היא לא צריכה להתבייש לשאול שאלה, במיוחד אם משהו לא ברור לה.

Because the subject is היא (she), which is feminine singular. In Hebrew, צריך / צריכה agrees with the subject:

• הוא צריך = he needs / should
• היא צריכה = she needs / should

So היא לא צריכה... is the correct feminine form.

It can mean either, depending on context. The pattern צריך / צריכה + infinitive often covers several English ideas:

• need to
• have to
• should

In this sentence, היא לא צריכה להתבייש can be understood as she doesn't need to be ashamed or more naturally in English, she shouldn't be ashamed.

Literally, it is something like she does not need to be ashamed.

But in natural English, it often comes out as:

• She shouldn't be ashamed
• She doesn't need to feel ashamed

So the Hebrew structure is slightly different from the most natural English wording, even though the meaning is the same.

Because they are both infinitives.

In Hebrew, the infinitive usually begins with ל־, which often corresponds to English to:

• להתבייש = to be ashamed / to feel embarrassed
• לשאול = to ask

So the ל־ is just a normal part of the infinitive form.

This is a normal structure.

First, צריכה is followed by an infinitive:

• צריכה להתבייש = needs/should be ashamed

Then להתבייש can itself be followed by another infinitive:

• להתבייש לשאול = to be ashamed to ask

So the structure is very similar to English:

• to be ashamed to ask

Yes, לשאול already means to ask, so technically the object is not always necessary.

But לשאול שאלה is still very natural Hebrew. It is just like English ask a question. It sounds normal and explicit, not repetitive in a bad way.

You may also hear just לשאול when the object is obvious from context.

Because Hebrew often uses the singular in general statements, just like English does.

• לשאול שאלה = to ask a question

This does not mean only one question ever. It means the general act of asking a question. English does the same thing:

• Don't be afraid to ask a question

That can still refer to asking questions in general.

במיוחד means especially.

It adds emphasis to the condition that follows:

• במיוחד אם משהו לא ברור לה = especially if something isn't clear to her

So the idea is: she should not feel ashamed to ask, and this is even more true when she does not understand something clearly.

Literally, משהו means something.

So אם משהו לא ברור לה is literally:

• if something is not clear to her

But in natural English, this can also sound like:

• if anything isn't clear to her

That is a translation choice. The Hebrew word here is still משהו.

Because it agrees with משהו, which is grammatically masculine singular.

So:

• משהו ברור = something is clear
• משהו לא ברור = something is not clear

If the noun were feminine singular, you would expect ברורה instead.

לה means to her.

Hebrew often uses ברור ל־... for clear to...:

• ברור לי = clear to me
• ברור לך = clear to you
• ברור לה = clear to her

So משהו לא ברור לה literally means something is not clear to her.

The לה appears at the end because that is a very common Hebrew word order in this kind of expression.

Because ברור is an adjective, and adjectives are negated with לא.

So:

• ברור = clear
• לא ברור = not clear

By contrast, אין is used for absence or non-existence, such as:

• אין זמן = there is no time
• אין לי שאלה = I have no question

So in this sentence, לא ברור is the correct form.