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Portfolio Roadmapping Bets Template

Table of Contents

  1. Workflow
  2. Portfolio Roadmap Template
  3. Bet Template
  4. Guidance for Each Section
  5. Quick Patterns
  6. Quality Checklist

Workflow

Copy this checklist and track your progress:

Portfolio Roadmapping Bets Progress:
- [ ] Step 1: Define theme and constraints
- [ ] Step 2: Inventory and size bets
- [ ] Step 3: Sequence across horizons
- [ ] Step 4: Set exit and scale criteria
- [ ] Step 5: Balance and validate portfolio

Step 1: Define theme and constraints

Fill out Portfolio Context section with strategic theme, time horizon definitions, resource constraints, and portfolio balance targets.

Step 2: Inventory and size bets

List all candidate initiatives using Bet Template. Size each by effort (S/M/L/XL) and impact (1x/3x/10x). See Guidance: Sizing Bets for examples.

Step 3: Sequence across horizons

Assign bets to H1/H2/H3 based on dependencies, capacity, and strategic timing. Fill out Horizon 1, Horizon 2, Horizon 3 sections.

Step 4: Set exit and scale criteria

For each bet, define success (scale) and failure (exit) criteria with metrics and timelines. See Guidance: Exit & Scale Criteria.

Step 5: Balance and validate portfolio

Complete Portfolio Balance Summary. Check risk distribution, horizon mix, capacity feasibility. Use Quality Checklist to validate.


Portfolio Roadmap Template

1. Portfolio Context

Strategic Theme: [What overarching goal drives this portfolio? Example: "Grow marketplace GMV 3x to $300M in 18 months"]

Time Horizons:

  • H1 (Now): [Date range, e.g., Jan-Jun 2024] - [Description: shipping, high confidence]
  • H2 (Next): [Date range, e.g., Jul-Dec 2024] - [Description: planning/development, medium confidence]
  • H3 (Later): [Date range, e.g., Jan-Jun 2025+] - [Description: exploration/research, lower confidence]

Resource Constraints:

  • Budget: $[X] total available
  • People: [Y engineers, Z designers, etc. - specify capacity by function]
  • Time: [Key deadlines: board meeting, fiscal year end, competitive launch, etc.]

Portfolio Balance Targets:

  • By Risk: [Example: 70% core / 20% adjacent / 10% transformational]
  • By Horizon: [Example: 50% H1 / 30% H2 / 20% H3]
  • By Type: [Example: 60% product features / 30% platform / 10% R&D]

Success Metrics: [How will we measure portfolio success? Example: "GMV growth rate, seller retention, buyer NPS"]


2. Bet Inventory

Total Bets: [Count across all horizons]

Effort Distribution:

  • Small (1-2 weeks): [Count]
  • Medium (1-3 months): [Count]
  • Large (3-6 months): [Count]
  • X-Large (6-12+ months): [Count]

Impact Distribution:

  • 1x (Incremental): [Count]
  • 3x (Substantial): [Count]
  • 10x (Breakthrough): [Count]

Type Distribution:

  • Core (optimize existing): [Count, %]
  • Adjacent (extend to new): [Count, %]
  • Transformational (new paradigm): [Count, %]

3-5. Horizons (H1/H2/H3)

For each horizon, fill out:

Theme for H[X]: [Focus for this horizon] Capacity Available: [Person-months by function]

Bets: Use Bet Template below for each bet

Summary:

  • Total Bets: [Count]
  • Total Effort: [Sum] vs Capacity: [X] ✓ or ⚠
  • Expected Impact: [All succeed vs risk-adjusted]
  • Dependencies: [Critical path or blockers]

6. Portfolio Balance Summary

Risk Distribution:

Type Count % of Bets % of Effort
Core [X] [Y%] [Z%]
Adjacent [X] [Y%] [Z%]
Transformational [X] [Y%] [Z%]
Total [Sum] 100% 100%

Target: [e.g., 70% core / 20% adjacent / 10% transformational] Assessment: ✓ Balanced / ⚠ Too conservative / ⚠ Too aggressive

Horizon Distribution:

Horizon Count % of Bets % of Effort
H1 (Now) [X] [Y%] [Z%]
H2 (Next) [X] [Y%] [Z%]
H3 (Later) [X] [Y%] [Z%]
Total [Sum] 100% 100%

Target: [e.g., 50% H1 / 30% H2 / 20% H3] Assessment: ✓ Balanced / ⚠ Too short-term / ⚠ Too long-term

Capacity Feasibility:

  • H1: [Total effort] / [Capacity] = [X%] utilization (target: ≤80% for 20% slack)
  • H2: [Total effort] / [Capacity] = [X%] utilization
  • H3: [Total effort] / [Capacity] = [X%] utilization (rough estimate)

Assessment: ✓ Feasible / ⚠ Overcommitted / ⚠ Underutilized

Impact Ambition:

  • Strategic Theme Goal: [e.g., "3x revenue = $300M"]
  • Portfolio Total Impact (all succeed): [Sum of all bet impacts, e.g., "4.5x revenue"]
  • Portfolio Expected Impact (risk-adjusted): [Assume 50% success rate, e.g., "2.25x revenue"]

Assessment: ✓ Ambitious enough / ⚠ Below goal / ⚠ Unrealistic


7. Dependencies & Review Plan

Critical Path: [Must-have sequence, e.g., "Bet A → Bet B → Bet C"] Dependency Map: [Visual or list of dependencies] Risk: [What if key dependencies fail?]

Review Cadence: [Monthly H1, quarterly H2, semi-annual H3] Review Criteria: Exit/scale met? Dependencies on track? Re-scope needed? Iteration: Kill / Pivot / Persevere / Scale framework Next Review: [Date]


Bet Template

Copy this for each bet:

### Bet [Horizon]-[Number]: [Bet Name]

**Owner**: [Name/team]
**Type**: [Core / Adjacent / Transformational]
**Effort**: [S/M/L/XL] - [Estimate]
**Impact**: [1x/3x/10x] - [Metric]
**Dependencies**: [Prerequisites]
**Rationale**: [Why this? Why now?]
**Exit Criteria**: [Kill if...]
**Scale Criteria**: [Double-down if...]
**Status**: [Not Started / In Progress / Shipped / Exited]

Guidance for Each Section

Portfolio Context

  • Theme: Specific, measurable, time-bound (e.g., "Grow revenue 3x in 18mo")
  • Horizons: H1 >80% confidence, H2 ~60%, H3 ~40%
  • Constraints: Realistic capacity, account for unknowns

Sizing Bets

Effort: S (1-2wk), M (1-3mo), L (3-6mo), XL (6-12+mo) Impact: 1x (10-50% lift), 3x (2-5x lift), 10x (breakthrough)

Exit & Scale Criteria

Exit: Time ("90 days"), Metric ("<5%"), Cost (">$100K"), Strategic ("market shifts") Scale: Adoption (">20%"), Engagement (">3x"), Revenue (">$100K"), Efficiency ("LTV/CAC >5")

Example: Bet: Premium tier | Exit: <1000 signups in 90d OR churn >20% | Scale: >5000 signups AND churn <5%

Dependencies

Types: Technical, Learning, Strategic, Resource Document clearly: "Depends on Bet H1-2 (payment API) by March"

Portfolio Balance

Risk: 70% Core / 20% Adjacent / 10% Transformational (adjust: Startup 50/30/20, Enterprise 80/15/5) Horizon: ~50-60% H1, ~25-30% H2, ~15-20% H3


Quick Patterns

Product Portfolio (Features)

H1: 5 quick wins (S/M bets) + 2 strategic features (L bets)
H2: 3 major features (L bets) + 1 platform upgrade (XL)
H3: 1-2 exploratory bets (L/XL)
Balance: 60% incremental, 30% substantial, 10% breakthrough

Technology Portfolio (Platform)

H1: Stability & performance (4 M bets) + 1 migration start (L)
H2: Complete migration (L) + 2 platform improvements (M)
H3: Next-gen architecture research (XL)
Balance: 50% maintain, 30% improve, 20% transform

Innovation Portfolio (R&D)

H1: Scale 2 validated experiments (M) + Run 3 new tests (S)
H2: 2 strategic bets (L) + 4 experiments (S)
H3: 2 moonshots (XL)
Balance: 70% core business, 20% adjacent, 10% transformational

Marketing Portfolio (Campaigns)

H1: Optimize 3 proven channels (M) + Test 2 new channels (S)
H2: Scale winners (M/L) + Brand campaign (L)
H3: New positioning & market entry (L)
Balance: 70% performance, 20% growth tests, 10% brand

Quality Checklist

Before finalizing your portfolio roadmap, verify:

Portfolio Context:

  • Strategic theme is specific and measurable (includes target number + timeline)
  • Time horizons clearly defined with date ranges
  • Resource constraints realistic (budget, people, time)
  • Portfolio balance targets explicit (risk mix, horizon mix)

Bets:

  • Each bet has owner, type, effort, impact, dependencies
  • Effort sized as S/M/L/XL with rough estimates
  • Impact quantified (1x/3x/10x) with metric examples
  • Exit criteria defined (metric + timeline to kill)
  • Scale criteria defined (metric + timeline to double-down)
  • Rationale explains why this bet, why now, why this horizon

Sequencing:

  • Dependencies mapped (technical, learning, strategic, resource)
  • Critical path identified
  • Bets assigned to H1/H2/H3 with rationale
  • No circular dependencies

Balance:

  • Risk distribution checked (core/adjacent/transformational)
  • Horizon distribution checked (H1/H2/H3)
  • Capacity feasibility validated (effort ≤ capacity × 0.8)
  • Impact ambition validated (portfolio total ≥ strategic goal with risk adjustment)

Review Plan:

  • Review cadence defined (monthly, quarterly)
  • Review criteria specified (what to check)
  • Iteration process clear (kill/scale/pivot/add)
  • Next review date set

Overall:

  • Portfolio ladders up to strategic theme
  • No overcommitment (realistic about capacity)
  • No under-ambition (portfolio impact < strategic goal)
  • Stakeholders aligned on priorities and trade-offs