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You can never "know" that your data is safe when hosted on a third party's computer.
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Unless you encrypt everything locally, but that is a pain for the people you are sending to. I think we can only go by reputation, track record, and keep our eyes open. I would argue that is one of the problems with the very small providers. There might not be enough users out there to give you a warning if things appear to be unsafe. The big players have millions or billions of users, so you know that problems will become public pretty quickly. Of course there can always be a rogue employee at any corporation. I suspect that most of us would be horrified to learn what access employees have to our emails if they want it. I just assume that anything I send in an email might be read by someone else. I am mainly worried about the company protecting my email account from attacks, having good spam and phishing filters, and protecting my passwords and other security information.