3 official rulings from Bandai, last ruled Sep 6, 2024. Straight answers to how this card actually resolves.

A Digimon with this card in its digivolution cards attacked the player while it had 10000 DP, then a security check was performed. If the <Security> effect on the flipped card reduces the DP to 9000 or less, do I still activate this card's "gain 2 memory" inherited effect?
No. If the DP is not 10000 or more when the effect activates, you can't gain 2 memory.
Ruled Mar 28, 2024
How is the "When this Digimon checks an opponent's security" effect gained from this card's inherited effect different from "When a card is removed from your opponent's security stack"?
"When this Digimon checks an opponent's security" is triggered when the Digimon with the effect makes a security check on the opponent due to attacking them or after <Piercing>, for example. "When a card is removed from your opponent's security stack" does trigger from security checks, but it also triggers when security cards are removed for other reasons, such as effects that trash the opponent's security cards.
Ruled Mar 28, 2024
A Digimon with this card as a digivolution card attacks a player and is deleted in battle against a Security Digimon. At that moment, can I activate this card's inherited effect to gain 2 memory?
No, this card's inherited effect activates after <Security> effects but before battling against the Security Digimon.
Ruled Sep 6, 2024
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Questions and answers are Bandai's official rulings, collected and translated by the DigimonCardGame Wiki community and reused here under CC BY-SA. Card names and card text are © their respective publishers; Combalo is not affiliated with Bandai.