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If I open a card in a Limited Format that says "grab a card from outside the game" am I allowed to dip into my personal collection for this (assuming I brought it ahead of time) or just the sideboard of my Limited Pool? If I have a lesser collection (or am just lazy), am I allowed to use cards from my Sideboard for my Outside-of-the-Game-Board? Or is this a Head Judge for an event decision?

For casual play, you are allowed to use whatever parameters your play group has decided on. For competitive play, in Limited, you are only allowed to draw "outside the game" cards from your Limited pool.

Editor's Note: In our initial ruling, we misstated our answer and accidentally ruled that "outside the game" cards must be limited to one's sideboard. This is incorrect.They later changed competitive rules to require battle cards to come from the sideboard.
Source: Wizards of the Coast (2019-07-12)    【Link to Ruling】
Tags: Sideboarding