It all depends on the country you are doing such kinds of things, all over west Europe you are reported even if you move small amounts of cash too often. In my home country, everything over 3k€ has to be explained and will be reported. This doesn't mean you get arrested for it, it's still legal, but it's likely the bank will shut the account to avoid risks. Crazy? Yes. But this is the direction of most of the advanced countries.
One option I was thinking about was to use BitPay or Coinbase to "fake" small transactions from a website accepting BTC and then have︀ them legally in a company. Is this an option? Just thinking out loud.
Obviously this︁ sounds like money laundering 101, but I know personally guys who bought XXX BTC back︂ when it was so cheap but they have no receipts or that transaction (they did︃ without thinking it could go up a lot) and they don't feel comfortable having them︄ in cash cause in many countries, like I said, nowadays using cash isn't that easy︅ or accepted. Having them in the system on a bank account it'd be preferred.