Pickled

Go out with Eiji/Elly to the sushi place. If the dinner goes well (basically don't pick the "take over the world" option), they'll head over to your house, and you'll get the option to electrify a pickle.

Bright

Same as Pickled, except pick the option to ask your neighbor for a bulb instead of the pickle.

Gadgeteer

When designing your robot's arms, pick the Inspector Gadget option.

Scholar

Simple enough. Just have a non military stat around the 20s and the NSF will fund you.

Knifethrower

Demo for Juliet, then ask if you can join her for knife throwing.

Sidekick

Bring your robot to the knife throwing event, then get it some knives to throw. If it has high enough Grace you'll get the achievement.

Beeroisseur

Show your robot to Josh after the demo. Pick the option to hang out with him that night, either the concert or simply going out for drinks works.

Shakespearean

Educate your robot with the high school textbooks, and it will ask you about the Hamlet question. I'm not sure if you need any specific stats for this one since I rarely pick the high school textbooks.

Ludophile

Choose to educate your robot with video games, then give it Braid. If its Empathy is high enough you'll get the achievement.

Warlord

Choose to educate your robot with video games, then give it Civilization IV. It will get this achievement if Military is high.

Spacefarer

Choose to educate your robot with video games, then give it Civilization IV. It will get this achievement if Military is low.

Chatty

Educate your robot with movies. After that, tell it to take the Turing Test.

Celebrity

Let Mark interview you and your robot. Make sure your robot has good Empathy. Autonomy also helps. Try to keep Military low.

Bionic

When Silas/Tammy sends you a death threat, ignore it. You get a death threat if Mark's article is negative, easiest way to do this is to refuse Mark's interview. Soon after this, you'll get a package from them, pick it up and shake it to get your arm blown off.

Rebellious

Take the Glendale call and accept the offer to appear on the talk show (you need at least Local Celebrity level Fame to get the offer, so let Mark interview you if you're going for talk show achievements). Then, on the show, if your robot's Autonomy is high and also more than its Empathy, tell it to sing a song.

Heartbreaker

Same as Rebellious, tell your robot to sing a song with high Autonomy, but Empathy should be higher than Autonomy.

Oracle

On the talk show, have your robot make predictions about the future.

Doctor

Keep your relationship with Ziegler high by agreeing to demo for Juliet and not speaking against him when Mark interviews you. He'll let you graduate with your doctorate.

Halloweener

Make sure Mark writes a positive article about you, then call him and ask him what he's up to. He'll invite you to the party. If you went to his apartment and had him stay with you for the article or vice versa, you'll automatically agree to meet up with him for it.

Terrible

When Silas/Tammy sends you the death threat, hunt them down with low Military. They'll kill you and your bot, but luckily you take them down with you.

Philanthropist

When the game asks you what you want to buy with your money, choose to give your entire company to charity.

Cultist

If you're unemployed in Chapter 4 (this happens if either refuse to join/start a company, go bankrupt, or donate the company to charity), you'll get the option to try and form a cult.

Novelist

You need to be unemployed for this. Have high humanity levels (idk the exact amount but try for the high 80s at least) and choose to work on your novel.

Character

When you choose to work on your novel, your robot will also write one. It will be a success if Autonomy and Empathy are high.

KITTy

Choose to make robots for Spark. With high Empathy, offer to make intelligent flying cars.

Spouse

Romance someone and keep relationship with them high, then propose to them when the game asks you if you want to. You can choose to go on a cruise with them if you have a company, which also offers you the chance to propose.

Elfin

Choose to make robots for Rudolph Ventures and tell your robot to be a good elf. Make sure its Autonomy is low so it doesn't talk back to Santa and ruin the deal.

Beloved

Choose human labor for your factory, keep company morale high by not choosing the military factory design and not giving the produced robots sentience. If you still can't get the achievement, choose the option to pay your human workers handsomely.

Resilient

Start your own company and make sure it doesn't go bankrupt. Funding your company any way works, but if fame is low don't fund it by selling shares. Save money by building your factory in Detroit and choosing the plain factory design, then make good deals depending on your stats.

Hero

Make sure you're unemployed in Chapter 4 and have high Empathy and Grace. During the parade, tell your robot to stay near the Prime Minister and jump in front of him.

Transformative

Have a company and agree to design robots for the military once the war rolls around. Choose the option to make Transformers.

Numismatist

Work for the military during the war and don't betray the government or quit. After the war, regardless of who wins, you'll be presented a coin by the President.

Hacker

Be unemployed and agree to work for the military. You'll get multiple options to decide what to work on in the lab. Join the hackers/cyber warriors and choose to hack the Chinese robots.

Florist

Make sure relationship with Eiji/Elly is high. Once the agent comes around to ask you about their citizenship, refuse to cooperate till he leaves. Then, send Eiji/Elly a cryptic message telling them to flee the country.

Patriot

If you have high Military and supply the military with robots, America should win pretty easily. Another incredibly easy way to win the war is to be unemployed, choose to work for the military, join the hackers, and then work on the nuclear explosion virus.

Rebel

Start a rebellion in Alaska. You need 20+ Military to do this. You'll almost always get the option to rebel, it's not too hard to start it.

Escapee

Get sent to jail. A quick and easy way to do this is to throw your coin in the President's face when she presents it to you. When in jail, simply wait and hope that your robot will save you. It will.

Founder

Win the Alaskan Rebellion. It should be easy enough if your Military is high. I always invade Juneau, then Barrow, and finally the Islands. If the world power balance is strongly in favor of the country you're against, get as much aid as you can, if it's more balanced then pick the middle option. If you get aid from America, do not install the software.

After you conquer Alaska, choose any of the options that don't involve giving the country to China/America.

Holiday

If China wins the war, rebel against them in Alaska and win. Give Alaska back to the USA.

Canuck

When the agent interrogates you about Elly/Eiji, text them and say that the Feds are after them. The agent will try to arrest you. Run past him and flee to Canada.

Neurosurgeon

Pick the robot companion dream at the beginning, but keep Empathy low throughout the game. By the end of Chapter 5 you'll have the dream again, and the companion will say that you couldn't create them. Tell them you didn't know how and ask them to show you.

Pardoned

Get thrown in jail near the beginning of Chapter 5, A simple way to get jailed is to warn Eiji/Elly about the Feds via text and then go with the agent. One of two things happen: Mark will write an article that gets the government to set you free, or Juliet will offer to let you out of jail if you work for the military. Accept her offer.

Cleared

Decide to join the war effort and apply for a Top Secret clearance, then fill out the form. Either you or your robot can be the one to do it, having your robot do it is faster.

Blockbuster

On the Autonomy route, go to the White House during the revolution. Don't convince the robots not to attack it. They will destroy the White House. If you escort the President from the White House, you'll still get this, and also earn...

Bodyguard

If you worked for the military during the war and stayed loyal to them, go to the White House and communicate with the President over her neticle. Offer to escort her out of there.

Safecracker

During the revolution, go to the government lab. If you agree to help the robots then they'll take you there. Then, once you reach the door, tell them to look around for Post-It notes. They'll find the password to the room. This also gets you...

Rockin'

See above.

Kingmaker

On the Grace route, with high Autonomy, give your robot control over every other robot at the end of Chapter 6.

Spook

On the Autonomy route, go to the internment camp. After dealing with the prisoners, you'll see the government database.

Gourmand

There's a tasting party at the beginning of the Empathy route. Have your robots eat the weirdest stuff possible.

Partybot

During the tasting party, let your robots feel drunk/tipsy.

Trio

Have a human love interest on the Empathy route and keep relationship with both them and your companion high. Invite both of them to go stargazing and you should get the option for a threesome.

Robophile

Romance your companion robot on the Empathy route. You'll get the option to move to Canada and marry if you're still together at the end of the chapter. This also gets you...

Hat Trick

See above. You get a couple of other achievements along with Robophile if you move to Canada to marry your companion, along with this one.

Kinkadian

During the Grace route, tell your robot to make popular art while visiting Elly/Eiji.

Crimefighter

During the Grace route, you'll get info that Juliet is fighting crime as the Crusader if she's alive. Ask to join her as a sidekick.

Rocker

During the Grace route, Josh will be pressured to step down from his company. If you try to help him keep his position, regardless if it's successful or not, he'll invite you for Guitar Hero.

Somethingian

During the Grace route, a cult will form around your robot (This does not count for the Cultist achievement). Publicly declare yourself a member of a different religion, then choose the option to type in your religion's name.

Mastermind

Similar to Kingmaker. Make sure Autonomy is low, then give either you or your robot control over all the robots. Both options work.

Filial

If your mother is alive in Chapter 7, you'll have the option to buy her a gift. You need good Grace levels in order for her to be alive. Regardless of Grace levels, she always dies on the Military route unless you successfully brought her to Alaska or snuck into America to see her.

Trophy

Pick the Anubis dream at the start. When he returns in Chapter 7, say that only you can judge yourself.

Nostalgic

Pick the Liberty dream at the start, then when she comes back in Chapter 7 pick one of the non hostile dialogue options.

Chipped

Have surgery to get the robot core in your brain when you're told that you have Algernon's. You need to survive the surgery to get the achievement, so keep Grace high.

Doubled

Choose to create a robot copy of yourself in Chapter 7. The copy doesn't need to be successful to get the achievement.

Celebratory

Have a human child with your love interest and survive Chapter 7. Otherwise, if Autonomy is high and you didn't give your robot control over the others, your robot will create a child and celebrate its birthday at the end of the game.

Alive

Survive Chapter 7. Pretty easy as long as Grace is high enough. If your robot died in Chapter 6, you can also choose to not have surgery, and the game will end early with you alive.

Lunatic

Go on the Grace route and get Kingmaker. Your robots will go to the moon. You don't have to follow them there to get the achievement.

Officiant

Keep Autonomy low so you don't get the birthday ending, then go on the Empathy route. Don't romance your companion. At the end, you'll attend the wedding.

Honored

Work for the US military in the war and don't betray them, then avoid the other endings by keeping Autonomy low and not giving your robot control over the others. Don't rebel in Alaska. If President Irons is alive, you have the chance to also get...

First Mate

At the ceremony, you'll get the option to ask out President Irons for coffee if she's alive, which gets you this achievement.

Singular

On the Grace route, get Kingmaker. Then, once you get the surgery options, there should be the choice to join your robot's hive mind.

Tragic Hero

This one is pretty hard, I got blindsided by a few random achievements, but just follow these guidelines to get this one.

Keep your relationship with Ziegler as low as possible so he kicks you out of grad school. Make sure none of your robot's non-military stats are particularly high so that the NSF doesn't fund you.

Never hang out with or romance anyone.

When educating your robot, don't use the high school textbooks, Braid, Civ IV, or the Turing Test.

Don't let Mark interview you.

Don't start a company or work for the military, just stay unemployed. Don't write a novel or start a cult.

If on the Autonomy route, avoid the Top Secret room. Pick the robot cloud or companion dreams, there are achievements associated with the other 2.

Don't do the Military or Grace routes. Keep Grace as low as you can so that neither you or your mother live in Chapter 7. Take the surgery and you should die.