This guide is written under the assumption that you are playing by yourself to earn achievements quickly and optimally. I recommend using an extension such as: https://addons.mozilla.org/en-US/firefox/addon/multi-account-containers/ to make your life easier in this endeavor.

All 7 achievements can be earned in 3 player mode (with a 4th as the audience member)

Calm Down Picasso - Fastest way to do this is to toggle Timers Off before starting, then while the draw prompt is on-screen, go into Settings and toggle it back On. This will auto-end the drawing round, award the achievement, and instantly restart the round (as long as no player drew anything)

Have You Considered Fakin' It? - Intentionally pick wrong answers with 1 player for the entire game

Everything Ok? - While drawing, make over 20 small lines, then click Undo to remove them all and this will award right away

Olde Timey Artistes - At least 2 players need to make their drawing have both Black and White colors, but none of the other 2 colors

Do You Work Here? - Get all answers correct for a round; I did this in round 1, and it didn't award... then did it again in round 2 and it did award

I Like To Watch - Before starting, go into Settings and change max players to 3. Then have your 3 players enter the game plus your 1 audience member... and THEN start the game. If the audience members joins immediately after the game starts, this will not count

Turned On - Only use the fire emotes with all players for an entire game. The emotes are at the bottom of your game window and there are a bunch you can click and they'll appear on screen. Don't use any of these except the Fire one, which is 2nd from the left on the top row

Did You Learn Nothing - Wrongfully accuse the same player twice in 1 round. Self-explanatory

Watch the Birdie - Game needs to be in Remote mode. Select Fingerblast and then click on the little bird in the lower right corner. Thanks to @Paul in the Maill and @Eularian for the help on this!

Have You Considered Drawful? - Fail to catch the Faker for a full game. There are 4 rounds in a game with 3 people, with 2 tries in the first 3 rounds. Just pick the wrong person each time. Goes well with Did You Learn Nothing achievement

Arachnid-Person - All players point to a different person in You Gotta Point. Must be done in Remote mode. This is the spiderman meme image, basically. Doing this achievement will not cause you to pick a faker, so you can still do this with the Have You Considered Drawful? achievement

Fiber - Pick poop and only poop emojis during Emoji-tional Damage

Game Too Quickly - Pick the Faker first try for a full game. You'll get extra rounds if you get it first try vs failing for Have You Considered... just keep getting it right instead of wrong this time

I'm A Cool Mom - Play a full game with one of the players named "Mom"

Golden Tongue - Win 100% of vote during a matchup. With 3 players, this is free... just pick someone on 1 matchup

Eager Beaver - Not sure how this is supposed to work, but I had it award after having a player jump in during the 1st prompt and another player jump in during the 3rd prompt. If you want to be safe, I'd have your third wheel player jump in on every prompt and it should award

Group Chat - Have 1 person in the audience and have them vote for someone

Master Debater - In a 3 player game, have one player win all 4 of their matchups and you'll earn this

Close Shave - Do this with Group Chat, and make sure to only have your 1 audience member vote 1 time (this gives +100 points) for either A or B. Then make sure that player A beats player C 2x, player B beats player C 2x, and players A and B split their 2 matchups... this will have one player 100 points ahead of another

Tsk Tsk Tsk - If you did the above, Close Shave, correctly... you will also earn this, as your player C will have 0 points