Week 07 · Days 3135

Roadmapping & Prioritization

Practice prioritization frameworks and stakeholder communication.

Portfolio deliverable · A quarterly roadmap with prioritization rationale

DAY 31

Prioritization frameworks

Lesson

Lesson: RICE, MoSCoW, and tradeoffs

RICE is great for ranking internally — it gives you a defensible number. But in a room with stakeholders, raw scores can feel arbitrary or spark debate over decimals. MoSCoW (Must have, Should have, Could have, Won't have this time) is a complementary framework for that conversation: it buckets items by necessity rather than precise score, which is easier for non-PMs to engage with. A common pattern: use RICE to do your own ranking, then translate the top items into 'Must/Should' and the bottom into 'Could/Won't' when presenting to stakeholders — translating data into a shared vocabulary is itself a PM skill.

Task

Task: Brainstorm a feature backlog

Brainstorm 8-10 feature ideas for your practice app (mix of small fixes and big bets) based on everything you've learned so far.

DAY 32

Scoring your backlog

Task

Task: RICE-score your backlog

Score each of your 8-10 features using RICE. Build a simple spreadsheet and sort by score.

DAY 33

Building a roadmap

Lesson

Lesson: Now/Next/Later roadmaps

Date-based roadmaps ('Feature X ships March 15') create a trap: dates get treated as commitments, and missing them erodes trust even when the delay was reasonable (e.g. you learned something in user testing that changed scope). Now/Next/Later roadmaps communicate relative priority without false precision: Now = actively being built/refined, Next = scoped and queued, Later = directionally important but not yet detailed. This format also makes it easier to reshuffle when priorities change — moving something from Next to Later isn't 'breaking a promise,' it's normal roadmap hygiene. Date-based roadmaps can still work for hard external deadlines (e.g. a contractual integration) — but those should be the exception, not the default.

Task

Task: Build a Now/Next/Later roadmap

Organize your RICE-scored backlog into a Now/Next/Later roadmap for the next quarter.

DAY 34

Communicating tradeoffs to stakeholders

Lesson

Lesson: Saying no without saying no

Stakeholders rarely need a flat 'no' — they need to feel heard and understand the tradeoff. The reframe: 'not now' instead of 'no,' paired with the reasoning. Structure: (1) acknowledge the request and why it matters to them, (2) explain what it would displace (be specific — 'this would push back the onboarding redesign by 3 weeks'), (3) state where it sits on the roadmap and what would change its priority (e.g. 'if we see churn data showing this is the top driver, we'd revisit'). This shows you've actually considered it — most pushback comes from people feeling dismissed, not from disagreement with the logic itself.

Task

Task: Write a roadmap announcement

Write a short stakeholder-facing message announcing your roadmap, including 1-2 sentences on why something was NOT prioritized.

DAY 35

Synthesize: Final roadmap doc

Deliverable

Deliverable: Quarterly Roadmap

Compile your RICE scoring, Now/Next/Later roadmap, and stakeholder announcement into one polished roadmap doc.

Advanced Challenge

Advanced Challenge: Add an 'AI capability' lane to your roadmap

Add a parallel lane to your Now/Next/Later roadmap specifically for AI capabilities — e.g. Now: ship a basic AI assistant with a narrow scope and strong fallbacks; Next: expand scope based on eval data from Now, add personalization; Later: proactive AI suggestions (the assistant reaches out, vs. only responding). Write 2-3 sentences on why AI roadmaps often need a 'crawl-walk-run' structure more explicitly than traditional features — narrow scope first lets you build trust and gather real usage data before expanding capability, since AI failure modes are often only visible at scale.