"Not very good with money" ... give me a break. Money is really simple, it's BASIC math, addition and subtraction.
I have $10,000 in the bank, I need $1000 for rent, $1000 for food, clothes and everyday living. I need $300 for gas for the car, $50 for the car insurane. I got bills to pay, that's $250. I have travel expenses and a friend to pay back, that's $1400.
Lets add that up:
1000 + 1000 + 300 + 50 + 250 + 1400 = $5000
I'm going to put half of what's left into a savings account so that I can go on vacation and in case something happens, maybe even a bit of extra cash for something special or retirement.
That leaves me with $2500 i can do anything i want with. AS SIMPLE AS THAT. And if your life is more complicated then that and can't be bothered, she certainly had the money to hire someone to take care of her finances, once a month, her accountant says: "Annie, don't spend over $50,000 this month, we're waiting to get paid on that photo shoot from last month..."
Seriously, i can understand that money is hard to manage for people in a bind, but for people with enough money they can hire someone to manage it for them... no excuse.
Her early work was good, she made lots of money, but she was too irresponsible to provide a future for herself when she had the chance too, tough luck. Millions of people never get a chance to save up worth a damn because they don't make enough and they have to spend it on food and medication, I feel bad when they are in debt and when the bank decides that it's over, they're on the street. Annie Leibowitz can declare bankruptcy and keep shooting until she's too old to hold up a camera.
Why is this news, unless we also all feel bad for the millions of people in debt, except they have it tough, she isn't skipping dinner becuase she's in debt $24 MILLLION dollars. Many of us will never even make that sort of money in our life times!