הוא שואל אם שמעתי אותם, ואני עונה ששמעתי אותם אבל לא ראיתי אותם.

Here אם means whether, not a conditional if.

In the sentence הוא שואל אם שמעתי אותם, the meaning is He asks whether I heard them.

Hebrew uses אם for indirect yes/no questions:

• אני לא יודע אם הוא בא = I don’t know whether he is coming
• היא שאלה אם ראיתי אותו = She asked whether I saw him

So in this sentence, אם introduces the embedded question.

The prefix ש־ means that in many contexts.

In ואני עונה ששמעתי אותם, it means:

• And I answer that I heard them

So:

• הוא שואל אם... = He asks whether...
• אני עונה ש... = I answer that...

Because ש־ is attached directly to the next word, ש + שמעתי becomes ששמעתי.

This doubling of ש and ש sound is completely normal in writing:

• ששמעתי
• שראיתי
• שאמרתי

שמעתי is the past tense, 1st person singular: I heard.

It comes from the root ש־מ־ע (related to hearing/listening).

The ending ־תי is a very common past-tense ending meaning I:

• שמעתי = I heard
• ראיתי = I saw
• אמרתי = I said
• הלכתי = I went

So in this sentence:

• שמעתי אותם = I heard them

Because both are:

• past tense
• first person singular
• meaning I did ...

The ־תי ending marks I in the past tense.

So:

• שמעתי = I heard
• ראיתי = I saw

This is very common in Hebrew verbs.

אותם means them as a direct object, for a masculine plural group or a mixed-gender group.

So:

• שמעתי אותם = I heard them
• ראיתי אותם = I saw them

Hebrew distinguishes object pronouns by gender and number:

• אותו = him / it (masculine)
• אותה = her / it (feminine)
• אותם = them (masculine/mixed)
• אותן = them (feminine)

Hebrew normally repeats the object pronoun with each verb if both verbs take that object.

So the natural sentence is:

• ששמעתי אותם אבל לא ראיתי אותם

This clearly means:

• that I heard them but did not see them

You usually do not leave out the second אותם in standard, clear Hebrew. Repeating it sounds more natural and avoids ambiguity.

Yes, Hebrew often drops subject pronouns because the verb already shows the person. So ועונה could sometimes be understood from context.

But ואני עונה is very natural because it adds clarity and contrast:

• He asks... and I answer...

Including אני helps emphasize the switch in subject:

• הוא שואל = he asks
• ואני עונה = and I answer

So it is not required in every sentence, but it is very normal and useful here.

Hebrew can sometimes omit subject pronouns, but in this sentence הוא is helpful because it explicitly says he and contrasts with אני later.

Also, in the present tense, Hebrew verb forms do not always make the subject as clear as in the past. So using the pronoun often makes the sentence easier to follow:

• הוא שואל = he asks
• אני עונה = I answer

This is especially natural when two different subjects appear in one sentence.

Both are present tense masculine singular forms.

• שואל = asking / asks
• עונה = answering / answers

They agree with the subject:

• הוא שואל = he asks
• הוא עונה = he answers

If the subject were feminine singular, the forms would be:

• היא שואלת
• היא עונה

Notice that עונה is already the feminine singular present form too, so the same spelling can sometimes serve both masculine and feminine depending on the verb pattern. But here, with אני, it simply means I answer in present tense.

אבל means but.

So:

• ששמעתי אותם אבל לא ראיתי אותם = that I heard them but didn’t see them

It connects two contrasting ideas:

• I heard them
• I did not see them

This is very straightforward and works much like English but.

In Hebrew, לא is the normal word for not, and it usually comes directly before the verb it negates.

So:

• לא ראיתי = I did not see
• לא שמעתי = I did not hear
• לא עונה = am not answering / do not answer

That is why the sentence says:

• אבל לא ראיתי אותם = but I didn’t see them

The word order here is very natural and standard.

The sentence is built like this:

• הוא שואל = He asks
• אם שמעתי אותם = whether I heard them
• ואני עונה = and I answer
• ששמעתי אותם אבל לא ראיתי אותם = that I heard them but did not see them

Hebrew word order is somewhat flexible, but this version is neutral and easy to understand. A learner should treat this as a good default pattern.

It is pronounced smoothly as one word, roughly she-shamáti.

What is happening is:

• ש־ = that
• שמעתי = I heard

Together:

• ששמעתי = that I heard

This kind of combination is very common in Hebrew and does not sound strange to native speakers.

Usually שמעתי אותם is understood as I heard them.

The verb לשמוע can sometimes overlap with listen/hear depending on context, but in this sentence the most natural meaning is heard.

If you specifically want listened to, Hebrew often uses context or a different phrasing, such as:

• הקשבתי להם = I listened to them

So here:

• שמעתי אותם = most naturally I heard them

The commas help separate the main parts of the sentence and make it easier to read:

• הוא שואל אם שמעתי אותם,
• ואני עונה ששמעתי אותם אבל לא ראיתי אותם.

They reflect a pause between:

1. what he does
2. what I do

In informal Hebrew, punctuation can vary, but the commas here are perfectly normal and helpful.