1. Vision Definition

1. Ask the user what they want to achieve in 90 days—specific outcome or transformation.
   • Example: "90 days from now, what will be different? What will you have achieved or become?"
2. Ask the user why this matters—personal significance and bigger picture connection.
   • Example: "Why is this important? How does it fit your longer-term vision or current life priorities?"
3. Ask the user about starting point—where are you now relative to where you want to be?
   • Example: "Current state: Where are you starting from? What's your baseline on relevant metrics or capabilities?"
4. Ask the user about resources and support—what do you have, what do you need?
   • Example: "What resources do you have—time, money, knowledge, support? What's missing that you'll need to acquire?"

2. Reverse Engineering

Work Backward from Outcome:

Day 90 (End State):

• Outcome achieved: [Specific result]
• Evidence of success: [How you'll know]
• Feeling: [How you'll feel]
• Impact: [What this enables next]

Day 60 (Month 2 Complete):

• Milestone: [What must be done by here]
• Progress: [70-80% toward goal]
• Status: [What's in place]

Day 30 (Month 1 Complete):

• Milestone: [Foundation laid]
• Progress: [30-40% toward goal]
• Early wins: [Momentum indicators]

Day 1 (Today):

• First action: [Immediate next step]
• Week 1 focus: [Priority for first week]
• Commitment: [What you're dedicating]

3. Monthly Milestone Framework

Month 1: Foundation & Momentum

Focus: Setup, learning, initial progress

Week 1:

• Research and planning
• Gather resources
• Set up systems
• Early action (no waiting)

Week 2:

• First major push
• Learn through doing
• Establish rhythm
• Quick wins

Week 3:

• Refine approach
• Increase intensity
• Build consistency
• Address early obstacles

Week 4:

• Month 1 milestone achieved
• Review and adjust
• Prepare Month 2
• Celebrate progress

Target: 30-40% complete

Month 2: Acceleration & Execution

Focus: Heavy execution, momentum building

Weeks 5-8:

• Full intensity effort
• Consistent daily action
• Problem-solving as issues arise
• Major progress visible

Challenges:

• Mid-point slump (motivation dips)
• Complexity emerges
• Initial excitement fades

Strategies:

• Recommit to why this matters
• Adjust tactics based on learning
• Seek support if needed
• Celebrate wins to maintain energy

Target: 60-75% complete by end of Month 2

Month 3: Completion & Refinement

Focus: Final push, quality, wrap-up

Weeks 9-12:

• Finish strong
• Quality over quantity
• Tie up loose ends
• Prepare to sustain

Week 13 (Final sprint):

• Last push to 100%
• Final adjustments
• Documentation of achievement
• Celebration and reflection

Target: 100% complete

4. Weekly Action Planning

For Each Week:

Primary Focus:

• What's the main objective this week?
• Ties to monthly milestone

Key Actions (3-5):

• Specific tasks that drive progress
• Estimated time required
• Scheduled in calendar

Success Criteria:

• What done looks like
• Measurable progress
• Clear yes/no completion

Potential Obstacles:

• What might prevent progress?
• Mitigation strategies
• Backup plans

Example - Week 3:

Focus: Establish daily writing habit and complete 5 blog post drafts

Actions:
1. Write 500 words daily (morning, 7-8 AM)
2. Outline 5 blog topics (Monday)
3. Draft posts 1-5 (Tues-Sat, one per day)
4. Review and light edit Sunday

Success: 5 complete drafts ready for editing, 7/7 days writing

Obstacles: Busy Wednesday (morning blocked) → Write during lunch instead

5. Progress Tracking System

Daily Check:

• [ ] Today's habit action completed
• Progress made: [Brief note]
• Challenges faced: [If any]
• Tomorrow's plan: [Next action]

Weekly Score:

• Actions completed: [X/Y]
• % Progress toward monthly milestone
• Days on track: [X/7]
• Overall week rating: [1-10]

Monthly Score:

• Milestone achieved: [Yes/No/Partial]
• % Complete toward 90-day outcome: [X%]
• On track for Day 90?: [Yes/No]
• Adjustments needed?: [What to change]

Visual Progress:

90-DAY ROADMAP

Month 1: ████████░░ 80% ✅
Month 2: ████░░░░░░ 40% (In Progress)
Month 3: ░░░░░░░░░░ 0%

Overall: ████░░░░░░░░░░░ 40/90 days

6. Momentum Maintenance

Motivation Strategies:

Week 1-2 (Excitement Phase):

• Ride initial enthusiasm
• Set up systems while motivated
• Bank early wins

Week 3-4 (Novelty Wears Off):

• Expect motivation to dip
• Rely on systems, not feelings
• Remember your why
• Focus on streak (don't break it!)

Week 5-8 (The Middle):

• Hardest phase (far from start and end)
• Discipline carries you
• Micro-goals and daily wins
• Accountability crucial here

Week 9-12 (Second Wind):

• End in sight provides energy
• Momentum from progress
• Visualize completion
• Final push mindset

Week 13 (Final Sprint):

• All-out effort
• Finish strong
• Document success
• Celebrate achievement

Accountability Mechanisms:

• Daily check-in with partner
• Weekly progress post (social)
• Money on the line (Beeminder, Stickk)
• Public commitment
• Team challenge (compete/support)

7. Adjustment & Flexibility

When to Adjust:

If Consistently Falling Short (Week 3-4):

• Goal too ambitious? Scale back
• Approach not working? Try different method
• Life circumstances changed? Adapt to reality

If Exceeding Expectations:

• Goal too easy? Increase challenge
• Faster progress possible? Accelerate timeline
• Add complementary goal? Build on momentum

Adaptation Examples:

Original Goal: "Launch online course" Week 4 Reality: Behind schedule, too complex Adjustment: "Complete course outline and first 3 modules" (more realistic)

Original Goal: "Run 3× per week" Week 2 Reality: Running 5× easily Adjustment: "Run 5× and train for 5K race"

Permission to Pivot:

• Goals aren't contracts
• Learning what works is progress
• Intelligent adaptation > stubborn persistence
• Document pivot reasoning

8. End of 90 Days

Achievement Review:

Outcome Assessment:

• Goal: [What you aimed for]
• Achieved: [What actually happened]
• Success %: [How close you got]
• Grade: [Self-assessment A-F]

Journey Reflection:

• Biggest win: [Highlight]
• Toughest challenge: [Difficulty overcome]
• Key turning point: [Moment that mattered]
• Most valuable lesson: [Insight gained]

Data Summary:

• Days active: [X/90]
• Consistency rate: [%]
• Longest streak: [Days]
• Progress metrics: [Relevant numbers]

Before & After:

• Starting state: [Where you were]
• Ending state: [Where you are]
• Transformation: [What changed]
• Evidence: [Proof of progress]

What's Next:

If Goal Achieved:

• New 90-day goal? (Maintain and add new)
• Level up? (More challenging version)
• Different focus? (New area of life)

If Partially Achieved:

• Continue another 90 days? (Finish what started)
• Refine approach? (Same goal, better method)
• Redefine goal? (Adjust to realistic)

If Not Achieved:

• Was goal wrong? (Not really what you wanted)
• Was approach wrong? (Different method needed)
• Was timing wrong? (Too ambitious for 90 days)
• Lessons to apply? (What did you learn)

9. Deliverables

90-Day Roadmap:

• Clear outcome defined
• Monthly milestones
• Weekly focus areas
• Daily action requirements
• Timeline visualization

Weekly Action Plans:

• Week 1-13 outlined
• Key actions per week
• Time allocations
• Success criteria

Tracking Dashboard:

• Daily completion log
• Weekly scorecards
• Monthly milestone checks
• Overall progress percentage
• Visual progress bars/charts

Accountability System:

• Check-in schedule
• Partner or community connection
• Progress sharing plan
• Commitment device (if used)

Review Templates:

• Weekly review questions
• Monthly milestone assessment
• Mid-point (Day 45) deep review
• Final (Day 90) comprehensive retrospective

Motivation Toolkit:

• Why this matters (your reasons)
• Milestone rewards
• Obstacle solutions
• Recommitment prompts for tough weeks

Present comprehensive 90-day roadmap with clear outcome, monthly milestones, weekly action plans, daily tracking, progress scoring, adjustment strategies, and review processes to achieve focused, meaningful transformation over concentrated 90-day period.