[General] saved some money when he had a job

[Silverobama]

David is the host of our English club. He once taught in a language school here but he hasn't worked for more than one year. Tonight someone (a new member) came to our English club and asked me something about Daivd. When she knew that David doesn't have a job, she asked me how he survives for more than one year without having a job. I said "He might save some money when he had a job"

Is the italic sentence natural?

P.S.: A similar question was asked on WR. The reason I asked this question here is not for breaking rules here but because I can't have a whole sentence proofreading there.

 

[GoesStation]

David is the host of our English club. He once taught in a language school here but he hasn't worked there for more than [STRIKE]one[/STRIKE] a year. Tonight someone (a new member) came to our English club and asked me something about [STRIKE]Daivd[/STRIKE] him. When she [STRIKE]knew[/STRIKE] found out/learned that David doesn't have a job, she asked me how he has survived [STRIKE]survives[/STRIKE] for more than [STRIKE]one[/STRIKE] a year [STRIKE]without having a job[/STRIKE]. I said "He might save some money when he had a job"

Is the italic sentence natural?

No, the tenses are mixed up. Can you see how to fix them?

 

[Silverobama]

I am sorry for the tenses mistake. How about my new try? Is it natural and grammatical?

He might have saved some money when he had a job.

I think the tense is okay but the sentence (reply) is a bit weird.

 

[GoesStation]

I am sorry for the tenses mistake. How about my new try? Is it natural and grammatical?

He might have saved some money when he had a job.

I think the tense is okay but the sentence (reply) is a bit weird.

That's what I was looking for. It's correct, natural, and not at all weird.

 

[tedmc]

He might have saved some money when he was having a job.

Is the above better? Or maybe it works better with while.

 

[GoesStation]

He might have saved some money when he was having a job.

Is the above better? Or maybe it works better with while.

It doesn't work either way.

 

[emsr2d2]

He might have saved some money when he was having a job.

Is the above better, or would it work better with while?

It doesn't work regardless of what comes before it.

He has a job. :tick:
He is having a job. :cross:
He had a job. :tick:
He was having a job. :cross: