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Leading an IT Team Workshop

Leading an IT Team Workshop

This is a full-day workshop I have presented at several conferences. It's drawn from my book The Leadership Journey (http://leanpub.com/theleadershipjourney) and is meant to help attendees discover skills and behaviors they want to improve in order to lead a team of IT professionals.

Last updated after Romanian Testing Conference 2019.

Jim Holmes

May 10, 2018
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  1. LEARNING TO
    LEAD AN
    IT TEAM

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  2. Leader Qualities
    Task:
    Get with a new person
    Talk, think of two things that
    make a leader great
    Write on chart
    ONE OR TWO WORDS!!

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  3. Great Leaders
    Task:
    With same new person
    Talk, think of two Leaders
    NOT INSPIRATIONAL
    Write on chart

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  4. Slides:
    http://speakerdeck.com/jimholmes

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  5. Jim Holmes
    [email protected]
    @aJimHolmes
    FrazzledDad.com

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  6. USE THE BOOK!
    IT HAS PRACTICAL
    EXERCISES!

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  7. Discussion
    Exercises
    Sharing

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  8. More Exercises
    in the book!

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  9. LEARN
    how to understand
    the business

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  10. LEARN
    where and how to
    improve your
    communication

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  11. LEARN
    how to
    grow

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  12. Leave with a
    roadmap of
    ideas

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  13. QUESTIONS
    FOR YOU TO
    THINK ABOUT

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  14. DO YOU WANT
    TO BE
    A LEADER?

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  15. HOW TO
    BE
    A LEADER?

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  16. WHY
    BECOME
    A LEADER?

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  17. WHAT DO I WANT
    FOR LEADERSHIP
    STYLE?

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  18. WHY I
    THINK YOU
    SHOULD LEAD

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  19. SELF-
    FULFILLMENT

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  20. WE HAVE TOO
    FEW GOOD
    LEADERS!

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  21. Why NOT?
    Task:
    Write two reasons why you
    shouldn’t or don’t want to
    become a leader

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  22. WHAT MAKES
    A GREAT
    LEADER?

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  23. Exercise
    Results

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  24. Mentor
    Inspires
    Calm
    Delegates
    Solves
    Problems
    Focused
    Protects team
    Knows
    the mission
    Decisive

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  25. GREAT LEADERS
    HAVE PROPERTIES
    YOU CAN LEARN
    AND EMULATE

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  26. GROWING
    INTO
    LEADERSHIP

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  27. DEAL WITH
    YOUR FEARS

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  28. I’ll lose my technical
    skills!

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  29. Yes
    Maybe
    Deal with it

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  30. Broaden your skills

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  31. Move your skills up to
    business level

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  32. I don’t have the tech
    skills to lead a team!

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  33. No
    Maybe
    Deal with it

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  34. Do you actually need
    them?

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  35. Your
    TEAM
    is strong!

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  36. Fight your
    FUD

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  37. Remember your
    strengths!

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  38. Learn the mission!

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  39. Demonstrate
    aptitude,
    interest,
    ability

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  40. Ask for more
    responsibility!

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  41. IMPROVE YOUR
    COMMUNICATION

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  42. Good communication
    is about them
    not you

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  43. Meyers-Briggs

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  44. Decisive
    Interactive
    Stability
    Cautious

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  45. Wait
    Ten
    Minutes

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  46. Find your tripwires

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  47. One Thing
    Task:
    Share one thing you can do to
    grow as a leader

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  48. LOSE YOUR FEARS
    IMPROVE YOUR
    COMMUNICATION
    ASK FOR RESPONSIBILITY

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  49. UNDERSTANDING
    THE BUSINESS

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  50. Learn to communicate
    in the language
    of your business!

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  51. Understand
    what your team’s
    mission is

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  52. How do you
    contribute value to
    your organization?

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  53. Who do you help?
    How do you help
    them?

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  54. Talk to your boss
    Talk to their boss

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  55. What’s Your Mission?
    Task:
    Pair up with someone new
    Them:
    Discuss what their team’s job is
    You:
    Ask questions

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  56. UNDERSTAND
    YOUR
    ORGANIZATION

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  57. What’s the business’s
    mission?

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  58. Understand your
    organization’s
    structure

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  59. UNDERSTAND
    PROJECT STRUCTURE

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  60. Who’s the
    stakeholder?

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  61. Is there an
    Executive Sponsor?

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  62. LEARN YOUR
    ORGANIZATION’S
    BUSINESS

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  63. BE
    A GREAT
    LEADER

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  64. REMEMBER:
    KNOW THE
    MISSION

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  65. DEALING
    WITH
    WEAKNESSES

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  66. Strengths and Weaknesses
    Task:
    Write down two strengths you have
    Write down two weaknesses you have

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  67. Validate
    Is it an honest
    weakness?

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  68. Journal
    Keep track of
    wins & fails

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  69. Transparency

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  70. Accountability
    Partner

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  71. Constant
    Improvement

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  72. LEVERAGING
    STRENGTHS

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  73. Do more of it

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  74. Mentor / Pass it on

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  75. Share your wins

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  76. Build a pattern of
    success

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  77. — Adm. William H. McRaven, US Navy SEAL
    IF YOU MAKE YOUR BED
    EVERY DAY IT WILL GIVE
    YOU A SMALL SENSE OF
    PRIDE AND ENCOURAGE
    YOU TO DO ANOTHER TASK


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  78. Wins!
    Task:
    Share one success from last
    week

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  79. A DAY IN
    THE LIFE

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  80. Manage Expectations
    (Up and down!)

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  81. Flip negatives
    to
    positives
    Think of value

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  82. IT’S A GOOD IDEA BUT
    WON’T WORK


    NOT

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  83. WE SEEM TO AGREE THIS IS
    A GOOD IDEA. WHAT
    WOULD IT TAKE TO MAKE IT
    HAPPEN?


    INSTEAD

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  84. Focus on Value
    Task:
    Think of a situation where you
    wanted to say “No”.
    Rephrase in a positive, value-
    oriented way.

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  85. Foster Success

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  86. Safe to fail

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  87. Smart failures
    versus
    Dumb failures

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  88. Managing
    your
    team

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  89. Dealing with
    difficult people

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  90. PUSHING
    FOR
    CHANGE

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  91. Know who to pitch to

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  92. Know culture around
    experimenting

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  93. Improve predictability
    (not speed)

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  94. Better hiring

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  95. Better retention

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  96. What’s a good pitch
    look like?

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  97. Clear
    Concise
    Problem / Solution / Value

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  98. How do you make a
    good pitch?

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  99. Find the right person
    LEARN ABOUT THEM
    Schedule their time
    Greet
    Pitch
    Ask for questions
    RESPECT their time
    Thank them for their time!

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  100. PROJECTING
    CONFIDENCE

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  101. Body language

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  102. Making a Pitch
    Task:
    Find a partner
    Build a pitch
    Think of an idea
    Problem / Solution / Value
    Practice with your partner
    Deliver pitch!

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  103. Review
    Task:
    Validate your strengths &
    weaknesses from earlier exercise
    How can you mitigate your
    weaknesses?
    How can you leverage your
    strengths?

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  104. MITIGATE YOUR
    WEAKNESSES
    LEVERAGE STRENGTHS
    PUSH FOR CHANGE

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  105. TAKING
    CARE OF
    YOURSELF

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  106. Get a mentor
    NOW

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  107. Mentors
    Task:
    Do you have a mentor?
    If so, how well is that working?
    If not, think of two candidates

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  108. Become a time
    management
    super hero

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  109. Work / life balance is
    NOT
    a myth

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  110. POLISHING
    YOUR
    STYLE

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  111. Praise in public
    Criticize in private

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  112. Mentor your team

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  113. Delegate
    responsibility

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  114. Expect
    don’t just
    Empower

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  115. Open your door

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  116. Default.answer
    ==
    “Yes”

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  117. Value your elites
    Empower others to
    become elite

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  118. SUPPORT YOUR
    TEAM
    IMPROVE YOURSELF

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  119. FINISHING UP

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  120. Roadmap
    Task:
    Share two things you want to
    work on in the next month

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  121. What’s Changed?
    Task:
    Review the first exercise (two
    reasons why you shouldn’t or
    don’t want to lead)
    Do you see those reasons
    differently?

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