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

I use this card to give a Digimon <Retaliation>. If that Digimon digivolves into a different Digimon, what happens to <Retaliation>?
Digimon retain effects when digivolving or de-digivolving, so <Retaliation> remains.
Ruled Mar 28, 2024
Can the effect of this card give this Digimon itself a "road companion"?
Yes, it is possible.
If the Digimon that is given "道連れ" by the effect of this card digivolves and becomes another Digimon, what happens to the "道連れ"?
Even if the Digimon digivolves or degenerates, the effect it received is inherited, so the is still given.
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