Dig into his pockets - Idioms by The Free Dictionary
dig (deep) into (one's) pocket(s) (redirected from dig into his pockets)
dig (deep) into (one's) pocket(s)
To spend a lot of one's money. We had to dig deep into our pockets after our construction budget ballooned beyond what we had planned.
References in periodicals archive
Mellberg refused to divulge just how deep he had had to dig into his pockets
to fund his novel gesture but he insisted it was simply about saying goodbye to his fans.
He'll also dig into his pockets
for another $25,000 a month to keep things running while waiting for the $2 million refinancing decision.