Molitor, the family therapist, said many Baby Boomers grew up with a sense of entitlement about money.
Measures of past performance matter, too, says Molitor, but "they're not really predictive" because there's so much randomness in past returns.
Molitor said children should be involved in financial planning from an early age.
Molitor says she's seen a wave of families come to her to talk about money and the stress it's causing them.
Molitor says hard economic times are particularly difficult for people with Type A personalities, especially those who have never experienced failure.
Often, what they need is to talk to each other, says Molitor.
Canadian title holder Molitor will be familiar to English boxing fans following his first world title win against Hartlepool scrapper Michael Hunter four years ago.
That the shipwrecked hero, a young Indian boy named Piscine Molitor Patel -- "Pi" for short -- didn't have another human soul to talk to for 200 days presented another significant challenge.
The 'Swiss Miss' burst onto the scene at the tender age of 16 in 1997, winning three grand slams, including Wimbledon and taking over at world number one, guided by her mother and long-time coach Melanie Molitor.
Jeffrey Molitor, Vanguard's overseer of outside managers, says he and his staff spend a lot of time talking to potential managers to understand how they make decisions and whether they have an approach that's likely to let them beat the market.
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