If my Digimon attacks my opponent who has 1 security card, and I've used this card so its ＜Main Timing＞ effect has given an opponent's Digimon the ＜On Deletion＞ effect, then delete that Digimon with a ＜When Attacking＞ effect, do I win the game by trashing the security card before the check and making it so I am attacking an opponent with 0 security cards?

Yes, in such cases you win the game.

Spiking Strike rulings (BT12-105)

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

Effect: [Main] Until the end of your opponent's turn, 1 of your opponent's Digimon gains "[On Deletion] Trash the top card of your security stack." Then, if you have a blue Digimon in play, you may play 1 green level 4 or lower Digimon card with the [Free] trait from your hand without paying the cost.
Security effect: [Security] Activate this card's [Main] effects.

Official Q&A

If my Digimon attacks my opponent who has 1 security card, and I've used this card so its ＜Main Timing＞ effect has given an opponent's Digimon the ＜On Deletion＞ effect, then delete that Digimon with a ＜When Attacking＞ effect, do I win the game by trashing the security card before the check and making it so I am attacking an opponent with 0 security cards?
Yes, in such cases you win the game.
Ruled Mar 28, 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.

Spiking Strike rulings (BT12-105)

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

Effect: [Main] Until the end of your opponent's turn, 1 of your opponent's Digimon gains "[On Deletion] Trash the top card of your security stack." Then, if you have a blue Digimon in play, you may play 1 green level 4 or lower Digimon card with the [Free] trait from your hand without paying the cost.
Security effect: [Security] Activate this card's [Main] effects.

Official Q&A

If my Digimon attacks my opponent who has 1 security card, and I've used this card so its ＜Main Timing＞ effect has given an opponent's Digimon the ＜On Deletion＞ effect, then delete that Digimon with a ＜When Attacking＞ effect, do I win the game by trashing the security card before the check and making it so I am attacking an opponent with 0 security cards?
Yes, in such cases you win the game.
Ruled Mar 28, 2024

Got a line that uses Spiking Strike? Map it in the builder and share it with a link.