I have a lot LESS Bitcoin than I otherwise might have

Published April 21, 2025

  • YouTube Video Transcript

    00:01 hey everyone I have a lot less Bitcoin
    00:04 than I otherwise might have if I had
    00:07 done things differently in the last 10
    00:08 years and I wanted to cover why that is
    00:11 and what I would do differently if
    00:13 anything the last 10 years as well as
    00:15 cover a very important concept people in
    00:17 Bitcoin talk about which is that
    00:19 knowledge of Bitcoin is on an as needed
    00:22 basis or another way of put that is to
    00:25 say people find out Bitcoin on a need to
    00:28 know basis because heavily plays into my
    00:31 story now I’ve covered sort of a high
    00:33 level of why I got interested in Bitcoin
    00:35 and what it has done for me but in this
    00:37 video I want to go into a lot more
    00:38 detail um about my story specifically in
    00:41 the hopes that it will be helpful okay
    00:43 so I sold bomgar Corporation in 2014 I
    00:46 had spent 11 years building the company
    00:48 built it up to more than uh 200
    00:50 employees and more than 57 million in
    00:52 annual revenue over the course of 11
    00:54 years I sold the company in
    00:56 2014 and I did not have a money problem
    00:59 at that time I was in a good spot um I
    01:02 had enough money that won I never had to
    01:04 work again for the rest of my life uh at
    01:07 that time I could have chosen to never
    01:08 work again another day in my life I
    01:10 could not only have not had a job I
    01:13 could have afforded a full-time
    01:14 executive assistant for the rest of my
    01:16 life and uh at least part-time if not
    01:19 full-time household help if I needed it
    01:21 for the rest of my life so there I was
    01:23 in 2014 so the first time I heard about
    01:25 Bitcoin was in 2014 and you might think
    01:28 but wait if you if if you heard about
    01:31 Bitcoin in 2014 you sold your company in
    01:33 2014 why didn’t you buy a bunch of
    01:35 Bitcoin in 2014 well first of all I
    01:37 dismissed Bitcoin as one of a million
    01:39 different Technologies I heard about in
    01:41 2014 so why would I believe this one was
    01:43 going to become a big deal when numerous
    01:45 other Technologies I was constantly
    01:47 hearing about were just falling by the
    01:48 wayside so I didn’t take it seriously
    01:50 but also the main reason was because I
    01:53 did not have a need to know Bitcoin is
    01:55 on a need to know basis and I did not
    01:57 have a need to know because I didn’t
    01:58 have a problem the amount of money had
    02:00 in 2014 was enough to cover me for
    02:03 everything I wanted to do as long as I
    02:05 lived a modest life and had you know
    02:07 relatively modest Ambitions uh with
    02:10 regard to what I was going to do with my
    02:11 life um so in 2014 you know I didn’t
    02:15 have any debt uh my house was paid off
    02:17 cars paid off you know and I I was all
    02:20 set um now again I couldn’t go crazy and
    02:22 I needed to live a modest lifestyle but
    02:24 I was all set so if somebody came to me
    02:25 and said yeah but you you know you could
    02:27 invest in Bitcoin and make way more
    02:28 money I would have said yeah but I have
    02:30 enough I have enough that if I invest
    02:32 just in the stock market you know a 6040
    02:35 stock Bond portfolio or whatever if I
    02:37 just do the same thing normal people do
    02:40 I’ll have enough money to accomplish my
    02:41 near-term goals and so I did so there I
    02:44 just didn’t have a need in 2014 so uh
    02:47 fast forward to 2017 and 2018 um I had
    02:50 spent a substant I don’t know if it was
    02:52 you know the majority but I had spent a
    02:54 substantial amount of the money that had
    02:56 uh been acred over those 11 years in
    02:58 politics and public policy so the
    02:60 legislature pays
    03:02 $23,500 a year Yes you heard that right
    03:05 $23,500 a year that is the entire salary
    03:07 for a legislator and so I had taken more
    03:10 than a 90% pay cut to uh dedicate that
    03:14 season of my life to politics and public
    03:16 policy and so a 90% pay cut combined
    03:20 with the fact that I started spending
    03:22 heavily on politics and public policy
    03:24 not only for a bunch of Elections I was
    03:27 uh cared a lot about including my own
    03:29 but also lots of public policy
    03:31 initiatives 501c3 nonprofits 50 uh C4
    03:35 advocacy organizations 50 C6
    03:37 organizations political action campaigns
    03:40 called PS you know I was heavily funding
    03:42 a lot of that different stuff so um even
    03:44 though the money amount of money I had
    03:47 you know could have sustained a a
    03:48 reasonable lifestyle for the rest of my
    03:50 life that is not what I wanted to do
    03:52 what I wanted to do and my favorite um
    03:54 you know my favorite quote or
    03:55 inspirational quote is the quote about
    03:57 the arena and uh I meant to print it out
    03:60 and I didn’t but it’s uh you know uh
    04:02 basically the uh uh the credit goes to
    04:05 the you know blood soaked and scarred
    04:08 people who are actually in the arena
    04:10 changing the world rather than the
    04:11 people uh you know criticizing them from
    04:13 the grand stands you know who are not
    04:16 even uh you know in play so I love that
    04:18 quote anyway uh and I’ll read it on a
    04:20 separate uh you know separate video um
    04:22 but that’s the way I wanted to live my
    04:23 life I wanted to get in the arena I
    04:24 wanted to change the world for the
    04:26 better I wanted to you know I wanted to
    04:27 have the highest possible impact I could
    04:29 possibly we have in the fastest way
    04:32 possible and that was expensive that
    04:34 cost millions of dollars between 2014
    04:37 and 2018 so by the time I bought my
    04:39 first Bitcoin in late 2017 and early
    04:42 2018 um when the prices initially uh the
    04:46 the Bitcoin I bought was between
    04:48 $6,400 and you know probably
    04:51 $9,800 so that initial Bitcoin from 2017
    04:54 to 2018 is up between 10x and 15x and I
    04:58 bought a little bit uh I mean that
    04:60 enough to sort of matter but not really
    05:01 enough to matter so uh for the theme of
    05:04 this video the reason I don’t have a lot
    05:05 more Bitcoin one because I did not have
    05:08 a need to have something
    05:09 transformational financially in 2014
    05:12 that that need did not exist because
    05:13 stocks and bonds were good enough for me
    05:16 in 2014 to do what I needed to do and I
    05:18 thought at the time that was you know I
    05:21 was not going to end up needing
    05:23 substantially more financial resources
    05:25 than I could generate by just keeping my
    05:26 assets in the stock market U so 28 rolls
    05:29 around and still I have a problem but
    05:31 not a big problem the problem is I’ve
    05:33 spent millions of dollars trying to
    05:34 change the world and you know create
    05:37 positive impact largely successfully I’m
    05:39 very I mean I’m very proud of the fact
    05:40 that of all the money I’ve ever spent on
    05:43 efforts to change the world almost all
    05:45 of it bore fruit which is which is very
    05:47 rare for anybody doing advocacy work um
    05:50 I mean it’s very regular that you sit
    05:52 down with somebody who spent millions or
    05:54 even hundreds of millions of dollars
    05:55 trying to change the world and ask them
    05:56 how they feel about it and they’re like
    05:58 half of it was a complete waste of time
    06:00 and the other half of it sort of mixed
    06:02 bag that is the normal response you get
    06:04 from somebody who spent a lot of money
    06:06 trying to change the world is half the
    06:08 money was a waste the other half was a
    06:10 mixed bag but they’re pretty sure enough
    06:12 good came out of all of it to make it
    06:13 worth it that’s not how I feel about the
    06:15 impact you know I’ve made in the world I
    06:17 feel very good that almost all I mean
    06:20 maybe 98% 99% a very very very high
    06:23 percent of all the money I’ve given to
    06:25 things all the money I’ve spent all the
    06:27 uh you know the the things I’ve been
    06:28 involved with I feel very good about the
    06:30 impact in the world they’ve had uh but a
    06:31 huge part of that is every single dollar
    06:33 I spent I spent just vast amounts of
    06:35 time researching and studying what I was
    06:38 doing so that every single bet I was
    06:40 placing in an effort to change the world
    06:42 was extremely like massively analyzed
    06:45 and calculated and all that so so I I
    06:48 felt very good about the money I had
    06:50 spent uh between 20 I should say we me
    06:53 and my wife because you know we make all
    06:55 of the major financial decisions
    06:56 together and um obviously so these are
    06:59 you know credit goes to her for uh for
    07:01 being uh you know willing to team up on
    07:03 a change the world campaign that cost a
    07:05 ton of money um so anyway we had spent a
    07:07 substantial amount of money between 2014
    07:08 and 2018 so the reason first reason I
    07:10 don’t have way more Bitcoin than I I
    07:12 have is because I didn’t need Bitcoin
    07:14 back in 2014 so I ignored it because the
    07:16 stock market was just barely good enough
    07:19 to accomplish my financial needs in 2017
    07:21 and 2018 um I bought Bitcoin but I was
    07:26 in the process of embarking on a very
    07:28 expensive uh um uh political Campaign
    07:31 which was initiative 65 which was an
    07:33 effort to bring a medical marijuana
    07:36 program to the state of Mississippi so I
    07:38 started that initiative I funded that
    07:40 initiative I I did I did I hired the
    07:42 entire staff for that initiative I I
    07:45 mean that initiative was my baby from
    07:47 late 2017 all the way through the
    07:50 election and the ballot initiative in
    07:52 2020 and then ultimately the Supreme
    07:54 Court overturned it in 2021 and then we
    07:57 got the uh we got the program
    07:58 legislatively in 202 2 so that from 2017
    08:02 to 2022 um you know a large portion of
    08:05 that especially through you know the
    08:07 first half of 2021 I mean that was my
    08:09 baby it cost millions and millions and
    08:12 millions of dollars and I was reluctant
    08:14 as I was embarking on that to put a
    08:17 bunch of Capital At Risk so my thought
    08:19 process was well look i’ I know I’m
    08:22 going to have enough money uh you know
    08:24 to fund this thing with you know my
    08:26 current strategy I don’t have enough
    08:28 time to go research Bitcoin and how you
    08:30 know how likely it is to succeed and
    08:32 what the volatility is I just don’t have
    08:35 I don’t have a need to solve a problem
    08:37 that where the pain is high enough to
    08:39 buy more than a relatively small amount
    08:41 of Bitcoin so I bought a relatively
    08:42 small amount of Bitcoin in 2017 and 2018
    08:46 and then just focused on you know
    08:48 initiative 65 the medical marijuana
    08:50 campaign that was a full-time I mean
    08:51 literally a full-time job in addition to
    08:53 my legislative service for all of 2018
    08:56 all of 2019 and all of 2020 and then you
    08:59 know I mean that was it was super
    09:00 intense for about three and a half years
    09:03 um I mean just super intense so again I
    09:05 did not have the time to research
    09:07 Bitcoin and also I was just reluctant to
    09:10 put Capital at risk that I thought I
    09:12 might need to continue to fund the
    09:15 medical marijuana campaign in
    09:17 Mississippi and the reason I’m you know
    09:18 I’ve talked about this in other places
    09:20 but the reason I’m passionate about that
    09:22 issue is I lost both my parents to
    09:23 cancer when I was in my 20s uh both of
    09:25 them died in a lot of pain even with all
    09:27 of the best uh medication and the best
    09:29 pain killers in the world and I deeply
    09:31 believe after tons of research that had
    09:34 medical marijuana been available to them
    09:37 when they were in the you know in
    09:39 hospice and both in the process of dying
    09:41 of cancer that had medical marijuana
    09:43 been available to them it would have
    09:44 significantly helped with the pain and
    09:46 especially the nausea uh in both cases
    09:48 my mom had a very uh in both cases in my
    09:50 mom’s case with ovarian cancer and my
    09:53 dad’s case um with lung cancer even
    09:55 though he never smoked so it was not
    09:57 smoking related but my dad got lung
    09:59 caner cancer
    09:60 metastasized to his brain um in both of
    10:03 their cases nausea was just a huge
    10:05 problem inability to keep down food
    10:07 inability to have an appetite and uh
    10:09 medical marijuana is just fantastic for
    10:11 that so I was passionate about the issue
    10:12 and I absolutely wanted to see that
    10:14 campaign through and I did not want to
    10:16 risk Capital that I knew I had uh that
    10:19 could fund that campaign and result in a
    10:21 win and I just didn’t have the time or
    10:24 the risk appetite at that time to risk
    10:27 Capital uh knowing that I had to finish
    10:30 that job and get that uh initiative
    10:32 passed so ultimately we collected
    10:34 228,000 signatures that’s insane
    10:37 228,000 signatures which was extremely
    10:41 cost intensive you know labor intensive
    10:44 and costly to just aass an army of
    10:46 people to go get 228,000 signatures um
    10:49 and then we had to run a massive
    10:51 campaign on top of that um you know for
    10:54 all of that so um and I’ll get to more
    10:56 of that in a minute here so um in 2018
    10:59 around comes
    10:60 2018 and I buy again enough Bitcoin to
    11:03 to matter a little bit but not really a
    11:04 lot and then I move on and you know
    11:07 continue the good fight on you know
    11:08 legislative stuff uh public policy
    11:10 Criminal Justice Reform the medical
    11:12 marijuana campaign I do all of that well
    11:14 in
    11:15 2020 um the legislature my fellow
    11:18 colleagues in the you know Mississippi
    11:21 legislature um screwed me over by
    11:24 putting an alternative ballot initiative
    11:26 on the ballot so I had done it the right
    11:27 way collected 228,000 sign but the
    11:30 legislature has the right to propose an
    11:31 alternative ballot initiative and they
    11:34 were trying to Scuttle the whole thing
    11:36 to make it go away and the best way they
    11:38 knew to do that was to confuse the issue
    11:40 by putting an alternative ballot
    11:42 initiative on that was also about
    11:43 medical marijuana now the truth is their
    11:46 initiative would have not resulted in an
    11:47 actual medical marijuana program it was
    11:49 essentially an effort to confuse the
    11:51 voters and mess the issue up so much
    11:54 that uh you know it would fail at the
    11:56 ballot um so anyway so what what would
    11:59 have been an easy campaign to get that
    12:01 passed in 2020 once again resulted in an
    12:04 extremely expensive campaign because now
    12:06 we had to explain to all the voters why
    12:08 they were going to see two different
    12:10 initiatives on the ballot in 2020 here
    12:13 in Mississippi and how they were
    12:15 supposed to distinguish between the two
    12:18 and what they were and why there were
    12:20 two and that cost millions of more
    12:22 dollars on top of that so rolling into
    12:26 2021 I had a serious problem I mean
    12:30 again going back to the theme that
    12:31 Bitcoin is on a need to know basis and
    12:34 people find out about Bitcoin on an as
    12:37 needed basis I suddenly in 2021 had a
    12:40 very serious need to figure out what I
    12:43 was going to do to try to claw my way
    12:45 back to you know even close to where I
    12:48 was back in 2018 before all of that or
    12:51 even back to
    12:53 2014 uh back uh you know at the peak of
    12:56 my US dollar denominated uh net worth
    12:59 back in 2014 so I had this Bitcoin uh
    13:02 from 2017 and late 2017 and early 2018
    13:06 which again had a had a cost basis of
    13:08 between $6,400 was the cheapest cheapest
    13:11 cheapest Bitcoin I ever bought in that
    13:13 period and the most expensive Bitcoin or
    13:15 not the most expensive but the the
    13:17 average was probably in the
    13:19 $9,800 something like that so again up
    13:21 15x from the cheapest cheapest point but
    13:24 sort of most of it was probably in the
    13:26 ballpark of about up 10x uh today but
    13:29 again the problem was I hadn’t put
    13:31 enough money in Bitcoin from back then
    13:33 for even that 10 or 15x upside to be
    13:36 transformational because again I did not
    13:38 have the time I didn’t have the risk
    13:40 appetite I just I didn’t have the need
    13:42 and so I was basically messing around
    13:44 with it I mean that’s what I was doing
    13:45 in late 2017 and early 2018 as I was
    13:48 messing around with Bitcoin the problem
    13:50 is if you mess around with Bitcoin and
    13:52 you put a pretty small percent of your
    13:53 net worth in Bitcoin then even though it
    13:55 goes up 10x you’re like well heck if you
    13:58 put 1% of your net worth in Bitcoin and
    14:00 it goes up 10x then you have 10% more
    14:03 money well 10% more money is way better
    14:05 than just 1% but if somebody’s like wow
    14:08 that’s totally transformational you feel
    14:10 super rich you’re up 10x on your Bitcoin
    14:12 it’s like yeah but if it’s 10x on one%
    14:15 you only have 10% more than however much
    14:17 money you had before which for most
    14:19 people they would not describe as
    14:20 transformational so I had put I there’s
    14:22 probably more than 1% but it was not
    14:25 again it was not enough to really matter
    14:27 uh back then okay so fast forward to
    14:29 2021 I have a serious problem which is I
    14:33 have spent you know not only have I
    14:34 spent the majority of the assets I have
    14:36 from 2014 I’ve done that multiple times
    14:39 at this point in 2021 and again largely
    14:42 successful I mean the medical marijuana
    14:44 campaign passed with 74% of the vote uh
    14:47 I mean we got it on the ballot it’s the
    14:48 first time that anyone in the history of
    14:50 the state of Mississippi had ever gotten
    14:52 anything on the ballot over top of the
    14:55 objection of the Mississippi legislature
    14:57 I mean it’s just it was incredible like
    14:59 I mean we just did something nobody else
    15:00 had ever done before and then obviously
    15:02 we had to go you know fight the fight
    15:03 the fight to get the program passed in
    15:05 the legislature once the Supreme Court
    15:07 invalidated the uh ballot initiative
    15:09 process um but anyway all that to say
    15:12 when all that happened around RS 2021
    15:14 and I have a serious need I have a need
    15:17 to know you know uh if bitcoin’s on an
    15:21 as needed basis I am now in the as
    15:23 needed part of people which is I got to
    15:26 figure out I got to figure out how to
    15:28 get back to where I was and so I was
    15:30 started looking at all the assets I
    15:32 looked at real estate I looked at stocks
    15:33 I looked at bonds I looked at everything
    15:35 and I came to the conclusion with every
    15:37 other thing I could invest in it was not
    15:40 going to get me where I wanted to go you
    15:42 know I’ve got private Investments for
    15:44 example Prosper on the island of Raton
    15:46 uh that could pay off you know huge but
    15:48 it’s not liquid meaning I have stock
    15:50 that has a sort of assigned Book value
    15:53 that’s worth a lot but it’s not liquid
    15:55 there’s no way I can pay bills with that
    15:57 and there’s no Marketplace to sell that
    15:59 stock today which means I have a you
    16:01 know I have have wealth related to
    16:03 private Investments meaning not publicly
    16:05 traded I have wealth related to private
    16:07 Investments but you can’t you know you
    16:10 can’t live on uh you can’t live on uh
    16:12 you know paper numbers right it’s you
    16:14 got to be able to turn it into something
    16:15 real that you can buy stuff with and my
    16:17 private company Investments are not in
    16:19 that category um so anyway so I had a
    16:22 serious need to know so in 2021 after
    16:25 thoroughly evaluating all the different
    16:26 you know opportunities and assets I came
    16:29 to the conclusion that Bitcoin was
    16:31 likely the only asset that had the
    16:34 upside necessary to get me where I
    16:36 wanted to go and even though I had spent
    16:39 down the vast majority of the assets I
    16:41 had acquired with the sale of bomgar
    16:44 Corporation in 2014 I still had enough
    16:47 that if I put them in Bitcoin I could
    16:50 start to get back to where I was before
    16:52 and potentially over time even Beyond
    16:55 where I was before um so that’s what I
    16:58 did I started in 202
    16:60 uh I think I may have bought some
    17:01 Bitcoin in 2020 but probably I was
    17:03 probably in 2020 just watching my you
    17:05 know 2017 2018 Bitcoin go up uh I think
    17:09 it was 2021 that I really started buying
    17:10 more Bitcoin especially after it peaked
    17:13 in uh you know the early part of the
    17:14 year in I think March or April or
    17:16 whatever it was as the price started
    17:18 coming down I was like all right I’ve
    17:19 got to load up on this and I got to load
    17:20 up on this like in a big way so I
    17:22 started buying Bitcoin I started buying
    17:24 more Bitcoin I started buying more
    17:25 Bitcoin so I bought through the 2021 dip
    17:28 from $69 ,000 or
    17:30 $64,000 down to $30,000 I was buying
    17:34 buying buying I think my single largest
    17:36 buy uh the single largest buy of Bitcoin
    17:38 I’ve ever done was for $39,000 and so
    17:42 the price had gone up to 64,000 it had
    17:44 come back down it was dropping
    17:45 consistently of course I knew I was not
    17:48 going to be ever be able to time the
    17:50 perfect bottom of the market so
    17:52 ultimately when I had the liquidity and
    17:53 I had the conviction meaning I had done
    17:55 enough research and to uh to be certain
    17:58 I was making a good investment I think
    18:00 the the largest single purchase of
    18:02 Bitcoin I ever made was for 39 or just
    18:04 under
    18:05 $39,000 and that was in the summer of
    18:08 2021 uh but then I continued to buy on
    18:10 the way up and back down in 2021 and
    18:12 then when 2022 came around and it just
    18:14 started going down and down and down I
    18:16 was like this is my chance Bitcoin is
    18:18 Blessing Me Bitcoin is going to give me
    18:20 a chance to ratchet what started at I
    18:23 don’t know whatever it was a few percent
    18:25 or you know somewhere above 1% but not
    18:28 enough to matter of net worth from way
    18:30 back in 2017 2018 to I ratchet it up to
    18:33 you know as I was making these purchases
    18:35 10% 20% 30% 40% 50% uh you know
    18:40 60% and then uh in probably coming into
    18:44 2023 I probably had between um I don’t
    18:48 know it was above 60% of my liquid net
    18:50 worth again not company not counting
    18:52 private companies but of my uh liquid
    18:54 net worth I probably had you know call
    18:56 it 60% something like that in Bitcoin
    18:58 and then in 22 I ratcheted up even more
    19:01 and more and more probably to 80% and
    19:04 then in 2023 uh as we got into 2023 I
    19:07 was like okay I’m at like 80% Bitcoin
    19:10 here I want to ratchet it up more but I
    19:12 need some sort of assurance that if
    19:15 something bad happens with the banking
    19:17 system it’s not going to get blamed on
    19:18 bitcoin and uh I was finally given that
    19:21 you know blessed by that in March of
    19:24 2023 when Signature Bank Silicon Valley
    19:27 Bank and um uh whatever the other one
    19:30 was signature Silicon Valley Bank and
    19:32 the Third Bank that uh that got taken
    19:34 over by the government only one of them
    19:37 was insolvent the other two were
    19:38 assassinated literally the government
    19:39 came in and said you’re banking too much
    19:41 with the crypto industry and we’re just
    19:43 shutting you down because we can um
    19:46 which you know that was only discovered
    19:48 in retrospect at the time they said they
    19:50 were shutting them down because they
    19:51 were insolvent but ultimately after they
    19:53 were audited it was it it turned out
    19:55 they were not insolvent so only one of
    19:57 the three Banks actually was insolvent
    19:59 the other two were just fine and the
    20:01 government just took them over anyway
    20:02 because they figured hey if we’re taking
    20:04 out One bank that serves the uh crypto
    20:07 sector we might as well take out all
    20:09 three of them and you know that will
    20:11 hurt the industry um ultimately rather
    20:13 than hurt the industry even though it
    20:15 made you know it a little harder for
    20:17 some of the participants to get bank
    20:18 accounts um the effect was Bitcoin went
    20:20 up and so that was the final signal I
    20:22 was looking for that was like wow okay
    20:25 three Banks blow up and get you know
    20:27 taken over by the government and bailed
    20:29 out and rather than go down you know
    20:31 nobody’s blaming this on bitcoin which
    20:33 of course had nothing to do with it and
    20:35 nobody’s blaming this uh you know nobody
    20:38 is you know sort of uh running away from
    20:41 Bitcoin instead they’re running to it
    20:42 like everybody’s like wow the money in
    20:44 the banks are is not really safe like
    20:46 they got bailed out this time by the
    20:48 government but what if the government
    20:50 had decided to teach everyone a lesson
    20:52 and you know not bail out those people
    20:54 and a lot of those Banks had a lot of
    20:55 business accounts that had more than
    20:57 $250,000 in them them so if you’re a
    20:60 startup company and you’ve just raised
    21:01 $5 million and Silicon Valley Bank goes
    21:04 under and you know 4.75 million of that
    21:07 disappears and the FDIC gives you you
    21:09 know 250,000 you know you’re upside down
    21:11 you’re you’re you’re toast um so when
    21:14 that happened in March of 2023 I was
    21:16 like okay you know the banking sector
    21:18 can blow up and it doesn’t get B blamed
    21:20 on bitcoin and rather than the price
    21:23 going down because everyone’s scared the
    21:24 price actually goes up because
    21:26 everybody’s understands you know they
    21:28 understand that Bitcoin is the one thing
    21:30 the government can’t do that to uh and
    21:32 can’t take over and all that uh so the
    21:34 price went up so that’s when I started
    21:36 ratcheting from 80% of my liquid net
    21:38 worth up to where I am today in the
    21:40 ballpark of uh it’s probably just a
    21:42 little north of 97% of my liquid net
    21:44 worth um so that’s a very long story I
    21:47 understand a very long story but uh the
    21:49 summary of all that story is why don’t I
    21:51 own more Bitcoin one because I did not
    21:55 have a need to know back in 2014 and
    21:59 education on bitcoin is on an as needed
    22:01 basis and I just didn’t have a need to
    22:02 know in 2014 uh in 2018 I still didn’t
    22:06 really I mean it was certainly growing
    22:08 but I still didn’t really have a need to
    22:10 know in 2017 and 2018 which is why the
    22:14 amount of Bitcoin I bought was again I
    22:16 don’t know pick a number but it’s you
    22:17 know not it’s it’s a number that’s above
    22:19 1% but it was sort of less than enough
    22:21 to matter in 2017 and 2018 and then fast
    22:25 forward to 2021 when I was in full-on
    22:29 need to know basis I am officially
    22:31 hunting for an asset that can get me
    22:34 back where I was uh and Beyond back from
    22:37 you know when I sold bomgar Corporation
    22:38 in 2014 and after a rigorous examination
    22:41 of everywhere I could possibly put money
    22:44 uh determined that Bitcoin was it and
    22:46 then ultimately I did what I always do
    22:48 when you know I’m get interested in
    22:49 something I learn everything there is to
    22:51 know about it and then I read everything
    22:53 against it so I have read every single
    22:55 book that’s ever been written that was
    22:57 anti- Bitcoin or anti- crypto or
    23:00 critical of Bitcoin or crypto to make
    23:03 sure that I’m not missing anything to
    23:05 make sure that they don’t have a
    23:06 compelling argument that I haven’t
    23:08 thought of that affects whether I think
    23:10 Bitcoin is the best investment in the
    23:11 world and after all of that rigorous
    23:13 examination I can continue to increase
    23:16 increase and increase the amount of
    23:18 Bitcoin uh I have so um one thing I
    23:21 don’t think I’ve ever talked about is
    23:23 what is my overall Blended cost basis my
    23:26 guess my guess is that’s in the sort of
    23:30 let’s call it the low 30,000 um so you
    23:33 may be thinking wait low 30,000 you’ve
    23:35 been in for Bitcoin for seven years
    23:37 eight years now how are how is your cost
    23:40 basis in the low 30,000 why is it not
    23:42 down at pennies well because a
    23:44 relatively small amount of the Bitcoin I
    23:46 bought was back in 2017 and 2018 when it
    23:49 was between you know 6,400 and 9,800
    23:53 like that’s just a relatively small
    23:54 percentage of the total even though I
    23:56 still own that Bitcoin um that’s a
    23:58 relatively small part of the whole and
    24:00 I’ve been buying all the way up and all
    24:02 the way down so uh I bought a lot of
    24:04 Bitcoin Below $177,000 in 2022 but
    24:07 that’s offset by the fact of the that I
    24:10 made the single largest individual
    24:12 purchase in 2021 at
    24:14 $339,000 so when you average all of that
    24:17 in when you we you know you total up all
    24:19 the Bitcoin I’ve ever bought uh divided
    24:21 by all the money I’ve ever paid for it
    24:23 or I think it’s actually the reverse but
    24:25 regardless when you when you divide one
    24:27 number by the other number to figure out
    24:29 okay on average what is the price I’ve
    24:31 paid for the average Bitcoin over the
    24:33 entire period of time I’ve been invested
    24:35 in Bitcoin it’s probably somewhere in
    24:37 the low 30,000 so has that been
    24:40 transformational for me yes now if we
    24:43 because you know Bitcoin at 97 uh or
    24:46 98,000 a coin is has means it’s tripled
    24:49 um now normally tripling is not a big
    24:53 number but you’re but in this case we’re
    24:55 talking about tripling all of my liquid
    24:57 assets at the time that you know this
    24:59 journey started in 2021 uh or I should
    25:02 say that this journey started in Earnest
    25:04 in 2021 and tripling is a huge deal if
    25:07 it applies to all of your assets now in
    25:10 this case it doesn’t apply to all of my
    25:11 assets it applies to 97% of my assets
    25:13 which is basically all of my assets so
    25:16 if I had wanted to I could have bought
    25:18 Bitcoin as low as
    25:20 $64,000 sat on it and then bragged to
    25:22 everybody that my Bitcoin was up 10 to
    25:25 15x uh but the problem was that would
    25:27 have been true but per the previous math
    25:30 I covered if you have 1% of your assets
    25:32 in Bitcoin and it goes up 10 or 15x that
    25:35 means you have 10 to 15% more which for
    25:38 most people 10 to 15% more of their net
    25:40 worth of all of their you know liquid
    25:42 assets is not transformational I mean
    25:45 that’s you know obviously helpful but
    25:47 it’s not transformational which means
    25:49 you got to put more than you know 1% in
    25:52 um and for most people I say you know
    25:54 when they ask me about retirement
    25:55 accounts I’m like I don’t know if it
    25:56 were me and I was in their situation I’d
    25:58 put in 20 or 30% uh because that way if
    26:00 it goes up you know substantially it’s
    26:03 real money but at the same point it’s
    26:05 not like they’re you know eating cat
    26:07 food if the investment doesn’t work out
    26:09 um even though obviously it’s extremely
    26:11 painful you know to have 20 or 30% of
    26:13 your assets in anything that doesn’t
    26:14 work out but in this case I think the
    26:16 risk profile of Bitcoin is so low that
    26:19 that’s you know I would be very
    26:20 comfortable and in my case I’ve got you
    26:22 know way higher than that again of total
    26:24 liquid assets including retirement funds
    26:26 that’s 97% now that does not count some
    26:29 emergency funds that Rachel manages that
    26:32 I do not have the legal right to and
    26:33 that was set up back in 2014 uh I had
    26:36 them wire uh a small part of the money
    26:39 of the proceeds to uh of the sale of
    26:41 bomgar Corporation to uh bank accounts
    26:44 that Rachel controls that I don’t
    26:45 control um so and I told her I was like
    26:48 look I have a very high risk appetite
    26:50 and you know since we had sort of agreed
    26:52 that I was going to manage the you know
    26:54 the vast majority of our assets I was
    26:56 like we really need a fund that I can’t
    26:57 touch you know to make sure that you
    26:60 know we can still put food on the table
    27:01 even if nothing I ever do works out um
    27:04 so anyway so that 97% does not include
    27:07 the funds that Rachel manages because um
    27:09 I have no literally no legal right to
    27:12 those funds no say over those funds and
    27:14 I don’t want to because the entire
    27:15 purpose of setting it up that way is to
    27:17 make sure that we had some
    27:19 diversification um I guess not
    27:21 diversification in the traditional sense
    27:22 because it’s a relatively small amount I
    27:24 shouldn’t say diversification to make
    27:25 sure we had an emergency fund so that um
    27:28 you know that those funds that she
    27:30 manages plus the 3% that I manage that’s
    27:33 not in Bitcoin is our emergency Reserve
    27:35 fund but again that’s you know a very
    27:37 small percentage of the total and for
    27:39 the liquid assets that I could possibly
    27:41 invest in Bitcoin we’re at 97% Bitcoin
    27:44 um and the rest is like a smattering of
    27:47 stocks and bonds and whatever normal
    27:49 people who are not bitcoiners invest in
    27:51 anyway so all that to say the reason I
    27:53 don’t have more to to resmar for the
    27:55 second third or fourth time is I did not
    27:58 have need to know I was not desperate
    27:60 for a solution in 2014 or 2018 and by
    28:03 the time I was in 2021 the prices were a
    28:05 lot higher so even though I ultimately
    28:07 committed the you know the vast vast
    28:09 vast majority of all the assets I had to
    28:11 bitcoin I was buying most of that
    28:14 Bitcoin in 2021 2022 2023 and 2024 and
    28:20 the lowest the price has ever been at
    28:22 any point from 2021 to the present is
    28:25 15,500 so by definition even my absolute
    28:29 best timed Investments are whatever
    28:32 15,000 into 100 is whatever that’s you
    28:34 know however many per you know X that is
    28:37 but again even that that’s offset with
    28:39 Bitcoin I mean I’m I made a sixf
    28:41 figureure investment in Bitcoin at
    28:42 68,000 as well so like all of that has
    28:44 to be average so that’s why my average
    28:46 cost basis is probably in the low 30,
    28:48 thousands which means that I have triple
    28:51 the assets I would have had I not gone
    28:54 down the Bitcoin Road well I should say
    28:56 had I left that in stocks and bonds
    28:57 they’d be up some
    28:59 so instead of tripling you know those
    29:01 same assets would have been up I don’t
    29:02 know some percentage um but they were in
    29:05 the stock market until I bought Bitcoin
    29:07 with them so you know most of those
    29:09 assets were benefiting from the the
    29:11 upside of the stock market for most of
    29:12 that time period because the way I
    29:14 bought Bitcoin was literally wiring you
    29:17 know funds from uh either Charles Schwab
    29:20 or Fidelity or wherever they were um in
    29:22 retirement or not retirement accounts
    29:24 but investment accounts wiring money
    29:26 from investment accounts to coinbase to
    29:27 buy Bitcoin so those funds were in
    29:30 Investments until the very last second
    29:32 before they got Comm uh committed to
    29:34 bitcoin but regardless the Bitcoin is
    29:36 still again if you triple if you triple
    29:38 your entire net worth is that
    29:40 transformational yeah I it feels
    29:42 transformational to me you know three
    29:44 times as much coming from where I was
    29:46 after having spent the majority of my
    29:48 funds multiple times you know you take
    29:50 any amount of money you have and drop it
    29:51 in half and then drop it in half again
    29:53 and you know maybe a third time and it’s
    29:55 like you’re not going to have a whole
    29:56 lot or you know maybe not a whole lot
    29:58 but but you’re going to have way less
    29:59 than you used to and but if it’s enough
    30:02 to matter and in my case I was able to
    30:04 Triple what was still enough to matter
    30:06 um yeah that’s transformational that’s a
    30:08 big deal and given the huge amount of
    30:10 upside that Bitcoin still has in my
    30:12 opinion um you know I think bitcoin’s
    30:15 got an easy 10x you know Michael sailor
    30:17 says bitcoin’s going to go to 13 million
    30:19 a coin which is 130x from where we are
    30:21 today so yeah if it goes 130x where we
    30:23 are today I’m going to be fantastic um
    30:27 if it only uh reaches PA with the price
    30:28 of gold which is about between 9x call
    30:30 it 9x where it is today yeah if I triple
    30:33 my money to get where I am today and
    30:35 then I 9x it again that’s pretty
    30:38 fantastic um so any amount any amount of
    30:41 money you have that you’re investing in
    30:43 Bitcoin if you do the same thing I did
    30:44 which is buy as much Bitcoin as you can
    30:47 um then you know as it goes through a
    30:49 10x multiple between now and 2030 that’s
    30:52 10x and if that’s a 10x a meaningful
    30:54 percentage of your net worth that ends
    30:56 up being a big deal um so that’s my
    30:58 story had I bought a lot more Bitcoin a
    31:00 lot sooner I’d have a lot more Bitcoin
    31:02 and a lot more wealth in US Dollars I
    31:05 just I didn’t have the motivation uh
    31:07 motivation meaning the need I did not
    31:09 have the need for Bitcoin in 2014 or
    31:11 2018 and by the time I got around to
    31:13 buying substantial amounts of Bitcoin
    31:15 with a high degree of conviction with
    31:16 deep research you know way down the
    31:19 Bitcoin Rabbit Hole knowing everything
    31:20 there’s to know and reading all the
    31:21 books against it and for it and all that
    31:23 by the time I got to doing about all of
    31:25 that I was buying most of the Bitcoin I
    31:27 own in 2021 2022 2023 and 2024 and in
    31:31 those four years again you know Bitcoin
    31:34 was a lot cheaper than it is today but
    31:36 it wasn’t on fire sale prices I could
    31:38 have had in 2017 or 2018 or the
    31:41 practically steel I could have had
    31:44 buying Bitcoin back in 2014 if I had
    31:46 bought it when I first heard about it so
    31:47 um anyway hopefully that story is
    31:49 helpful um hopefully it helps you
    31:51 understand that everyone’s Bitcoin
    31:53 Journey probably looks like mine it does
    31:55 not involve getting in on bitcoin early
    31:57 buying a ton of it the very first time
    31:59 you hear about it and then becomeing you
    32:01 know unfathomably Rich that is virtually
    32:04 nobody’s story because I don’t know
    32:06 anybody that buys Bitcoin when they he
    32:08 hear about it for the very first time
    32:09 nobody buys anything the very first time
    32:11 they hear about it and when it’s still
    32:14 around four years later and they’re like
    32:16 wow this thing’s still around I should
    32:17 take this seriously nobody goes and
    32:19 dumps 97% of their entire net worth into
    32:22 something that they only heard about or
    32:23 took seriously the second time virtually
    32:26 everybody does what I did which is you
    32:28 hear about it and ignore it a few years
    32:30 goes by you hear about it you take it
    32:32 seriously to buy it enough a little bit
    32:35 then a few years goes by and eventually
    32:36 you get where I got which is you have an
    32:38 actual real legit need and when you have
    32:41 an actual real legit need well then you
    32:44 buy a lot of Bitcoin and for me that
    32:47 actual real legit need that led me to
    32:49 buy you know to convert 97% ultimately
    32:53 of my liquid net worth into Bitcoin was
    32:55 a need I did not have until 2021 and and
    32:58 that means you know 2021 2022 2023 and
    33:01 2024 those prices were the prices I was
    33:05 buying most of my Bitcoin at which again
    33:07 is why my probably average cost per
    33:09 Bitcoin is in the again my best guess
    33:11 would be the you know low $30,000
    33:13 something like that so hopefully all of
    33:16 this is helpful in your own Bitcoin
    33:17 journey I here to help you in any way I
    33:19 can I try to share as much detail about
    33:21 my own journey and my own life as I
    33:23 possibly can with the help that it with
    33:25 the hope that it will help you
    33:27 understand how your journey fits with
    33:29 all this and that your journey is
    33:31 probably not different than mine um and
    33:34 hopefully if I did anything differently
    33:36 first of all I don’t regret any of the
    33:38 uh the money I’ve spent on anything I
    33:40 don’t regret any of that um because look
    33:43 you can’t change the world by sitting on
    33:45 money money is intended to be spent and
    33:48 had I not undertaken the things I did
    33:50 the eight years I was in the House of
    33:52 Representatives in Mississippi or the
    33:54 you know three and a half years I spent
    33:56 full-time working to bring uh a viable
    33:59 well-regulated you know medical
    34:01 marijuana Pro program to Mississippi had
    34:04 I not done any of those things we
    34:05 wouldn’t have them uh the medical
    34:07 marijuana program in Mississippi now has
    34:09 50,000 patients 50,000 people are able
    34:14 to use the medical benefits of medical
    34:16 marijuana without risking being arrested
    34:19 and had I not done that those 50,000
    34:21 people every day would wake up wondering
    34:23 if they’re either allowed to use it or
    34:26 if they’re going to you know use it
    34:27 anyway and risk getting arrested
    34:28 and humans should not be in that
    34:30 position with a medical product so um so
    34:32 anyway so I don’t regret any of the
    34:34 money I’ve spent on any of that sort of
    34:36 stuff even though if I had it today
    34:37 obviously I could buy way way way way
    34:39 way more Bitcoin um but I don’t regret
    34:41 any of that because the positive impact
    34:43 it had on the world is the point of
    34:45 money the point of money is to make
    34:47 yourself and your life better the life
    34:49 of your family better and the life of
    34:50 everybody else better and so I don’t
    34:53 regret any of the money I’ve spent again
    34:55 even if you made me audit every dollar
    34:57 I’ve ever spent I would still say
    34:59 probably 98% 99% is things I’m proud of
    35:02 that I would do again I maybe 1% or 2% I
    35:05 would say yeah that was a waste of money
    35:08 like that went nowhere and you know
    35:09 positively affected nobody but um but
    35:13 anyway it was I I feel really good about
    35:15 all of that and I feel good about the
    35:17 amount of money I still had left to buy
    35:19 Bitcoin because it was still enough to
    35:21 matter and being being enough to matter
    35:24 is a big deal um and again if it 10 if
    35:27 it 10x is from here or if 100x is from
    35:30 here or 130x is from here like Michael
    35:32 sailor thinks it will well all of that
    35:34 is a huge deal and a very positive
    35:36 impact um for me personally and then I
    35:39 can do the exact same thing with that
    35:40 money that I did with the last money
    35:42 which is turn it around and use it to
    35:44 positively impact the world so that’s my
    35:46 plan to do it and to do it over and over
    35:48 and over uh till the day I die
    35:50 positively impacting as many people as I
    35:52 possibly can every which way I can with
    35:55 uh Bitcoin the engine of wealth that
    35:58 makes it all possible so have a
    35:60 wonderful day everyone and hopefully
    36:01 Bitcoin can be the engine of wealth for
    36:04 you that it has been for me enabling me
    36:06 to achieve objectives that I otherwise
    36:08 would not be able to and feel great
    36:11 about where things are and the exciting
    36:13 future ahead have a great day everyone
    36:15 thanks

I have a lot LESS Bitcoin than I otherwise might have. Here’s why, and what I wish I had done differently over the last 10 years. Keywords: “As needed basis,” and “Need to know basis.“

**Originally recorded 1/4/25**

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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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