Skip to main content
Stanley Bing

How to deal with your crazy boss

Fortune's Stanley Bing shares his take on the five types of crazy bosses, and some strategies for dealing with one, from "Crazy Bosses" (Harper Collins).

The wimp
Work the antecedents.
Rationale: Wimps require excessive selling. To get your plans accepted, be prepared to dress up your good, original thinking in plain old brown paper wrapping. That means taking your innovative proposals and coming up with things that have existed before that have some similarity to them, things that succeeded and brought glory to the boss who okayed them. He doesn't want to hear "Nobody's ever done anything like this before, Milt." He wants to hear "When they tried something exactly like this over at Omnivore, it went like gangbusters."

Effectiveness: Solid. The wimp is deeply disturbed by anything new and dangerous. He's against risk, no matter how advisable the gamble might be. Don't ask him to be anything other than his self - good crazy boss advice across the board.


Tell us about your crazy boss
Is your boss heading for a self-made disaster? Scared of his own shadow? Just plain weird? Share your insane workplace story.
ExecutricksThe central question of every hardworking person's career is how to work less hard while still being able to buy an expensive bottle of wine without trembling. The answer is simple: Retire while still working! (more)

Most stock quote data provided by BATS. Market indices are shown in real time, except for the DJIA, which is delayed by two minutes. All times are ET. Disclaimer. Morningstar: © 2018 Morningstar, Inc. All Rights Reserved. Factset: FactSet Research Systems Inc. 2018. All rights reserved. Chicago Mercantile Association: Certain market data is the property of Chicago Mercantile Exchange Inc. and its licensors. All rights reserved. Dow Jones: The Dow Jones branded indices are proprietary to and are calculated, distributed and marketed by DJI Opco, a subsidiary of S&P Dow Jones Indices LLC and have been licensed for use to S&P Opco, LLC and CNN. Standard & Poor's and S&P are registered trademarks of Standard & Poor's Financial Services LLC and Dow Jones is a registered trademark of Dow Jones Trademark Holdings LLC. All content of the Dow Jones branded indices © S&P Dow Jones Indices LLC 2018 and/or its affiliates.

Most stock quote data provided by BATS. Market indices are shown in real time, except for the DJIA, which is delayed by two minutes. All times are ET. Disclaimer. Morningstar: © 2018 Morningstar, Inc. All Rights Reserved. Factset: FactSet Research Systems Inc. 2018. All rights reserved. Chicago Mercantile Association: Certain market data is the property of Chicago Mercantile Exchange Inc. and its licensors. All rights reserved. Dow Jones: The Dow Jones branded indices are proprietary to and are calculated, distributed and marketed by DJI Opco, a subsidiary of S&P Dow Jones Indices LLC and have been licensed for use to S&P Opco, LLC and CNN. Standard & Poor's and S&P are registered trademarks of Standard & Poor's Financial Services LLC and Dow Jones is a registered trademark of Dow Jones Trademark Holdings LLC. All content of the Dow Jones branded indices © S&P Dow Jones Indices LLC 2018 and/or its affiliates.