כשהוא מודאג, הוא בודק את הטלפון כל כמה דקות.

כשהוא means when he.

It is made from:

• כש־ = when
• הוא = he

So:

• כשהוא מודאג = when he is worried / when he’s anxious

You may also see כאשר הוא in more formal Hebrew, but כשהוא is very common in everyday language.

Because the sentence has two clauses, and each one has its own subject:

• כשהוא מודאג = when he is worried
• הוא בודק את הטלפון... = he checks the phone...

In English, we also normally repeat he:

• When he is worried, he checks the phone every few minutes.

So the repetition is completely normal.

In present-tense Hebrew, the verb to be is usually omitted.

So Hebrew says:

• הוא מודאג = literally he worried/anxious but it means:
• he is worried/anxious

This is one of the most important differences from English.

Compare:

• הוא עייף = he is tired
• היא שמחה = she is happy
• הם בבית = they are at home

In the past or future, Hebrew does use forms of to be, but not usually in simple present descriptions.

Here, מודאג is an adjective, meaning worried, concerned, or anxious.

So:

• הוא מודאג = he is worried

It agrees with the subject in gender and number:

• masculine singular: מודאג
• feminine singular: מודאגת
• masculine plural: מודאגים
• feminine plural: מודאגות

So if the subject were a woman, you would say:

• כשהיא מודאגת, היא בודקת את הטלפון כל כמה דקות.

This is a very good question, because both can relate to worry.

• מודאג usually means worried / anxious / concerned as a state or feeling.
• דואג can also mean worried, but it often comes from the verb לדאוג, which can also mean to worry or to take care of / see to depending on context.

In this sentence, מודאג sounds very natural for being in a worried state.

Very roughly:

• הוא מודאג = he is worried
• הוא דואג = he worries / he is worrying / he takes care

So מודאג is often clearer here.

בודק comes from the verb לבדוק, meaning to check, to examine, or to inspect.

So:

• הוא בודק = he checks / he is checking

In this sentence, because of the context כל כמה דקות, it means a habitual action:

• he checks the phone every few minutes

Hebrew present tense often covers both:

• he checks
• he is checking

The context tells you which one is meant.

את marks a definite direct object.

Here:

• הטלפון = the phone
• since it is definite (the phone), Hebrew uses את

So:

• הוא בודק את הטלפון = he checks the phone

Compare:

• הוא בודק טלפון = he checks a phone / phones in a more general sense
• הוא בודק את הטלפון = he checks the phone

Important: את usually does not translate into English. It is a grammar marker.

Literally, כל כמה דקות is something like every several minutes or every some minutes.

In natural English, it means:

• every few minutes

Breakdown:

• כל = every
• כמה = how many / some / several depending on context
• דקות = minutes

So כל כמה דקות is a common Hebrew way to say that something happens repeatedly at short intervals.

Because כמה refers to more than one minute, so the noun must be plural.

• דקה = minute
• דקות = minutes

So:

• כמה דקות = a few minutes / several minutes

Hebrew uses the plural here just as English does.

Yes. Hebrew present tense is commonly used for habitual actions.

So:

• הוא בודק את הטלפון כל כמה דקות can mean
  • he checks the phone every few minutes
  • or, in some contexts, he is checking the phone every few minutes

In this sentence, the meaning is clearly habitual or repeated behavior, so English usually uses the simple present:

• he checks

Yes, this word order is very normal:

• כשהוא מודאג, הוא בודק את הטלפון כל כמה דקות.

It starts with a when-clause, then gives the main clause.

You could also change the order:

• הוא בודק את הטלפון כל כמה דקות כשהוא מודאג.

That also makes sense and means essentially the same thing:

• He checks the phone every few minutes when he’s worried.

The version with the when-clause first may sound a little more natural if you want to emphasize the condition or situation first.

You would change the pronouns and the adjective/verb forms to feminine:

• כשהיא מודאגת, היא בודקת את הטלפון כל כמה דקות.

Changes:

• הוא → היא = he → she
• מודאג → מודאגת = masculine → feminine
• בודק → בודקת = masculine → feminine

This is because Hebrew marks gender much more often than English does.

A common pronunciation guide would be:

Kshe-hu mud'ag, hu bodek et ha-telefon kol kama dakot.

A few notes:

• כשהוא = kshe-hu
• מודאג = mud-ag or mu-da'ag depending on how carefully someone pronounces it
• בודק = bo-dek
• את = et
• הטלפון = ha-telefon
• כל כמה דקות = kol kama dakot

If you want to sound natural, the rhythm is roughly:

• kshe-HU mu-DAAG, hu bo-DEK et ha-te-le-FON kol KA-ma da-KOT

Sometimes, depending on context, כש־ can mean when or while.

In this sentence:

• כשהוא מודאג is best understood as when he is worried

That is because it describes a condition or situation in which the main action happens.

If the context strongly emphasized an action happening at the same time, English might sometimes use while, but here when is the most natural choice.

The comma is standard and helpful here because the sentence begins with a subordinate clause:

• כשהוא מודאג, ... = When he is worried, ...

This works much like English, where a comma is also commonly used after an opening when-clause.

In informal writing, people are not always perfectly consistent with punctuation, but the comma here is correct.