.
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What's your typical advice/strategy for first time home buyers?
Also, why aren't you shilling your podcast, Bitcoin for Advisors?! :)
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Can Bitcoin ever replace fiat currencies for MoE? If yes, when?
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Yes. But I don't have a crystal ball!
The less the fiat system is trusted, the more people will opt out, the more business will accept bitcoin, and the more likely it will be used as MoE.
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I've been beating the drum for GameStop to buy Bitcoin for years; they now have over $6 BILLION in fiat cash on hand 🤯
How would you pitch them on why they should put BTC on their balance sheet, from a corporate perspective?
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It’s not about speculating — it’s about protecting GameStop's balance sheet until they deploy capital into higher-IRR opportunities. They currently have excess cash sitting idle, losing value to inflation and earning minimal returns. Instead of waiting for the "perfect" project, GameStop can treat Bitcoin as strategic long-term savings. Bitcoin is scarce, decentralized, and a superior store of value compared to cash or bonds. By allocating a portion of their treasury into Bitcoin, they maintain liquidity while positioning for asymmetric upside and while waiting for an opportunity relative to their business goals.
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Hi, welcome to SN How do you orange pill your nocoiner friend?
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Depends on the nocoiner! Are they a nocoiner who is willing to listen to your opinion? If so, asking them lots of questions in a nonjudgmental was is going to be a great place to start so that you can find out what is important to them and what is holding them back from understanding bitcoin and getting involved.
If they dont have an open mind, dont bother.
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