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Boss: What's the biggest risk with your plan? Dilbert: It's people. They're terrible once you get to know them. Boss: Then don't get to know them. Dilbert: I tried that with you and it didn't work.
Boss: We won a contract to write software for voting machines. Dilbert: Who do you want to be president? Boss: Why do you ask? Dilbert: Because I want you to be happy. Boss: You're implying that you plan to fudge the system. Dilbert: I'm not implying anything like that. Obviously, it will be easy to fudge the data, and we are far happier when you're in a good mood. But I would never commit a crime just because it is good for ma and totally undetectable. Boss: Okay, good. Dilbert: So who do you want to win and by how much?
Boss: When do you expect to finish your project? Dilbert: Never. Boss: That's your plan? Dilbert: No, my plan is to be done in a week. You asked me what I expect. I base my expectations on the quality of people you assigned to my project without asking my opinion. The time-wasters outnumber the productive people on the team by three to one. Under that scenario, plus your total lack of leadership, the world will end before this project does. Boss: Then why is your plan to be done in a week? Dilbert: Because you don't like it when I tell the truth. Boss: Let's compromise on two weeks. Dilbert: Can we set those two weeks on auto-renew?
Woman: Do you want to go to dinner and a movie with me on Friday? Dilbert: That plan is poorly conceived. The best time to watch a movie is also the best time to eat. And what are the odds we want to see the same movie? You're a picky eater, so it would be a nightmare to decide where we both want to eat. One of us would have to compromise, and I assume it would be me. I'm offended by your offer to suboptimize my Friday experience. Woman: Do you have a better option? Dilbert: Nope. See you Friday.
Boss: I can't decide if I want to vote for the liar with the budget plan that doesn't add up or... the other liar with a budget plan that doesn't add up. Dogbert: Have you tried using your ignorance to figure out which one is lying the least? Boss: Ooh, that could work.
Dilbert: Do you have any long-term goals? Wally: Just death. Dilbert: Death isn't a goal. Wally: It's the best kind. This way, I can go out as a winner. With my last breath, I plan to do a fist pump and yell, "I did it!" What's your long-term plan? Dilbert: I plan to use brain imaging technology to map my mind. Then I'll create a digital copy of myself to live forever in a software simulation. Unless I already did. Wally: Give yourself a fist pump, just in case.
Dilbert: I have too much work, and it's stressing me out. Boss: I've been reading about this sort of situation. Try writing don all the things that make you feel grateful. Dilbert: That would be more work! Boss: For your anger issues, try keeping a journal of all the times you lose your temper. Dilbert: That would be more work! Has anyone ever taken your advice? Boss: Do you know the guy in Marketing with the eye patch? Dilbert: He followed your advice? Boss: Half of it.
Boss: Our plan is to use design psychology to make our apps more addictive. Ideally, we want to strip people of their free will and turn them into mindless upgrading zombies. Dilbert: I'd feel better if we called that "marketing." Boss: I need you to be more mindless, too.