While Tim needs to sort out his portfolio for his own benefit, he is single and has no financial dependants. By contrast, Leslie has a wife and Rob has a wife and adult children. This means they also need to simplify their portfolios for the benefit of those that they might leave behind.
"It's important to consider what happens when you go under a bus," says Alan Steel, chairman of Alan Steel Asset Management. "Is your spouse as keen as you are on all this stuff?"