The phrase "financial pickle" means being in a difficult or tricky situation with money. It suggests that a person or organization is facing financial problems or challenges. Full definition
No CEO wants to get caught in that type of financial pickle. (inc.com)
In closing, I just want you to know that whatever financial pickle you find yourself in, there is someone going through the exact thing or worse. (thecollegeinvestor.com)
I had the same thing happen to me, years ago, buyer backed out and put us in a real financial pickle for several months. (theinspiredroom.net)