YOU SAID:

Bill was short of money and was out looking for a job.

INTO JAPANESE

ビルはお金に困っていたし、仕事を探していた。

BACK INTO ENGLISH

Bill was in trouble with money and I was looking for a job.

INTO JAPANESE

ビルがお金に困っていたし、仕事を探していた。

BACK INTO ENGLISH

Building is hard up for money and was looking for a job.

INTO JAPANESE

建物は金に困って、仕事を探していた。

BACK INTO ENGLISH

Building is hard up for money and was looking for a job.