Price dips are MAGICAL for shaking new investment money loose. My story at $22K, $16K, $57K, and NOW

Published November 21, 2025

  • YouTube Video Transcript

    Price dips are magical for shaking new
    investment dollars loose, which is why
    I’ve ended up investing a lot more in
    Bitcoin than I otherwise would. So, I’m
    thankful for the price dips. Here’s
    quick a quick story of four of the most
    memorable times in that. So, the first
    is as the price was dropping in 2022,
    um I was looking for every conceivable
    way of buying more Bitcoin, I had not
    initially considered putting my
    charitable giving foundation funds in
    Bitcoin. So when I sold Bombgar
    Corporation back in 2014, I set aside
    money to do charitable giving for the
    rest of my life. [snorts] And I had not
    considered touching that money for the
    purposes of Bitcoin cuz I figured it
    would be a royal pain to figure out how
    to invest it in Bitcoin. I didn’t want
    to mess with it. Plus, it was charitable
    giving funds and I just figured I
    wouldn’t mess with it. But the price got
    so irrational as it dipped. Ultimately,
    it dipped down into the low 20,000s. And
    I thought, this is crazy. at below, you
    know, below 25,000 a coin, it makes zero
    sense for Bitcoin to be priced down
    here. And so I ultimately put more than
    half of all of those charitable giving
    funds in Bitcoin at a price of about
    $22,000 per coin. So obviously, they’ve
    more than quadrupled uh the value of
    that Bitcoin from then until now. And I
    only did that because Bitcoin was
    dipping. If Bitcoin had not been
    dipping, I would have been comfortable
    with my current setup, happy with my
    allocation. I had not considered uh
    investing charitable giving funds in
    Bitcoin up to that point and I would not
    have if the price had just nice steadily
    marched up. I would have just stayed
    fat, dumb, and happy right where I was.
    All right, next example. When the price
    dipped further below $20,000,
    ultimately Prosper, where I serve as
    president, we put uh seven figures, so
    over a million dollars of our own funds
    in Bitcoin uh at an average price of
    probably less than $18,000. In fact, we
    bought hundreds of thousands of dollars
    of Bitcoin uh at a price of uh $15,750,
    which was in within $250 of the cheapest
    it ever got in the last quite a few
    years. And again, we were investing
    about $200,000 a week over the course of
    like five weeks, I think it was, uh with
    the plan of investing a million. And one
    of those uh we I think we doubled up on
    it and and put two weeks worth in one
    week or something like that. Anyway, it
    was like $200,000 at 15,750.
    Again, because the price was dipping. If
    the price had not been dipping, we would
    not have put our uh treasury reserve
    capital in Bitcoin. But the price of
    Bitcoin was so cheap, it made sense to
    do that. All right. A third example. As
    the price climbed higher and higher and
    higher, it hit $74,000 in March of 2024,
    and then the price receded and it
    bounced around between $50,000.
    Actually, it was between $55,000 and
    $70,000. and it bounced around there so
    long that I thought this is ridiculous.
    At this point, worldwide adoption is so
    high compared to the price that I have
    got to find a source of capital that I’m
    not already deploying. And I decided to
    put my entire 11 years of Bombgar
    Corporation 401k in Bitcoin. And I
    ultimately did that in I think it was
    July or August of 2024 at a price of
    57,300.
    So 5730.
    So, I bought a substantial amount of
    Bitcoin with 11 years of fully matched
    401k at 57,300.
    Again, I only did that because the price
    was dipping. It had been as high as
    74,000 and the price was down in the 50s
    and I thought, “This is dumb. This is
    ridiculous. If people are going to keep
    being irrational about the price of
    Bitcoin, I’m eventually going to find a
    way of deploying more capital into it.”
    And so, I did. And obviously I’m up
    substantially on that $57,000 401k which
    had been growing very slowly up until
    that point. Okay, the last example is
    the most recent. Bitcoin peaked at
    $126,000. It started marching down. And
    once it dropped below 110,000, I
    thought, “Okay, here we go again. This
    is getting dumb. This is getting stupid.
    People are acting irrationally. The
    worldwide adoption of Bitcoin justifies
    a significantly higher price than the
    price today. And if you’re going to
    dangle cheap Bitcoin in front of me long
    enough, I’m going to find a way to buy
    it.” And the only thing I could come up
    with for a way to buy it was some gold
    and silver that I had bought back in
    2017. I could not remember exactly how
    much I bought and I couldn’t remember or
    immediately figure out how much it was
    up, but it was enough to be in the six
    figures somewhere. And so ultimately, as
    the price hit 105,000, I decided, you
    know what? Here we go again. I’ve been
    here before. I’m going to sell the gold
    and silver. I’m going to buy Bitcoin
    with that capital because the market is
    once again being irrational. So, it
    started a multi-week process because
    once you decide you’re going to buy uh
    sell gold and silver, unless you want to
    take a huge discount at a pawn shop or
    something like that, which obviously I
    was not going to do, it takes a couple
    of weeks at least, you know, 10 days to
    two weeks to go from I want to sell it
    to I have money in the bank as a result.
    And it took about in my case about 2
    weeks to go gather up all the gold and
    silver, inventory it, uh call around to
    figure out where I could sell it.
    Ultimately, I sold it at SD Bullion. S
    is in Sam, D as in David. uh SDB
    Bullion, SDBullion.com. They came highly
    recommended by a trusted friend of mine
    who had used them before many times. And
    so I sold all of my gold and silver to
    SD Bullion. The wire transfer hit last
    night and I bought hundreds of thousands
    of dollars of Bitcoin last night at an
    average price just above $95,000 per
    coin. So, uh here we go again. Now, I
    don’t know where I’m going to come up
    with additional capital in the future.
    If Bitcoin goes up to $175,000 a coin
    and then dips back down to 140, I will
    be feeling like I do right now, which
    is, hey, Bitcoin is being irrational.
    How can I buy more? I don’t know how I
    can buy more right now. But, you know
    what? I’m a very creative individual. I
    will either find a way of making more
    money or finding a way to monetize an
    asset that I own uh and find a way to
    get liquidity on that asset. Or maybe I
    will get more comfortable with borrowing
    against Bitcoin to buy more Bitcoin,
    which I do not recommend unless you are
    a very sophisticated investor because
    it’s very easy to get liquidated, which
    means you lose your Bitcoin if you’re
    doing that. I am currently not
    comfortable doing that myself. But there
    might be some creative ways that I can
    uh leverage to buy more Bitcoin. I don’t
    know. Right now, I sold the gold and
    silver. I’m deploying that capital into
    Bitcoin as fast as I can. I still have a
    little bit more to deploy into Bitcoin,
    but I have hit the daily purchase limits
    uh on Coinbase, River, uh Gemini, and
    Strike on all four of those. And my
    daily purchase limit on Kraken is too
    low to be worth doing. I don’t want to
    mess with it. Um mainly because I’ve
    never actually bought any Bitcoin on
    Kraken. And so, you start out with a
    really low daily limit. Whereas those
    other platforms, I used to buy Bitcoin
    on um Gemini way back in the day. I
    don’t anymore until last night. Uh but
    then of of course I do uh buy Bitcoin on
    River all the time and from time to time
    on Coinbase and I’ve never really bought
    much on Strike. S R I ke but Strike is a
    great platform. It’s just River is
    better in my opinion. So I always use
    River instead, but I was maxed out on
    the daily purchase limit on River. So I
    bought some additional on Strike. So
    anyway, uh I’ve got a little bit more.
    As soon as my daily limits reset, which
    should happen in the next couple hours,
    I’ll buy a little bit more Bitcoin,
    probably around $96,000 per coin. I
    don’t care what the price is. I’m going
    to buy it no matter what the price is.
    But you should be thankful for price
    dips. Price dips give you the
    opportunity to re-evaluate whether the
    amount of Bitcoin you own is the most
    you’re ever going to want to own. And if
    it isn’t, it gives you the opportunity
    to buy more at a discount. And it also
    just does a magical job of of shaking
    loose additional capital. In my case,
    uh, charitable giving capital and
    Prosper Treasury Reserve capital and
    401k capital and gold and silver
    capital. Each of those price dips gave
    me an opportunity to shake loose
    additional capital that I had not
    previously considered allocating to
    Bitcoin. But the price dip reminded me
    that the market is still irrational. the
    price is significantly below what it
    should be based on worldwide Bitcoin
    adoption and it made me reconsider
    whether I really owned as much Bitcoin
    as I thought I should and ultimately I
    concluded at all of those times and many
    more before that that I did not own as
    much Bitcoin as I should. Now, I didn’t
    cover the smaller ones. Uh the price
    dips earlier this year in April uh is
    when I took my allocation from 97%
    Bitcoin up to 99% Bitcoin when the price
    dropped into the high 80,000s. And then
    subsequently when it dropped into the
    mid70,000s,
    it was actually in the high 70,000s when
    I bought the last 1% of Bitcoin um with
    my liquid assets. So, as of April of
    this year, I’ve had 100% of my liquid
    assets in Bitcoin with gold and silver
    being the only thing that was not in
    Bitcoin because it was not liquid and it
    took multiple weeks to make it liquid.
    But I had uh 97% which I ultimately
    upped to 99 and then 100%. And both of
    those were based on price dips as well.
    So, be thankful for price dips. It’s an
    opportunity to buy Bitcoin at a
    discount. It’s also an opportunity to
    re-evaluate whether you have a source of
    capital you had not thought about before
    that could be deployed into Bitcoin in a
    way that will make you very thankful one
    day that you I do.

**Originally recorded 11/15/25**

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Disclaimer:

The content provided in this post is for educational purposes only. It should not be considered financial, investment, or trading advice. I am not a licensed financial advisor, and all opinions expressed are my own. Always conduct your own research and consult with a qualified financial advisor before making any investment decisions. Investing in Bitcoin or any other assets carries risk, and you should never invest more than you can afford to lose.

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