2 official rulings from Bandai, last ruled Mar 28, 2024. Straight answers to how this card actually resolves.

When I trash multiple blue cards in my hand, can I use this card's <When Digivolving> <When Attacking> effect to choose separate opponent's Digimon or Tamers and trash the cards under each one?
Yes, you can.
Ruled Mar 28, 2024
Can I use "choose 1 card under an opponent’s Digimon or Tamer and trash it" in this card's <When Digivolving><When Attacking> effect to choose any card from among the cards under the target opponent's Digimon or Tamer and trash it? Or can I only trash the bottom card?
The player that activated this effect can choose any card from among the cards under that card and trash it.
Ruled Mar 28, 2024
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