Let's say satoshi is cashing out 1million BTC

[sneakycoin]

I like to play with different scenarios, what would happen if this or that, or how would I do it if I were in that situation? So let's run this scenario (and try to work with me using the rules) and examine the different possibilities:
Let's say you are Satoshi owning 1 million BTCs and you decide to cash out. These are the rules you have to follow:
You want to get the possible most value for your coins.
You want to do it in a relative short period of time, so no cashing out slowly in 5 years version.
You want to keep your anonymity intact. At the end you want to have a shitload of money but still be the mysterious founder whom nobody knows.
I understand that the first 2 points could be economically contradictory, but that is why this is a thought experiment to be solved....
I am curious how would you do it, but please keep your plan according to the rules...
Here are my versions:
a/ The simplest version could be if I were able to find an investor who is willing to take off the coins from my hand all at once, but getting the cash eventually without giving up my identity would be a huge problem. I don't see the buyer mailing a bunch of cashier checks to an address as a workable plan. But if someone can solve this problem, that would be an acceptable solution, and probably the simplest.
b/ Now I could keep sending coins to a brokerage, then later on cashing out even without trading, but that way at least the owner of the brokerage could follow the money path and identify me. So maybe a better version of this would be opening up a brokerage and running it while laundering all the coins. This would be also good for plausible deniability if later on I have to explain, just how I got rich, I could say, by running a profitable brokerage. This plan probably needs more workers, I don't see one person alone running a brokerage. Maybe buying out an already existing one would work and it is faster...
c/ Another version I thought about and it is a relative quick way, although it needs to sacrify quite a few of coins. First I would start to move coins to new wallets and through tunblers, so people would get used to that old coins are moving. After the initial scare, they should be fine with it. After a few weeks I would start to donate big amounts to a bunch of charities. Let's say 20-30 charities well known and smaller ones. Among them one would be my own charity. In the long run the charities would start to use the coins so after a few weeks, months, most of the coins are in circulation and it is really hard or impossible to follow anymore which coin went what way. If some coins can be traced to me personally, I can always just say, I got it directly with the initial charity distribution... In this version I might have to give out 20-30% of the coins to others, but that would cause enough coin distribution that I would be just one out of dozens of recipients, even if eventually a coin is traced back to me...

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[Agestorzrxx]

If he cashing out his bitcoin, he may exposure himself, his identity will be revealed, which he didn't like it. So I think he may never cashing out his bitcoin.

[futureofbitcoin]

start a somewhat shady exchange like btc-e, and put your own coins on the orderbooks.

[Kaneki]

I thought it would never happen, if it really happened means he destroy what has been during this time he fought

[ausbit]

I thought it would never happen, if it really happened means he destroy what has been during this time he fought

I very much doubt it will ever happen, did you even read the OP, it's doesn't say he has sold it basically says 'what if' he sells. 

[Dabs]

I can do the escrow. If he finds a buyer.

[merve10495]

Slightly offtopic-ish but: Does anyone know the wallet ID that his 'million' BTC are apparently sitting in?

[Dabs]

Slightly offtopic-ish but: Does anyone know the wallet ID that his 'million' BTC are apparently sitting in?

It's a whole bunch of addresses dating from the early blocks mined since 2009. Most of those blocks are Satoshi's.

[Lauda]

Well firstly I do not think that he would compromise himself due to this. It would take time to sell out 1M Bitcoin and his ID would probably get revealed.
Secondly we would face enormous problems. Bitcoin is just not at the stage where it could easily accept Satoshi cashing out. Maybe once we have hundreds of people on board, it won't even matter because people would still want to buy in?

[siampumpkin]

It is a double edged blade because everyone wants to know who Satoshi is so that would be revealed but then it would probably crash the price of BTC.

[GÜNther.Danish]

dump his btc empty, that was a disaster

but he is so intelligent that we are not aware of his dumping slowly 

[Hazir]

First of all, how many coins Satoshi really have? Do we have good numbers of his wealth? Is that 1% of all coins more or less? Secondly my opinion is that Nakamoto created bitcoin but he will never interfere with it again, he will be quietly watching its creation from far away. It seems that Op  thinks than early adopters are unfairly rewarded...

[philipma1957]

First of all, how many coins Satoshi really have? Do we have good numbers of his wealth? Is that 1% of all coins more or less? Secondly my opinion is that Nakamoto created bitcoin but he will never interfere with it again, he will be quietly watching its creation from far away. It seems that Op  thinks than early adopters are unfairly rewarded...

He can have 10 % of all the coins  very easy to be more.  Maybe 2 million coins.

I suspect  he sold a lot to lower the diff /btc rocket to the moon.   The op's thought game is not going to happen since I think he already sold many coins to get the price down to 180 around Jan 13 of this year.

I suspect he sold a lot off around sept 10 of last year dropping the  price down again

And I suspect he sold a lot off around apr of last year dropping the price

finally when coins took off in apr of 2013 I suspect he off loaded then.

 While I am picking 4 of the 5 major crashes being caused by him  most likely it was only 2 of them .  He has no need to crash the market right now and he won't.

@ op why not ask of the 5 biggest crashes of btc price how many did Satoshi cause.


For those that say but those big accounts are not touched.  Here is how you do it .  I Satoshi go to a friend hold newer coins in smaller accounts and tell him cash out.  bang instant money and a btc price drop .  All the while the big 100,000 coin account from 2009 just sits.

There are  people that owned entire city blocks on handshake deals.  So Satoshi could do the same.  Maybe Satoshi and bitmaintech are in partnership.  Last winter bitmaintech sold a big amount of coins.  maybe they did it for Satoshi.

[AGD]

I think he is dead, so he will never cash out a satoshi again.
Anyway, changing 1 Mio BTC to fiat will end his anonymity.

[Amph]

the point two ruine this pla so badly, because of anon, there is no way to keep it anon and cashing out this enourmous amount, perhaps the only thing you can do is face to face with some very rich guy

for this plan to work with those tree rules, you must have

sold at 1200
sold those coins in one day
sold those coins face to face

[shorena]

Id let someone I personally trust create a (semi)public auction similar to the silk road coins.

[unamis76]

To start with, if I was Satoshi I wouldn't cash out

But playing this scenario... Pretty impossible for him to remain anonymous. Even if he sold the coins OTC with an alias, and with fiat coming in through a fake account of some sorts...

I think the only way to remain relatively anonymous and sell those addresses with big balances would be selling the private key directly to someone, through a trusted intermediary. But that intermediary can quickly become untrusted.

He could also sell the coins at a small discount to "buy" anonimity

Just some thoughts...

[coinpr0n]

The first solution seems like the simplest indeed. I think it could be possible to find some member of the community who would buy and still respect your privacy. The problem is of course the sheer amount of money. It would be a bit of a problem, whether receiving it or even depositing it into a bank. Your best bet may ultimately be to leave the US (if that is where we are assuming Satoshi is). Fiscal paradise ftw! The easiest ways would probably leak some identity information. Depends how well you plan everything.

[ninjaboon]

I can be the broker, just ping me up.

[BillyBobZorton]

Satoshi will never sell. If you ever created revolutionary technology after years of efforts, you would treat it as your kid. Satoshi will die before he sells a single BTC, for the goal is to not even need to sell to adquire any commodities.