For a Boomer friend: What is the best way to acquire bitcoin with a large amount of money (say 100k-200k) and self custody?

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Hmmm that's a great question, I'd personally still DCA into with any exchange and send to cold storage. Strike may be able to increase limits. Otherwise try River or Swan (I believe they'll both cater to high net worth individuals... Also this is assuming they are located in the US)