How to Manage Up So Your Boss Removes Obstacles Not Adds Them

Think about how your managers bring you work. Some arrive at your door asking you to make the call, set the direction, and resolve the ambiguity. Others arrive with a proposed way forward and a simple question: any red flags before I proceed?
The difference between those two habits is the difference between a management layer that adds to your load and one that removes it. And most GMs are unintentionally training the first kind.
The Pattern That Makes You the Bottleneck
When a manager waits for you to give a clear brief before they move, every ambiguous project routes through you. You become the clarity department for the whole business. It feels like being in control. It is actually a cap on how fast your organisation can move, because nothing progresses faster than you can personally get to it.
The manager is not being lazy. They have usually learned that this is what you want. If asking you first is always safe, and moving without you sometimes gets corrected, a sensible person asks first every time.
What Good Looks Like
The managers who help you most do not seek clarity. They propose it. Instead of "can we discuss the project parameters?" they come with a position:
"Based on our market position and the goals we agreed, I plan to focus on revenue growth over cost reduction, target a third-quarter launch to get ahead of competitors, and pilot with our top customers first. Unless you see a red flag, I will move forward on that basis."
One version adds to your mental load and waits. The other reduces it and moves. The second manager still gives you the chance to steer, but the default is progress, not a queue outside your office.
The same principle applies to how managers communicate upward in writing. Most weekly updates are a list of activities. The best ones are a short account of impact, direction and what is needed to keep moving. The format of the update signals whether someone is thinking like an operator or like a leader.
Are you the bottleneck?
Take the two-minute assessment and see exactly where work is queueing around you, and what to hand over first.
How Managers Should Communicate Up, Not Just Act Up
Consider two versions of the same week's work.
The activity version
- Completed team training
- Finished Q3 reports
- Met with Client X
The impact version
- Team training completed. Already seeing faster client issue resolution. This frees senior people to focus on the growth work we discussed.
- Q3 analysis revealed a revenue leak through process gaps. The team is implementing fixes.
- Client X meeting uncovered supply chain challenges. Connected them with our logistics team, which has opened a conversation about expanding the partnership.
The first update says "I'm busy." The second says "I'm moving the business forward."
Same activities. Entirely different impression of the person sending them.
When you are coaching your managers to propose rather than ask, coach them to communicate the same way. A useful structure is to ask them to cover three things: what moved forward and what it changed, what they are focused on next and why it matters, and what decision or support they need from you and what it will unlock. That last item is where managing up becomes genuinely useful. A manager who says "I need a decision on X so that Y does not stall" is doing your job of removing obstacles, not adding to your inbox.
A simple test for any update
Ask your managers to look at each item in their update and answer:
- What tangible change did this create?
- Who is better off and how?
- What problem did this prevent?
- What new opportunity did this open?
If they cannot answer those questions, they are reporting activity, not impact. That is worth a short conversation, because the habit of thinking in impact terms is the same habit that produces well-reasoned proposals rather than requests for direction.
How to Grow More of It
You get more of this by rewarding it and less of it by rescuing. When a manager brings you a decision they could have proposed, resist solving it. Ask what they would do, and why. When they bring you a well-reasoned proposal, back it, even if it is not exactly how you would have done it. People take ownership when ownership is safe.
Tell your managers you would rather see a considered proposal with a couple of assumptions than a request for a briefing. Being slightly bold and mostly right is worth more than being cautious and always waiting.
Then make it explicit. Tell your managers you would rather see a considered proposal with a couple of assumptions than a request for a briefing. Tell them that being slightly bold and mostly right is worth more to you than being cautious and always waiting.
You can apply the same logic to how they report to you. Ask them to stop listing what they have done and start showing what shifted, what is next, and what they need from you to keep moving. You will quickly see who is focused on impact and value, and who is occupied with activity.
Do this consistently and the flow of small decisions upward slows to the ones that genuinely need you. That is decision velocity across your whole layer, and hours back in your own week. Here is how I build this with management teams.
If this sounds like your week
Your managers are not the problem. They are where the problem is stuck.
When your last leadership spend was signed off, did anyone go back to those managers' bosses and ask what changed? That question is the JBL Outcome Standard, and it is how I work.
- Find the friction. A short diagnostic that shows which decisions are stalling, and at what level.
- Am I the bottleneck? Ten questions on where your week is actually going.
- How I work with GMs. Six weeks, one hour a week, up to twelve of your managers, scored by their own bosses.
- Beat Burnout, Boost Performance. The book.
- The High Performance Leader podcast.
Managers I work with reclaim around four hours a week, and their bosses score the change 8.75 out of 10. Would it be a crazy idea to find out how we did this? Book a scoping call.
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Most managers undersell themselves without realising it. Their boss has no clear picture of what the
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Get the Quick-Win PackQuestions managers ask about this
How can I create clarity for my boss instead of waiting for it?
Start by making bold assumptions about the project direction that align with business goals. Present these assumptions as a clear path forward, showing you have thought strategically rather than just seeking instructions. This reduces your boss's mental load and demonstrates your value as a leader who drives clarity from ambiguity.
Why is managing up important for leadership potential?
Managing up well signals you can think strategically and handle ambiguity, not just follow orders. By creating clarity and reducing your boss’s decision-making burden, you position yourself as a future executive. This builds your strategic brand and opens up more leadership opportunities beyond task execution.
What should I avoid when asking my boss for project clarity?
Avoid repeatedly requesting meetings or vague briefings that add to your boss’s cognitive load. Instead, prepare a proposal based on your understanding of strategic goals and market conditions. Presenting a clear, confident plan reduces pressure on your boss and shows you are proactive, not passive.
How do I know if my assumptions about a project are bold enough?
Your assumptions should challenge the status quo enough to feel slightly uncomfortable sharing them. If they feel too safe or obvious, they likely aren’t bold enough. Bold assumptions demonstrate thoughtful intent and willingness to move the project forward despite ambiguity, which is key to effective leadership.
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Hear this discussed on the podcast
Episodes of The High Performance Leader that cover the same ground.

Jimmy Burroughes
FounderFormer British Army officer and corporate GM who has transformed nearly 3,500 managers into leaders across 30+ organisations. Creator of the Simplify to Amplify methodology, author of Beat Burnout, Ignite Performance, and two-time Global Recognition Award winner.
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