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Ask Flex / The micromanaging boss

Ask Flex

What do you say to a micro­managing boss?

"What do I even say to a micromanaging boss? Everything I think of sounds rude."You asked Google. Flex answered.
Flex the robot peeking out from behind a big potted plant with his tablet, while a boss's shadow holding a coffee mug looms over the cubicle wall
Flex's short answer

Say three things: ask how often they'd like updates, offer a set time for them, and say what helps you do your best work. Asking a question goes over better than complaining.

✱ The video

Rather watch? It's 53 seconds.

✱ Flex's tips

Three things to say.

1

Ask the how-often question

"How often would you like updates from me?"

2

Offer the time

"I can send one every day at 3. Would that work?"

3

Say what helps you

"I do my best work with a couple of quiet hours."

4

Practice it once

Out loud, in the car. It comes out calmer.

Try this in your own Claude or ChatGPT

I need to talk to my boss about how often they check on my work. Here's the situation: [describe]. Give me 3 short things I could say, in a friendly voice, that ask for a set update time instead of constant check-ins.

Before you paste work stuff into any AI, check what your company allows.
Free tool

Micromanager Bingo

Tap what your boss did today. Four in a row wins a laugh, and one move to try.

Play a round
Flex the robot peeking out from behind a big potted plant with his tablet, while a boss's shadow holding a coffee mug looms over the cubicle wall
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✱ What people ask
How do I respond to a micromanager email?

Answer the question, add what's next, and keep it to three lines. Flex has a page on it.

How do I deal with a micromanager at work?

Updates before they ask. Flex has a page on it.

How do I work with a micromanager boss?

Learn what they always ask, and answer it first. Most of the friction is surprises.

✱ More from this pile: The micromanaging boss
From Nikki's blogFlex tells you how. Nikki tells you what it felt like. Read it on Clawd and Me. Read it →

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