Most of your confusion with your / you're and their / they're is that you're associating the two words because they have identical pronunciation. If you are thinking of a sentence and jot or type it quickly, sometimes your fingers substitute the wrong word because the sound in your mind is the same. Your fingers usually type the word you use most often, even if you're thinking of the correct word. If you look at it again, you will notice the mistake.
Its / it's is a little harder. We are used to possessive nouns needing an apostrophe to indicate possession, and it's seems to look just like a possessive form.
Additional confusion comes from the fact that the possessive determiner for the singular masculine, his, and the possessive determiner for the third person neuter, its, have the same spelling as the possessive pronouns for the singular masculine and the third person neuter. The way to tell which part of speech they actually are is found through context and the placement of the word in the sentence. Unfortunately, because the spelling of two of the possessive determiners and possessive pronouns is the same, sometimes people generalize that all possessive determiners and possessive pronouns have the same spelling or are the same word.
Perhaps an example that shows a similar problem can help your confusion. Read and read are spelled the same way. But, they are two different words. To distinguish them in the written form, you need to use context and sometimes say the sentence in your head. In this case, they are pronounced differently, which does make things easier.
- They had read the book yesterday.
- They have to read the book today.
It's worth the effort to remember that its is possessive because you show you have good grammar skills. The mistake jumps out at people who know the difference. It makes them think you don't know the correct grammar to use,or that you are careless and do not check over your work. Neither thought leaves a professional impression of you.