Set the tone in your 1:1s - Deepstash
A Job Seeker's Guide

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A Job Seeker's Guide

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Set the tone in your 1:1s

You likely got a regular 1:1 meeting with your manager. While they can feel more obligatory than critical, meetings are a powerful tool to build trust and up-levelling your impact.

  • Ensure that the shared agenda and notes are pre-populated with topics you want to discuss plus necessary context.
  • Ask a new manager what they care most about, their biggest challenges, your role and responsibilities, and their pet peeves.
  • Give a bird's eye view before going deep on any topic.
  • Grade yourself on alignment. After a meeting, ensure you know what's top of mind for your manager.

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Leave your assumptions at the door

The biggest reason people can't manage up is that they don't understand their boss's job. You only see a small part of what your manager does.

  • Regularly align on these two questions: What is success for me personally? What is a win for my manager's team?

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Get comfortable with feedback

  • Feedback should be ongoing and not be left to a formal discussion during performance reviews.
  • Allow positive feedback to come through louder. When you receive constructive criticism, try to stomach it even if it first rings false.
  • ...

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Hone your delivery for communication

  • Open up about your "work love language." From early on, share with your manager what motivates and drives you, including what's important to you outside of work.
  • Observe how your manager listens and processes inputs. If he stops listening halfway t...

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Boost your chances of hearing 'yes' to your ask

  • Leave some breadcrumbs. Don't hoard information until you feel you have all the answers. Anything complex needs multiple exposures for someone to internalise the concept.
  • Create a shared understanding of the problem. Share information you have and co...

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Managing up - How to manage your boss

Managing up - How to manage your boss

The relationship between a manager and their report is a two-way street: navigating the road falls on both parties.

Some managers are easy to get along with, while others can feel near impossible. However, there are several strategies you can use to manage up:

  1. Le...

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Share your impact the right way

Share your impact the right way

  • Give regular updates. Written asynchronous communication is vital in the remote world. Managers can read at their leisure and comment async rather than live discussions.
  • Send weekly "State of Me" emails to your boss. Share what you're doing, what y...

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Build lasting rapport and trust

  • Build rapport. You don't have to be best friends to build rapport. However, show interest. Pick a few topics you feel are common ground, such as kids or a shared hobby.
  • Get tactical with building empathy. Assume positive intent. Check assumptions and...

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