If I attach a Grass Energy to Skiploom with the "Solar Evolution" Ability but there are already 4 Jumpluff either in play or in the discard pile, can I still search my deck for that Pokemon and fail?
You cannot use Solar Evolution to search your deck since it is public knowledge that you won't find any Jumpluff if all four copies of the card are in known areas.
Source: TPCi Rules Team (2022-06-02)
When you attach "Rainbow Energy" from your hand to Skiploom with the "Solar Evolution" Ability, do you place the damage counter onto it before or after evolving to Jumpluff?
The owner of Skiploom can choose the order of the effects. They can choose to place the damage counter from Rainbow Energy before evolving; however, if they choose to use Solar Evolution first the effect of Rainbow Energy is ignored because Jumpluff is not the same Pokemon the energy was attached to.
Source: TPCi Rules Team (2022-04-28)
While the opponent's Galarian Cursola V's "Gnawing Aura" Ability is working, if you attach an energy from your hand to your Skiploom with the "Solar Evolution" Ability, do you place the 3 damage counters onto it before or after evolving to Jumpluff?
The owner of Skiploom can choose the order of the effects. They can choose to place the damage counters from Gnawing Aura before evolving; however, if they choose to use Solar Evolution first the effect of Gnawing Aura is ignored because Jumpluff is not the same Pokemon the energy was attached to.
Source: TPCi Rules Team (2022-04-28)
If I attach an Energy card to Skiploom on the same turn it came into play, can I use its "Solar Evolution" Ability to evolve it right away?
Yes, you can.
Source: Evolving Skies FAQ; TPCi Rules Team (2021-08-26)