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Richard Ilott
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Richard Ilott
Case Studies
Process
About
Thoughts
Books
Contact
Case Studies
Process
About
Thoughts
Books
Contact
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Books › The First 90 Days — Lead Designer Edition

The First 90 Days — Lead Designer Edition

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The First 90 Days — Lead Designer Edition

You are three weeks into a new lead design role and you are already behind the curve. Not because you have done anything wrong — because the behaviours that made you good at the work are exactly the ones that will undermine you as a leader, and nobody warns you about that in advance.

This playbook gives you a week-by-week execution guide for your first ninety days. Three structured phases, a signature diagnostic framework, and six tools ready to use from Day One — built specifically for design leaders entering corporate and enterprise organisations where the politics are real and the room to fail publicly is small.

What's inside:

  • The Four Failure Modes — the patterns that end new design leadership roles early, and the timing decisions that prevent them

  • The Entry Signal Matrix — five organisational signals that tell you how design is positioned, scored weekly from Week Seven with recommended responses and timing

  • The Week-by-Week Execution Plan — Phase One (Listen and Map), Phase Two (Diagnose and Frame), Phase Three (Move and Prove), with outputs and risk ratings per week

  • The Design Health Assessment — score your organisation across five dimensions to calibrate your 90-day approach

  • The Vision One-Pager Template — a three-section, three-sentence-per-section format for your first leadership conversation with your sponsor

  • The 90-Day Retrospective — a structured review format for Week Thirteen that builds more trust than any amount of early success

The difference between a first 90 days that builds a platform and one that has to recover ground is almost always timing, not intention.

Format: Digital download, A4, 35 pages

The First 90 Days — Lead Designer Edition

You are three weeks into a new lead design role and you are already behind the curve. Not because you have done anything wrong — because the behaviours that made you good at the work are exactly the ones that will undermine you as a leader, and nobody warns you about that in advance.

This playbook gives you a week-by-week execution guide for your first ninety days. Three structured phases, a signature diagnostic framework, and six tools ready to use from Day One — built specifically for design leaders entering corporate and enterprise organisations where the politics are real and the room to fail publicly is small.

What's inside:

  • The Four Failure Modes — the patterns that end new design leadership roles early, and the timing decisions that prevent them

  • The Entry Signal Matrix — five organisational signals that tell you how design is positioned, scored weekly from Week Seven with recommended responses and timing

  • The Week-by-Week Execution Plan — Phase One (Listen and Map), Phase Two (Diagnose and Frame), Phase Three (Move and Prove), with outputs and risk ratings per week

  • The Design Health Assessment — score your organisation across five dimensions to calibrate your 90-day approach

  • The Vision One-Pager Template — a three-section, three-sentence-per-section format for your first leadership conversation with your sponsor

  • The 90-Day Retrospective — a structured review format for Week Thirteen that builds more trust than any amount of early success

The difference between a first 90 days that builds a platform and one that has to recover ground is almost always timing, not intention.

Format: Digital download, A4, 35 pages

© 2026 Richard Ilott

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