Siento orgullo cuando mi hija intenta hablar en español sin miedo.

Both are possible, but they are not exactly the same structure.

• Siento orgullo literally means something like I feel pride.
• Estoy orgulloso / Estoy orgullosa means I am proud.

So this sentence expresses the emotion as a feeling using the noun orgullo.

This is useful because:

• it sounds natural in Spanish
• it avoids showing the speaker’s gender
• it focuses on the feeling itself

If you wanted, you could also say:

• Estoy orgulloso cuando mi hija intenta hablar en español sin miedo.
• Estoy orgullosa cuando mi hija intenta hablar en español sin miedo.

Those are also correct, but they require the adjective to agree with the speaker’s gender.

Spanish often leaves out subject pronouns when they are already clear from the verb form.

• Siento already means I feel
• so yo siento is usually unnecessary

This is very common in Spanish. The verb ending tells you who the subject is.

• siento = I feel
• intenta = he/she tries

You could say Yo siento orgullo... if you want extra emphasis, but in a normal sentence it is usually omitted.

Because orgullo is a noun, while orgulloso/orgullosa is an adjective.

• orgullo = pride
• orgulloso / orgullosa = proud

In this sentence, the structure is:

• siento
  • noun
• siento orgullo = I feel pride

If you used the adjective, the structure would change:

• estoy orgulloso = I am proud
• estoy orgullosa = I am proud

So the sentence is built around a noun, not an adjective.

Because in Spanish, abstract nouns often appear without an article after verbs like sentir when you mean the feeling in a general sense.

• Siento orgullo = I feel pride
• Siento miedo = I feel fear
• Siento alegría = I feel joy

Using an article would change the nuance:

• Siento un orgullo... can sound more specific or emphatic
• Siento el orgullo... usually sounds less natural here unless you mean a very specific pride already identified in context

So siento orgullo is the most natural choice in this sentence.

Because the sentence describes something that happens generally or whenever that situation occurs.

• cuando
  • present tense often means when/whenever
• mi hija intenta = my daughter tries

So the idea is:

• I feel pride whenever my daughter tries to speak Spanish without fear

This is not talking about one single completed event. It is a repeated or general situation, so the present tense fits well.

In Spanish, the normal and most common way to say my daughter is mi hija.

• mi = my
• hija = daughter

The form la hija mía exists, but it is much less common and usually more emphatic or stylistically marked. In everyday Spanish, you would normally say:

• mi hija
• mi madre
• mi hermano

So mi hija is simply the standard possessive structure.

Because intentar is followed directly by an infinitive in Spanish.

The pattern is:

• intentar + infinitive

So:

• intenta hablar = she tries to speak
• intento aprender = I try to learn
• intentamos salir = we try to leave

English uses to, but Spanish does not add a preposition here.

So these are correct:

• intenta hablar
• intento estudiar

And these are not correct in standard Spanish:

• intenta a hablar
• intenta de hablar

Yes, both can be correct, but they are slightly different in emphasis.

• hablar español = to speak Spanish as a language ability or activity
• hablar en español = to speak in Spanish, emphasizing the language being used in that moment

In this sentence, hablar en español works well because it focuses on the fact that the daughter is trying to express herself using Spanish.

Compare:

• Mi hija habla español. = My daughter speaks Spanish.
• Mi hija intenta hablar en español. = My daughter tries to speak in Spanish.

So en español is very natural here.

Because in Spanish, names of languages are normally not capitalized.

So you write:

• español
• inglés
• francés

This is different from English, where you write Spanish, English, French with capital letters.

The same rule applies in this sentence:

• hablar en español

not

• hablar en Español

Sin miedo means without fear or without being afraid.

Spanish often prefers short, simple expressions like this.

• sin miedo is concise and natural
• it describes the way she is trying to speak

So:

• habla sin miedo = she speaks without fear
• intenta hablar en español sin miedo = she tries to speak in Spanish without fear

You could say sin tener miedo, but it is heavier and less natural in a sentence like this. Spanish often uses the shorter noun phrase after sin.

It describes how the daughter tries to speak Spanish.

The core part is:

• mi hija intenta hablar en español = my daughter tries to speak in Spanish

Then:

• sin miedo = without fear

So the full idea is that she is trying to speak Spanish confidently / without being afraid.

It does not describe the speaker’s feeling of pride. It describes the daughter’s manner of speaking.

Yes. In this sentence, cuando can naturally be understood as when or whenever, depending on context.

Because the verbs are in the present tense and the sentence sounds general, many English speakers would understand it as:

• I feel proud whenever my daughter tries to speak Spanish without fear

If the speaker is thinking of one specific occasion, it could simply be when. But as written, it often has that broader whenever this happens sense.