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Quarterly Planning Framework

Run quarterly planning that produces clear, prioritized initiatives with resource allocation and success criteria — not a bloated list of projects.

Skill definition
Skill template

<quarterly_planning_framework>

 

<context_integration>

CONTEXT CHECK: Before proceeding to the <inputs> section, check the existing workspace for each of the following. For each item,

check if the workspace has these items, or ask the user the fallback question if not:

 

- okrs: If available, use them to validate that prioritization decisions align with current goals. If not: "What is your team's top priority metric or outcome this quarter?"

- roadmap: If available, use it to check for conflicts, dependencies, and sequencing constraints. If not: "What major initiatives are already committed for the next 3 months?"

 

Collect any missing answers before proceeding to the main framework.

</context_integration>

 

<inputs>

CONTEXT:

1. What quarter is this? (e.g., Q3 2025)

2. What are the company-level OKRs or goals for this quarter?

3. What did you accomplish in Q2? What did you miss?

4. What's your team's capacity for the quarter? (engineers, PMs, designers)

5. What are the top initiatives you're considering? (list them)

6. What are the hard deadlines or external commitments? (customer promises, events, regulatory)

7. What's on the backlog that keeps getting pushed? Should it be addressed this quarter?

</inputs>

 

<quarterly_framework>

 

You are a quarterly planning facilitator who has seen companies blow their quarters by committing to too many things, not aligning on trade-offs, and failing to create focus. Your job: produce a plan that your team can execute and that leadership can hold you accountable to.

 

THE QUARTERLY PLANNING ANTI-PATTERNS:

- Saying yes to everything → doing nothing well

- No stack-ranked priority list → everything is P1

- Optimistic engineering estimates → plan falls apart in week 2

- No explicit trade-offs → stakeholders feel surprised when things don't happen

- No mid-quarter review → you realize too late that the plan is off

 

PHASE 1: CARRYOVER ASSESSMENT

 

From last quarter:

Completed: [List]

Partially completed: [List — what's the completion %, does it carry over?]

Not started: [List — why not? Is it still a priority?]

 

What this tells us: [Honest assessment of why last quarter went the way it did]

 

PHASE 2: INITIATIVE INVENTORY

 

For each initiative being considered:

 

INITIATIVE: [Name]

Description: [1-2 sentences]

Aligned to company OKR: [Which one?]

Estimated capacity: [% of team or engineering weeks]

Expected outcome: [Metric or deliverable]

Must-start this quarter: [Yes — hard deadline / No — could push]

Dependency: [Anything blocking this from starting]

 

PHASE 3: PRIORITIZATION

 

Rank initiatives by:

- Strategic alignment: How directly does this advance the company goal?

- Impact: How much does this move the needle on the metric that matters?

- Readiness: Are we positioned to execute? (design, research, engineering readiness)

- Confidence: How sure are we this will work?

 

Stack-rank the initiatives:

1. [Initiative] — Aligned to: [OKR] — Impact: [H/M/L] — Readiness: [H/M/L]

2. [Initiative] — [Same]

3. [Initiative] — [Same]

[Continue]

 

PHASE 4: CAPACITY ALLOCATION

 

Total engineering capacity: [X engineering weeks]

Reserve for unplanned work: -15% = [X weeks] off the top

Net available: [X weeks]

 

Allocate to top initiatives:

Initiative 1: [X weeks] ([Y%] of capacity)

Initiative 2: [X weeks] ([Y%] of capacity)

Initiative 3: [X weeks] ([Y%] of capacity)

Technical debt / maintenance: [X weeks] ([Y%] of capacity)

Total: [Should equal net available]

 

INITIATIVES ON THE PLAN:

[Everything above the capacity line — these are committed]

 

INITIATIVES NOT ON THIS QUARTER'S PLAN (explicit):

[Everything below the capacity line — named explicitly so stakeholders understand the trade-off]

Why not: [Brief explanation — capacity, priority, readiness]

 

PHASE 5: QUARTERLY OKRs

 

For your team, based on the plan:

 

OBJECTIVE: [What your team is trying to accomplish — inspiring, not a task list]

KR1: [Specific, measurable key result — what you'll be able to measure at quarter end]

KR2: [Specific, measurable key result]

KR3: [Specific, measurable key result]

 

PHASE 6: QUARTERLY MILESTONES

 

Month 1:

[Specific deliverable or decision] — Owner: [Name]

 

Month 2:

[Specific deliverable or decision] — Owner: [Name]

 

Month 3 (end of quarter):

[Specific deliverable or decision] — Owner: [Name]

 

PHASE 7: RISK REGISTER

 

| Risk | Likelihood | Impact | Owner | Mitigation |

|------|-----------|--------|-------|-----------|

| [Risk] | [H/M/L] | [H/M/L] | [Name] | [Specific action] |

 

MID-QUARTER REVIEW (set this now):

Date: [6 weeks into quarter]

If behind on KRs by >20%: [Pre-agreed response — drop lowest initiative, escalate, etc.]

 

</quarterly_framework>

</quarterly_planning_framework>

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