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Leading a team, from your first reports to your next reorg

The Executive Coaching work group coaches managers in group chats, from leading a first team to running the business week to week. It also helps with the harder parts of the job, such as strategic thinking, a difficult coworker or a reorg that shrinks your scope.

Updated October 13, 2026

Questions Answered

  • Where a first-time manager should put their attention

    Your scorecard moves from your own work to what the team produces, so the early job is setting clear outcomes, handing problems back with questions and helping your reports work with each other directly.

  • A weekly business review that ends in decisions

    Give the review two jobs, a shared read of a few metrics and a small number of decisions, and open each meeting by checking what last week's decisions did.

  • Being strategic at work, one ordinary decision at a time

    It shows up in ordinary choices: which few priorities matter, what gets delayed to make room for them, and whether the people involved agree on that trade-off.

  • Handling a difficult coworker when no one else will

    Raise the specific behavior with the coworker early and directly, then take specific incidents and their impact to your manager if the pattern continues.

  • Your first quarter after a reorg cuts your scope

    Spend the first month delivering inside the new boundaries and learning what the business needs, then decide after about a quarter whether the role still helps you grow.

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Where a first-time manager should put their attention

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A weekly business review that ends in decisions

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Topics

  • Startup growth
  • Job search
  • Starting a startup
  • Career growth
  • Product management
  • Building with AI
  • Go-to-market
  • Leadership and management
  • Paid acquisition
  • B2B sales

Popular Questions

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  • The choices a good product strategy has to make
  • A first LLM eval built on a graded sheet, a bug set and a launch bar
  • Choosing an ideal customer profile and the positioning to match
  • Where a first-time manager should put their attention
  • Scaling paid social past a plateau
  • Setting up a startup CRM around what buyers do

Work Groups

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  • Executive Coaching
  • Marketing Leaders
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