be heading for a fall

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be heading for a fall

To be taking actions that will likely result in a problem or conflict, typically due to one's past behavior. With the way he keeps skipping school, he is definitely heading for a fall. Oh, Jennifer is heading for a fall—you can't start rumors about half the school without repercussions.
See also: fall, heading

be heading for a fall

or

be riding for a fall

If a person or an organization is heading for a fall or is riding for a fall, they are doing things that make them likely to have problems or to fail soon. The Tory Party is heading for a great fall. Here was a company that seemed to be riding for a fall. Now, it has become the sixth-biggest firm in the market. Note: You can also say that a person or organization is headed for a fall. There were some who wondered whether Black's vanity indicated that he was headed for a fall. Note: This expression was probably first used in fox-hunting to refer to someone who was riding dangerously.
See also: fall, heading