I would import only the 1st map. As GM I would do a few other tasks to prepare the game as well*, but not much importing ahead of time. Bring the Players into the game. Each game session lasts a number of hours, and they can only get so-far along. Have the Players type-up the characters, whether it's transcribing the stats of a pre-gen or making their own PC's, this could save you from importing the pre-gens. Import the 2nd map in the days after the 1st session, and before the game session day when you see they will be reaching the 2nd map location. Since you'll spend much of the 1st game session on setting up characters and exploring the 1st map, you'll get a feeling for the amount of playing hours before they go to the 2nd map. I would create & run the creatures on-the-fly (looking at the stats from your Adventure module, or from the Monster book). You don't need to create bunches of monsters in advance that you aren't sure if the party will reach that position and face that monster. Just search & find & place the Monster token picture at the time the party reaches that monster location. You can get faster at doing this with practice, over time. At first you might need to say "Hey, you guys can talk strategy or take a 5 minute break. I'm setting up the tokens for the next room / next encounter / the monster you just met / or whatever it is." * Before first game, set up a few things. Outside the tabletop, in the game details, set the character sheet for the game system you want. On your Settings in VTT, reduce the Player avatars to "Small" size. Enable or disable Video cams & Voice, as required for your game. Make a few global macros and save them in your Macro Quick Bar (such as d20, d100, and maybe a nice macro to roll all 6 stats for a new PC or NPC). Make a "default map page template" that you can use Duplicate Page Settings to make new pages with the same grid settings and grid appearance as you want, and your favored Fog Of War opacity settings. Make it a nice large page like 140x120 so that you have margins around your map area, for saving Pictures and extra tokens concealed. Make a Splash page or Welcome Page to start collecting all new PC tokens.