BIGGEST CHALLENGE
Help ME help my indecisive boss
One TA Subscriber needs help handling a disorganized boss:
My biggest challenge is a disorganized boss who overthinks, over-talks, finally makes a decision, and changes her mind a few days later. Best part: Complains about being so busy. She is also a lovely, smart person.
This is a tough one, indeed.
It can’t be easy to watch your potentially stellar boss self-sabotage herself day after day, especially when it seems like she means well.
Her overthinking and indecision, more than likely, stem from her fear of making the wrong decisions.
Put another way: Her problems come from an earnest desire to do the right things.
That’s good news for you, dear reader. A boss who’s simply struggling to deliver on her good intentions is an ideal candidate for managing up.
This is a formidable challenge, but it’s also an opportunity to make yourself indispensable while leading from behind the scenes and perfecting your ability to influence.
The fact that you recognize your boss’s overthinking suggests you might not be as susceptible to it, that you might have opinions on the topics she’s being indecisive about — that you and your ideas might be her solution and yours.
Here are two strategies for managing up with grace and respect:
1. Manage up by asking strategic questions
Start by determining what you think your boss should do or decide.
Work backward from this end goal, asking questions to help your boss arrive where you did hours ago.
For example, if you’re rooting for option A because it has way more “pros” than option B, then you might ask her what she sees as the benefits of each option. Sit back and see if she arrives at a similar conclusion to yours.
Even if she arrives at a different conclusion, at least you’re still accelerating her travel time!
2. Manage up using the art of repeat exposure
This strategy is similar to strategic questioning.
You still begin by determining what you think your boss should do or decide, but instead of asking questions to get her onto your page, you present ideas and suggestions gradually and repetitively until they sink in.
(Advertising relies on repeat exposure all the time, as you’ve probably noticed if you have a base-level Hulu subscription.)
For example, you could bring up, every day for one week, one benefit you see about option A.
With hope, this leads to a decision, or a conversation at least.