You can picture rollover as the phrase roll over turned into a thing: something goes right over, past the edge it was sitting on, and comes down on the other side. A van on a bend is the plainest version — it tips, turns, and lands on its roof. From there the same movement is easy to see somewhere else: money reaches the end of a month or a term and, instead of stopping, goes over that line into the next one. And a pointer travelling across a picture is a third kind of going over — this time the pointer does the rolling, and the picture changes as it passes.
From the word’s history
The supplied Wiktionary entry says only this: rollover is deverbal from roll over. So the noun is the phrasal verb made into a thing, which is why every sense still shows that movement. Nothing further about its history is claimed here.
packet 裡的 Wiktionary 條目只寫了一句：rollover 是從片語動詞 roll over 變來的名詞（deverbal）。所以這個名詞就是那個動作被當成一件事來講，也難怪每個意思裡都還看得到「翻過去、滾過去」。更多的來源說法，這份資料裡沒有，就不多說。
Wiktionary, "rollover"
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