בכל פעם שאני לא מבינה משהו בעבודה, אני משתדלת לשאול מיד ולא לחכות.

Because the speaker is female.

In Hebrew present tense, verbs agree with the subject in gender and number. So:

• אני מבינה = I understand / I am understanding — said by a woman
• אני מבין = I understand / I am understanding — said by a man

Likewise:

• אני משתדלת = I try / make an effort — female speaker
• אני משתדל = I try / make an effort — male speaker

So this sentence is specifically phrased as something a woman would say.

בכל פעם means every time or whenever.

Literally, it is something like in every time, but in natural English you would not translate it that way.

Both בכל פעם and כל פעם are common and can often mean the same thing:

• בכל פעם שאני...
• כל פעם שאני...

Both can mean every time I... / whenever I...

A learner should mainly remember that בכל פעם is a very normal way to introduce a repeated situation.

Here ש־ connects the idea every time with the clause that follows.

So:

• פעם = time / occasion
• שאני לא מבינה... = that I do not understand...

Together:

• בכל פעם שאני לא מבינה... = every time that I don’t understand...
• more naturally in English: whenever I don’t understand...

The particle ש־ is extremely common in Hebrew and can mean things like that, which, or when, depending on context.

Because Hebrew often repeats the subject after an opening clause, especially when it helps clarity.

The structure is:

• בכל פעם שאני לא מבינה משהו בעבודה,
• אני משתדלת...

In English, this is also normal: Every time I don’t understand something at work, I try...

In Hebrew, the repeated אני is especially helpful because present-tense forms like משתדלת show gender and number, but not fully person in the way English does. Without אני, the verb form could potentially be understood as I, you feminine singular, or she, depending on context.

So אני makes the sentence clearer and more natural.

Because משהו and כלום mean different things here.

• משהו = something
• כלום = anything / nothing, depending on the sentence

This sentence means that there is some particular thing the speaker does not understand. So משהו is the right word.

• אני לא מבינה משהו = I don’t understand something

But:

• אני לא מבינה כלום = I don’t understand anything / I understand nothing

That second version is much stronger. It suggests total lack of understanding, not just one unclear point.

בעבודה is ב־ + עבודה.

The prefix ב־ usually means in, at, or on, depending on context.

So:

• עבודה = work
• בעבודה = at work / in my work context

Hebrew often attaches short prepositions directly to the beginning of the noun, instead of writing them as separate words.

So this is a very common pattern:

• בבית = at home / in the house
• במשרד = at the office
• בעבודה = at work

Because להשתדל is normally followed by an infinitive, just like to try in English.

So:

• משתדלת לשאול = try to ask
• משתדלת לחכות would mean try to wait

The forms לשאול and לחכות are infinitives:

• לשאול = to ask
• לחכות = to wait

This is a very common Hebrew pattern:

• אני רוצה ללמוד = I want to study
• אני צריכה ללכת = I need to go
• אני משתדלת לשאול = I try to ask

Because it is linking two actions:

• לשאול מיד
• ולא לחכות

The ו־ means and.

So the structure is:

• to ask immediately
• and not to wait

This is very natural Hebrew. The לא negates the infinitive לחכות.

So:

• ולא לחכות = and not to wait

מיד means immediately, right away, or at once.

In this sentence:

• לשאול מיד = to ask immediately

Its placement after the infinitive is very natural in Hebrew.

So the speaker is saying she tries to do the asking right away, instead of delaying.

Because Hebrew often uses the present tense for habitual actions or general patterns, just like English does.

Compare English:

• Whenever I don’t understand something at work, I try to ask right away.

That is present tense, but it describes a repeated habit, not something happening only right now.

Hebrew works the same way here:

• אני לא מבינה
• אני משתדלת

These present-tense forms describe what the speaker generally does in that situation.

Yes. Hebrew allows a few natural variations.

For example, you might also hear:

• כל פעם שאני לא מבינה משהו בעבודה, אני משתדלת לשאול מיד ולא לחכות.
• בכל פעם שאני לא מבינה משהו בעבודה, אני מנסה לשאול מיד ולא לחכות.

The differences are small:

• כל פעם instead of בכל פעם = still very natural
• מנסה instead of משתדלת = more like I try
• משתדלת has a sense of making an effort

So the original sentence is natural, but not the only possible way to say it.