Not sure if there is a way to load more into the cache but if you find a message from a year ago you'd better plan on spending the rest of the day scrolling back. If not then you only see the one message. Teams has a cache of messages stored local, if what you are searching for is a recent search and/or the message thread is still in its local cache you will see the search results in the full conversation.
Think the people that are saying it "used to work" or "works sometimes" need to understand what I believe is going on.
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