Handwriting itself should not matter much. But your personality clues in the handwriting will matter obviously.

Most likely you will not be able to join. You need to be able to see 6/6 with glasses at least, with both eyes separately.

He can talk to his unit or headquarter. He can then also write to / take interview of the General if his issue is not solved.

Varicose veins can get fitness from surgeon with or without procedure.

Gynecomastia can get fit after surgery if the military surgeon marks you fit.

If your resign was legal and you got honorable exit, then you can apply again if you are eligible.

You can apply. The mark will be evaluated during the medical.

If you were discharged without any criminal charges and with a good reason, then you can try to apply again.

The person is referred to the psychiatrist during medical. The psychiatrist evaluates to see if the person is fit to be inducted in army or not.

You will be referred to the surgeon during medical to get fitness for the surgery. If he marks you fit, then you can join.