Q1: If this card is a digivolution card, does the Digimon above it meet the condition of this card's On Deletion effect?
No, it doesn't. The On Deletion effect activates after the card moves to your trash, therefore the Digimon where this card is a digivolution card won't be in the battle area and can't meet the condition.
Lv.2 Missimon EX4-001 U In-Training | Machine/Blue Flare - --- Inherited: [On Deletion] If you have a Digimon in play, <Draw 1>. (Draw 1 card from your deck.)
Lv.2 Missimon EX4-001 U In-Training | Machine/Blue Flare - --- Inherited: [On Deletion] If you have a Digimon in play, <Draw 1>. (Draw 1 card from your deck.)
Lv.2 Missimon EX4-001 U in-training | Machine/Blue Flare --- Inherited: [On Deletion] If you have a Digimon in play, <Draw 1>.
Lv.2 ミサイモン EX4-001 U 幼年期 | マシーン型/ブルーフレア --- Inherited: 【消滅時】自分のデジモンがいるなら、≪1ドロー≫(自分のデッキからカードを1枚引く)。