Q1: Can I use this card's inherited effect to Draw 1. twice if 2 of my Digimon are played from digivolution cards at the same time?
No, you can't. You can play multiple Digimon from digivolution cards, but they are played at the same time during a single timing, therefore you can only Draw 1. once.
Lv.2 Xiaomon BT17-002 U In-Training | Lesser - --- Inherited: [Your Turn] [Once Per Turn] When one of your Digimon is played from digivolution cards, <Draw 1>.
Lv.2 Xiaomon BT17-002 U In-Training | Lesser - --- Inherited: [Your Turn] [Once Per Turn] When one of your Digimon is played from digivolution cards, <Draw 1>.
Lv.2 Xiaomon BT17-002 U in-training | Lesser --- Inherited: [Your Turn] [Once Per Turn] When one of your Digimon is played from digivolution cards, <Draw 1>.
Lv.2 シャオモン BT17-002 U 幼年期 | レッサー型 --- Inherited: 【自分のターン】[ターンに1回]進化元から自分のデジモンが登場したとき、≪1ドロー≫。