Is it safe/dangerous to sell if the wallet gets to valueable

[gentlemand]

Not really. The point of a Mixer is to break the traceability of your assets, so you can’t really have it both ways (breaking traceability, but still being able to prove they are the same assets), at least through the blockchain.

Could you not take screen shots and stuff?

If it were me I would not be putting the majority of my funds through a mixer. There may come a time where mixed funds will be a problem with the most uptight exchanges and services.

It makes sense for spending and money that'll interact with people you don't want knowing things about you. Beyond that it's a known unknown and best not to tempt fate.

[DdmrDdmr]

<…>

You could, but I’m not really sure how they would play in the context of an IRS (or equivalent) thorough inspection, if what one wanted to do is be 100% honest as @h0pens seems to be hypothesising here. In fact, this is where any real life Crypto + Mixer + IRS inspected declarant could shed some practical experience to clarify the requested evidences by the IRS. What I underlined is that the blockchain will not be able to tie A to B after going through a Mixer.

[h0pens]

Ok I will probably not send my coins to a mixer.
What is the next best suggestion? Perhaps to bounce it with an exchange?

witch wallets have the option to create a new address when you send the transaction that doen't point back to the wallet address?

[gentlemand]

Ok I will probably not send my coins to a mixer.
What is the next best suggestion? Perhaps to bounce it with an exchange?

witch wallets have the option to create a new address when you send the transaction that doen't point back to the wallet address?

Almost all wallets create a new address. I can't really think of any proper wallet that doesn't these days. Google the name of the wallet you like and 'HD' and if it is then you get a new address each time.

I'm still not totally certain who you're trying to hide from. If it's from exchanges then going through an exchange to hide makes no sense. If you want to sell it you're going to have to go through one anyway and there aren't that many good ones so you're likely to send it all through one or two.

If you want to spend some elsewhere in the wild then allocate a small amount of it and bounce it through an exchange or mixer. Keep the rest intact. It depends on whether you think someone already knows your overall balance.

[darkangel11]

<…>

You could, but I’m not really sure how they would play in the context of an IRS (or equivalent) thorough inspection, if what one wanted to do is be 100% honest as @h0pens seems to be hypothesising here. In fact, this is where any real life Crypto + Mixer + IRS inspected declarant could shed some practical experience to clarify the requested evidences by the IRS. What I underlined is that the blockchain will not be able to tie A to B after going through a Mixer.

I can see US citizens are scared of their IRS but this is getting a little crazy if you are scared of what the IRS may think of you if you mix. If you're under a jurisdiction that is chaotic and unpredictable to the point of giving you bad dreams and making you question your every move, you should change the jurisdiction. You're a free grownup, don't live like a slave.

I don't care about the IRS, never had anything to do with them and I have no plans to change it.
You also shouldn't worry about exchanges. Worst case scenario one country like the US will make their registered exchanges send back all funds that were previously mixed which will be such a hassle for the exchanges that many will just leave the country or go bankrupt. If they ban it there will always be someone to accept it because free market and stuff.

[DdmrDdmr]

<…>

The comment was in the context of a concern raised by the OP:

<…> But I'm a bit unsure of this alternative because I want to have the option in the future to show that I sent that coin from A -> B (I own wallet A and B). With a mixer it will be A -> "mixer" -> B and can I show any prof that the transaction from the mixer original was "my coins"? Say if eg. the IRS want me to explain all of it and they only see a transaction from the mixer -> B and that they don't belive that it only was a transaction from A. <…>

It’s an interesting question, from someone (the OP) who is trying to play ahead in his mind possible scenarios, in order to derive his moves. Although there may be some answers to his questions in the legal childboard, or the IRS itself, being inquisitive I find always leads to having a better grasp of what may lie around the corner. 

[gentlemand]

I can see US citizens are scared of their IRS but this is getting a little crazy if you are scared of what the IRS may think of you if you mix. If you're under a jurisdiction that is chaotic and unpredictable to the point of giving you bad dreams and making you question your every move, you should change the jurisdiction. You're a free grownup, don't live like a slave.

I don't care about the IRS, never had anything to do with them and I have no plans to change it.
You also shouldn't worry about exchanges. Worst case scenario one country like the US will make their registered exchanges send back all funds that were previously mixed which will be such a hassle for the exchanges that many will just leave the country or go bankrupt. If they ban it there will always be someone to accept it because free market and stuff.

Better safe than sorry is a fine philosophy. Most people don't want to emigrate to spend a bit of money.

I agree that rejecting mixed coins will become nightmarish but the people who demand these rules are too.

Since OP's money is legit and there may be other options, or the option of staying put, then marking them for future ball ache doesn't seem like a good move even if it's an outlandish possibility.

Like I said I'd happily mix coins for spending. I wouldn't do it with a main stash.

[julius caesar]

I have one wallet with some bitcoins. If bitcoin continues to grow in value (think 100k - 1000k) that wallet will be very valueable.
1. How do I sell my bitcoins without any noticeing my wallet and who I am? Should I always use a vpn when sending a transaction?

It's better to do it via peer to peer transaction in order to avoid being scammed if you are selling including the wallet but I'm afraid that there would be a buyer that would be interested to buy it with wallet because you also have the access on it thus it's better to just sell its balance. If you don't want to transact personally, you may use an escrow in this forum that has a good trust feed back but you should consider that their service isn't free.