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GIST Planning
Itamar Gilad
Itamargilad.com
@itamargilad
Product, strategy and growth
consultant with over 20 years'
experience in product
management, lean startup, agile
development and design
thinking.
Previously held senior product
management and engineering
roles in Google, Microsoft and
other companies. @ Google
launched Gmail's Tabbed Inbox
and lead Gmail's growth team.
@itamargilad
Itamargilad.com
Itamar@itamargilad
Product & Strategy Newsletter
Planning Waterfall
Mission
Strategy
Roadmap
Project plan
Leadership
Product Management
Vision
Requirements
itamargilad.com
Planning Waterfall
Mission
Strategy
Roadmap
Project plan
Leadership
Product Management
Vision
Requirements
itamargilad.com
Lotsof time and
effortspent here
Issue#1: We’re Terrible at Planning
Classic Planning
1.
Collect
information
& Analyze
2.
Create plan
3.
Implement Plan
4.
Measure against
plan & adjust
“No plan survives
first contact with the
enemy”
Field Marshal Helmuth von Moltke
itamargilad.com
Gaps b/w Plans and Reality
1. Information gap - We always plan with
incomplete information
2. Alignment gap - Execution doesn't accurately
follow the plan
3. Effects gap - Our actions don't always
generate the expected outcomes
The longer the plan, the bigger the gap
Source: Stephen Bungay, The Art of Action
The Planning Fallacy
When planning, people and teams
tend to be overly optimistic -
underestimating the time, costs, and
risks, and at the same time
overestimating the benefits.
Daniel Kahneman Amos Tversky
Planning Waterfall
Mission
Strategy
Roadmap
Project plan
Leadership
Product Management
Vision
Requirements
itamargilad.com
Issue#2: Waterfall Effects
Little or No Agility
Mission
Strategy
Roadmap
Project plan
Leadership
Product Management
Vision
Requirements
itamargilad.com
Changes Cause Re-Planning
Mission
Strategy
Roadmap
Project plan
Leadership
Product Management
Vision
Requirements
itamargilad.com
Guess what?
Change of strategy
Re-planning
Issue#3: Idea Deathmatch
Idea Flow
Product backlog
Q1 Q2 Q3 Q4
Roadmap
Ideas
Prioritization
Product backlog
Q1 Q2 Q3 Q4
Roadmap
Ideas
Idea Failure Rate
“The vast majority of [ideas] fail in experiments, and
even experts often misjudge which ones will pay off.
At Google and Bing, only about 10% to 20% of
experiments generate positive results. At Microsoft as
a whole, one-third prove effective, one-third have
neutral results, and one-third have negative results.”
Ron Kohavi and Stefan Thomke / Harvard Business Review
Are We Killing the Right Ideas?
Product backlog
Q1 Q2 Q3 Q4
Roadmap
Ideas
? ?
GIST
GIST - Goals, Ideas, Step projects, Tasks
“User Onboarding:
To keep users active we
will develop an onboarding
flow that will teach them
how use the product.”
Goal: improve retention
Idea: teach people how to use the
product when they onboard
Project: onboarding wizard
Task1, Task2, ...
itamargilad.com
Why
What
How
Goals
Goals
“If you tell people where to go, but not how to get there,
you’ll be amazed at the results”—George S. Patton.
“I believe that this nation should commit itself to
achieving the goal, before this decade is out, of landing
a man on the moon and returning him safely to the
earth.” - John F. Kennedy
Qualities of Good Goals
● Ambitious
● Achievable
● Measurable
● Time bound
● Of high priority
● Does not dictate a
solution
Objectives & Key Results
Ideas
Ideas
“If you want to have good ideas you
must have many ideas. Most of them
will be wrong, and what you have to
learn is which ones to throw away“—
Linus Pauling
Ideas
Idea Sources (Inspiration)
● Business Goals
● Opportunities
● Threats
● New Technologies
● Customer Feedback
● User research
● Learnings
● Processes
○ Impact mapping
○ Design sprints
○ Brainstorms
Idea BankIdeas
Idea Prioritization
Evidence-Based Confidence
Step Projects
Breaking long projects into step projects
Quarterly Status Tracking
Tasks
Planning at Step-project level
Step-Project
Sprint 1 Sprint 2 Sprint 3 Sprint 4
Moving
planning focus
to the project
level
Cadence
Multiple Goals, Ideas, Projects, Tasks
Goals Goal 1: Improve Retention
Ideas Idea 1 Idea 2
Steps 1 4✔ ✔ 3 X 2 3
Idea 3
Tasks
Idea 4
Goal 2: Reduce Operating Costs
1 22
itamargilad.com
The GIST Planning Cadence
Q1 Q2 Q3 Q4
Year 1
Goals
Step-
projects
Tasks
Year 2
Ideas
Tool: OKRs
Cycle: planned yearly and
quarterly. Reviewed quarterly.
Tool: Idea Banks
Cycle: continuously reviewed
and prioritized
Tool: Project plan
Cycle: Planned quarterly,
reviewed every 1-2 weeks
Tool: JIRA/other
Cycle: Planned every 1-2
weeks, reviewed daily itamargilad.com
GIST Outcomes
Velocity - no sequencing of ideation, planning and execution 
Innovation - testing many ideas and funding the ones that work
Agility - we revisit every part of the plan regular cadence
Team empowerment and sense of ownership
Lower management overhead
Transparency
itamargilad.com
Sign up to my newsletter to receive content like
this by email
Itamar Gilad is a product, strategy and growth consultant with
over 20 years' experience in product management, lean startup,
agile development and design thinking. He held senior product
management and engineering roles in Google, Microsoft and
other companies. @ Google he launched Gmail's Tabbed Inbox
and lead Gmail's growth team.
Thank You
Early 1900s - Work efficiency improvement
1. Collect
information &
Analyze
2. Plan &
set goals
3. Implement
Plan
4. Measure
performance
againstplan &
adjust

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Gist planning

  • 2. Product, strategy and growth consultant with over 20 years' experience in product management, lean startup, agile development and design thinking. Previously held senior product management and engineering roles in Google, Microsoft and other companies. @ Google launched Gmail's Tabbed Inbox and lead Gmail's growth team. @itamargilad Itamargilad.com Itamar@itamargilad Product & Strategy Newsletter
  • 4. Planning Waterfall Mission Strategy Roadmap Project plan Leadership Product Management Vision Requirements itamargilad.com Lotsof time and effortspent here
  • 6. Classic Planning 1. Collect information & Analyze 2. Create plan 3. Implement Plan 4. Measure against plan & adjust
  • 7. “No plan survives first contact with the enemy” Field Marshal Helmuth von Moltke itamargilad.com
  • 8. Gaps b/w Plans and Reality 1. Information gap - We always plan with incomplete information 2. Alignment gap - Execution doesn't accurately follow the plan 3. Effects gap - Our actions don't always generate the expected outcomes The longer the plan, the bigger the gap Source: Stephen Bungay, The Art of Action
  • 9. The Planning Fallacy When planning, people and teams tend to be overly optimistic - underestimating the time, costs, and risks, and at the same time overestimating the benefits. Daniel Kahneman Amos Tversky
  • 10. Planning Waterfall Mission Strategy Roadmap Project plan Leadership Product Management Vision Requirements itamargilad.com
  • 12. Little or No Agility Mission Strategy Roadmap Project plan Leadership Product Management Vision Requirements itamargilad.com
  • 13. Changes Cause Re-Planning Mission Strategy Roadmap Project plan Leadership Product Management Vision Requirements itamargilad.com Guess what? Change of strategy Re-planning
  • 15. Idea Flow Product backlog Q1 Q2 Q3 Q4 Roadmap Ideas
  • 17. Idea Failure Rate “The vast majority of [ideas] fail in experiments, and even experts often misjudge which ones will pay off. At Google and Bing, only about 10% to 20% of experiments generate positive results. At Microsoft as a whole, one-third prove effective, one-third have neutral results, and one-third have negative results.” Ron Kohavi and Stefan Thomke / Harvard Business Review
  • 18. Are We Killing the Right Ideas? Product backlog Q1 Q2 Q3 Q4 Roadmap Ideas ? ?
  • 19. GIST
  • 20. GIST - Goals, Ideas, Step projects, Tasks “User Onboarding: To keep users active we will develop an onboarding flow that will teach them how use the product.” Goal: improve retention Idea: teach people how to use the product when they onboard Project: onboarding wizard Task1, Task2, ... itamargilad.com Why What How
  • 21. Goals
  • 22. Goals “If you tell people where to go, but not how to get there, you’ll be amazed at the results”—George S. Patton. “I believe that this nation should commit itself to achieving the goal, before this decade is out, of landing a man on the moon and returning him safely to the earth.” - John F. Kennedy
  • 23. Qualities of Good Goals ● Ambitious ● Achievable ● Measurable ● Time bound ● Of high priority ● Does not dictate a solution
  • 24. Objectives & Key Results
  • 25. Ideas
  • 26. Ideas “If you want to have good ideas you must have many ideas. Most of them will be wrong, and what you have to learn is which ones to throw away“— Linus Pauling
  • 27. Ideas Idea Sources (Inspiration) ● Business Goals ● Opportunities ● Threats ● New Technologies ● Customer Feedback ● User research ● Learnings ● Processes ○ Impact mapping ○ Design sprints ○ Brainstorms Idea BankIdeas
  • 31. Breaking long projects into step projects
  • 33. Tasks
  • 34. Planning at Step-project level Step-Project Sprint 1 Sprint 2 Sprint 3 Sprint 4 Moving planning focus to the project level
  • 36. Multiple Goals, Ideas, Projects, Tasks Goals Goal 1: Improve Retention Ideas Idea 1 Idea 2 Steps 1 4✔ ✔ 3 X 2 3 Idea 3 Tasks Idea 4 Goal 2: Reduce Operating Costs 1 22 itamargilad.com
  • 37. The GIST Planning Cadence Q1 Q2 Q3 Q4 Year 1 Goals Step- projects Tasks Year 2 Ideas Tool: OKRs Cycle: planned yearly and quarterly. Reviewed quarterly. Tool: Idea Banks Cycle: continuously reviewed and prioritized Tool: Project plan Cycle: Planned quarterly, reviewed every 1-2 weeks Tool: JIRA/other Cycle: Planned every 1-2 weeks, reviewed daily itamargilad.com
  • 38. GIST Outcomes Velocity - no sequencing of ideation, planning and execution  Innovation - testing many ideas and funding the ones that work Agility - we revisit every part of the plan regular cadence Team empowerment and sense of ownership Lower management overhead Transparency itamargilad.com
  • 39. Sign up to my newsletter to receive content like this by email Itamar Gilad is a product, strategy and growth consultant with over 20 years' experience in product management, lean startup, agile development and design thinking. He held senior product management and engineering roles in Google, Microsoft and other companies. @ Google he launched Gmail's Tabbed Inbox and lead Gmail's growth team.
  • 41. Early 1900s - Work efficiency improvement 1. Collect information & Analyze 2. Plan & set goals 3. Implement Plan 4. Measure performance againstplan & adjust

Notas del editor

  1. Top-down ideas Bottom up ideas