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Could you please help me fix these sentences and tell me if the brackets are optional and which words to use?

1 That shows you what bad of a judge I am.
2 (In order) for them to jump out of a 10 story building, they must have seen something they were scared of.
3 Is there one person that if they said that, it would sound weird to your ears?
4 What do you see yourself as in 10 years?
5 I can't (afford to) forget his birthday./You can't (afford to) be scared of dying if you want to drive around in the same car with him.
6 Were you different with him at your workplace when you were friends than/from when you were dating.
7 It would have been nice to have won it./to win it.
8 He will be able to beat me up when he gets older/bigger (than I.)
9 Even with that message, no one has called me back. I don't know what I need to do to get a call back.
10 That's a card that I'm going to struggle/get struggled to get money on.

Thank you
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I have underlined some problem areas:

1 That shows you what bad of a judge I am.
2 (In order) for them to jump out of a 10 story building, they must have seen something they were scared of.
3 Is there one person that if they said that, it would sound weird to your ears?

6 Were you different with him at your workplace when you were friends than/from when you were dating.

8 He will be able to beat me up when he gets older/bigger (than I.)

10 That's a card that I'm going to struggle/get struggled to get money on.
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Thank you for the hints, here is what I got. Could you tell me what you think please and how to properly say each?

1 That shows you what bad of a judge I am. That shows you how bad (of) a judge I am.
2 (In order) for them to jump out of a 10 story building, they must have seen something they were scared of. I don't know why JUMP is underlined.
3 Is there one person that if they said that, it would sound weird to your ears? WHO but even then the sentence sounds weird.
4 What do you see yourself as in 10 years? Can you say this? or it is Where do you see...
5 I can't (afford to) forget his birthday./You can't (afford to) be scared of dying if you want to drive around in the same car with him. Brackets optional?
6 Were you different with him at your workplace when you were friends than/from when you were dating. I don't see why you underlined dating. FROM, THAN??
7 It would have been nice to have won it./to win it. BOTH?
8 He will be able to beat me up when he gets older/bigger (than I.) than me/than I am ???
9 Even with that message, no one has called me back. I don't know what I need to do to get a call back.
10 That's a card that I'm going to struggle/get struggled to get money on. ???
Thank you
1 That shows you what a bad judge I am.
2 (In order) for them to have jumped out of a 10 story building, they must have seen something they were scared of.
3 Is there one person who if they said that, it would sound weird to your ears?
6 Were you different with him at your workplace when you were friends than/from when you were dating. I don't see why you underlined dating?
8 He will be able to beat me up when he gets older/bigger (than I am / than me.)
10 That's a card that I'm going to struggle to get money on.