⚡ Promptolis Original · Coding & Development
📦 Dependency Upgrade Strategist
Designs your dep-upgrade strategy: which deps to upgrade now vs ignore, the breaking-change risk per upgrade, the test plan that catches incompatibilities — without spending half a sprint on it monthly.
Why this is epic
Most teams' approach to deps is 'ignore until someone yells about CVEs.' Then a panic upgrade breaks production. This Original designs the cadence, the per-dep risk classification, and the safe-upgrade workflow.
Outputs the strategy: which deps to upgrade automatically (dev-deps, test-deps), which to upgrade weekly (security patches), which to upgrade with explicit migration (frameworks, ORMs, runtimes), the test gate, and the rollback plan.
Handles the hard cases: major framework upgrades (Next.js 14 → 15), runtime upgrades (Node 20 → 22), ORM migrations (Drizzle ORM 0.x → 1.0), the 'transitive dep with security issue but no patch' case.
Calibrated to 2026 reality: Renovate / Dependabot tooling, npm audit fatigue, the SBOM compliance requirement, supply-chain attacks (recent npm package compromises). Honest about what manual review still requires.
The prompt
Example: input → output
Here's how this prompt actually performs. Real input below, real output from Claude Opus 4.
<stack>Next.js 14 + TypeScript + tRPC + Drizzle ORM + Stripe SDK + Postgres. pnpm.</stack> <dep-count>~250 direct deps + ~1500 transitive (per pnpm).</dep-count> <current-state>Mostly untouched for 6 months. We have ~40 deps with available updates. No Renovate / Dependabot. Last security audit showed 12 high-severity CVEs in transitive deps.</current-state> <biggest-pain>(1) Fear of breaking things — last time we tried to upgrade Next.js, dev environment broke for 2 days. (2) Security team is escalating the 12 CVEs. (3) We're 1.5 major versions behind on Next.js (we're on 14, latest is 15.x). Risk of getting stuck.</biggest-pain> <critical-deps>Next.js, React, Drizzle ORM, Stripe SDK, OpenAI SDK, NextAuth.js, Pino, Zod, BullMQ.</critical-deps> <test-coverage>~45% line coverage. Critical paths (auth, billing, core CRUD) better covered (~80%).</test-coverage> <ci-cd-state>GitHub Actions on PR (lint + test). Auto-deploy to staging on main merge. Manual deploy to prod.</ci-cd-state> <team-capacity>4 backend engineers. Can dedicate ~4hrs/sprint to dep work.</team-capacity> <compliance-needs>SOC 2 Type II audit upcoming Q3 2026. Will need SBOM + vulnerability tracking.</compliance-needs>
Dependency Upgrade Strategy: Next.js + tRPC SaaS
Diagnosis
Three concrete issues:
1. No upgrade discipline → 6-month deferred maintenance + CVE backlog.
2. Major framework drift (Next.js 14 → 15 is non-trivial). Each month deferred = harder upgrade.
3. No automation tooling. Reviewing 40 dep updates manually is unsustainable; that's why nothing happens.
Highest-leverage fixes:
1. Set up Renovate for the dev-test + library tiers (auto-merge after CI). ~80% of dep work goes away.
2. Triage the 12 CVEs in 1 day. Most likely 8-10 are not exploitable in your context (server-only deps, etc.); document. Fix the actual exploitable ones.
3. Plan Next.js 14 → 15 as an ADR-worthy migration. 1-2 weeks of work, staged. Don't just `npm install next@latest`.
4. Establish quarterly cadence going forward. Prevents 6-month stale debt repeating.
Estimated outcome: dep work drops from 'whoever has time someday' to ~2hrs/sprint sustained. SOC 2 SBOM + vuln tracking ready by Q3.
Dependency Tiers
Tier 1: Critical (auto-pin, manual upgrade with ADR)
- Next.js, React, Drizzle ORM, NextAuth.js
- Cadence: per major release evaluation; minor upgrades quarterly
- Process: ADR for major; PR with full review for minor
Tier 2: Framework-adjacent (auto-PR, manual review + merge)
- Stripe SDK, OpenAI SDK, Zod, BullMQ, Pino, ZodSchemaValidation
- Cadence: weekly auto-PRs from Renovate; manual review + merge within 1 week
- Process: review changelog, run full test suite, merge if green
Tier 3: Libraries (auto-PR, auto-merge if CI passes for minor/patch)
- date-fns, lodash, classnames, ~150 utility libraries
- Cadence: continuous, auto-merged daily
- Process: Renovate creates PR → CI runs → auto-merge if all green
Tier 4: Dev/Test (auto-PR, auto-merge aggressively)
- ESLint, Vitest, TypeScript tooling, Prettier, build tools
- Cadence: continuous, auto-merged daily even for major
- Process: Renovate creates PR → CI runs → auto-merge
- Risk: low (these don't affect production runtime)
Auto-Upgrade Setup
Renovate config (renovate.json):
{
"$schema": "https://docs.renovatebot.com/renovate-schema.json",
"extends": ["config:recommended", ":dependencyDashboard"],
"timezone": "America/Los_Angeles",
"schedule": ["every weekend"],
"prHourlyLimit": 4,
"prConcurrentLimit": 8,
"packageRules": [
{
"description": "Critical deps — manual review only",
"matchPackagePatterns": ["^next$", "^react$", "^drizzle-orm$", "^next-auth$"],
"automerge": false,
"labels": ["deps-critical"],
"reviewers": ["@tech-leads"],
"prCreation": "approval"
},
{
"description": "Framework-adjacent — auto-PR, manual merge",
"matchPackageNames": ["stripe", "openai", "zod", "bullmq", "pino"],
"automerge": false,
"labels": ["deps-framework-adjacent"]
},
{
"description": "Libraries minor/patch — auto-merge",
"matchPackagePatterns": ["^.*$"],
"matchUpdateTypes": ["minor", "patch"],
"matchDepTypes": ["dependencies"],
"automerge": true,
"automergeType": "branch",
"labels": ["deps-libraries"]
},
{
"description": "Dev/test deps — auto-merge all (including major)",
"matchDepTypes": ["devDependencies"],
"automerge": true,
"automergeType": "branch",
"labels": ["deps-dev"]
},
{
"description": "Security updates — high priority",
"matchUpdateTypes": ["patch"],
"vulnerabilityAlerts": {
"enabled": true,
"prCreation": "immediate"
}
}
],
"vulnerabilityAlerts": {
"enabled": true
},
"lockFileMaintenance": {
"enabled": true,
"schedule": ["every weekend"]
}
}
This: weekly batch runs over weekends, auto-merge low-risk deps, manual review for critical.
CVE Triage Process
For your 12 high-severity CVEs:
Step 1: Filter by exploitability
npm audit --json > audit.json
# Or with pnpm:
pnpm audit --json > audit.json
For each CVE, ask:
1. Is the dep used at runtime or only in builds? Build-only = lower risk.
2. Is the vulnerability in a code path we use? Library has 50 functions; we use 3 — vulnerability in unused function is N/A.
3. Is the input attacker-controllable? A regex CVE matters if we feed user input through it; not if it's internal.
4. What's the severity in CVSS context? 'High' assumes worst-case; YOUR case may be 'Medium' or 'N/A.'
Step 2: Classify
- Critical (fix this week): vulnerability is exploitable + we use the affected code path + user input flows through it. Examples: prototype pollution in input parser, SSRF in HTTP client.
- Important (fix this sprint): exploitable but limited blast radius. Examples: regex DoS in non-critical path.
- Acknowledge (document, defer): not exploitable in our context. Document reasoning. Reassess if context changes.
Step 3: Document
Maintain a SECURITY.md or vuln-log: 'CVE-2024-XXXX: documented as N/A because we don't expose user input to vulnerable function. Reviewed 2026-04-28 by Sarah Chen.'
For SOC 2: this audit trail is what auditors want to see. NOT 'we ignored it' but 'we evaluated and concluded.'
Tools
- Snyk (free tier OK at your scale) — better context than npm audit
- Socket.dev — better at supply-chain attack detection
- Mend Bolt — free for OSS
Major Upgrade Workflow
For Next.js 14 → 15 (your specific case):
Phase 1: Research (1 day)
- Read the migration guide thoroughly
- Identify breaking changes affecting your code
- Check if you use any deprecated APIs
- Estimate effort
Phase 2: ADR (0.5 day)
- Write ADR documenting the decision
- Trade-offs (cost vs benefit)
- Rollback plan
Phase 3: Branch + upgrade (1-2 days)
- New branch, run codemod (
npx @next/codemod@latest) - Manually fix what codemod misses
- Run full test suite
- Fix any test failures
Phase 4: Staging soak (3-5 days)
- Deploy to staging
- Run for at least 3 business days
- Monitor for runtime errors, performance regressions, edge cases
- Spot-check user flows
Phase 5: Gradual production rollout (1-2 days)
- Deploy to 1 production canary instance
- Monitor 24h
- Roll to 100% if stable
Phase 6: Post-rollout (ongoing)
- Monitor for 1 week
- Document lessons learned
- Update ADR with status
For Drizzle ORM major version upgrade: similar pattern, with extra emphasis on schema-related testing.
For Node major version upgrade: longer staging soak (7+ days). Test memory/perf regressions.
Test Gate Strategy
For any dep upgrade PR:
Must pass before merge:
- Lint (no new lint errors)
- Type-check (no new type errors)
- Unit tests (existing tests still pass)
- Integration tests (existing tests still pass)
- E2E tests (critical user flows work)
- Build (production build succeeds)
For Tier 1+2 deps, also:
- Manual review of changelog
- Spot-check 2-3 known-affected code paths
- Verify behavior unchanged in staging for 48h
For Tier 3+4 deps (auto-merged):
- Trust CI alone
- If a regression slips through, GitHub revert + investigate
Add a 'dep upgrade smoke test':
// /tests/smoke/dep-upgrade.test.ts
// Run on every PR. Quick test that verifies:
// - Server starts
// - DB connection works
// - Stripe SDK loads
// - Critical imports resolve
// Catches catastrophic dep breakage early.
Lockfile + Pinning Strategy
In package.json:
- Tier 1 deps: exact pinning.
"next": "15.0.3"(no caret). Major upgrade is intentional. - Tier 2 deps: caret.
"^stripe": "15.2.0". Patches auto-allowed. - Tier 3+4 deps: caret. Standard.
Always commit pnpm-lock.yaml. Reproducible builds. CI uses pnpm install --frozen-lockfile — fails if lockfile is out of sync.
For SOC 2: lockfile is your audit trail of what's actually installed. Keep it.
Quarterly Transitive Audit
Every 3 months:
# Generate dep tree
pnpm list --depth=Infinity > deps-Q2-2026.txt
# Find anomalies
pnpm audit
# Generate SBOM (for SOC 2)
npx @cyclonedx/cyclonedx-npm --output-file sbom.json
# Review:
# - Any unmaintained transitive deps? (last commit >2 years ago)
# - Any deprecated transitive deps? (npm marks them)
# - Any net-new high-severity vulnerabilities?
# - Any unfamiliar packages? (supply-chain audit)
For SOC 2 SBOM: generate quarterly, store in compliance evidence folder. Auditor will ask for it.
Supply-chain audit: scan for known-malicious packages (recent npm compromises). Use Socket.dev or similar.
Implementation Plan
Week 1: Triage existing CVE backlog
- Run audit, categorize 12 CVEs into Critical/Important/Acknowledge
- Fix Critical (probably 1-3 of them)
- Document Acknowledge (probably 8-9)
Week 2: Set up Renovate
- Configure Renovate with the rules above
- Enable on the repo
- Let it generate PRs
- Verify auto-merge works for Tier 4 deps
- Manually merge first batch of Tier 3 PRs to validate
Week 3: Catch up Tier 2 deps
- Manually review + merge Tier 2 dep PRs (Stripe SDK, Zod, etc.)
- Run full test suite per merge
- Track any breakages — refine test coverage where gaps exist
Week 4: Plan Next.js 14 → 15 upgrade (ADR phase)
- Read migration guide
- Write ADR
- Schedule the work for an upcoming 2-week sprint
Weeks 5-7: Execute Next.js upgrade (per major upgrade workflow)
Week 8: Establish ongoing cadence
- Document the upgrade discipline in team wiki
- Set up Slack alert for vuln-flag PRs
- Schedule quarterly SBOM generation
Tooling
- Renovate (free for OSS, $19/mo for private repos via Mend): auto-PR generation
- GitHub Dependabot Alerts: free, basic vuln scanning
- Snyk (free tier): better vulnerability context
- Socket.dev: supply-chain attack detection
- CycloneDX npm: SBOM generation
pnpm audit: built-in dep vuln check@next/codemod: framework migration helper
What This Strategy Won't Solve
- Won't auto-fix breaking changes. Codemods help; manual work still required for non-mechanical changes.
- Won't replace test discipline. If your tests don't cover a code path, dep upgrades that break it won't surface.
- Won't compensate for unmaintained deps. Some deps go stale; sometimes you need to fork or replace.
- Won't auto-detect supply-chain attacks until they're known. Defense: minimize deps, prefer well-known maintainers.
- Won't reduce dep count itself. That's a separate effort (audit + remove unused).
Maintenance Cadence
Weekly (auto + 30 min review):
- Renovate runs over weekend; review Monday
- Auto-merged PRs verified
- Manual merge for Tier 2 PRs
- New CVE alerts triaged
Monthly:
- Tier 1 dep status check (any new minor versions to plan?)
- Vuln log review (any acknowledged CVEs that should be re-evaluated?)
Quarterly:
- Transitive audit
- SBOM generation
- Supply-chain scan
- Strategy review (is tooling still right?)
Per Major Upgrade:
- ADR + staged migration per workflow
- Always slot for ~1-2 weeks of work
Key Takeaways
- 4-tier classification: Critical, Framework-adjacent, Libraries, Dev/Test. Different cadence per tier.
- Renovate auto-merges Tier 3 (libraries minor/patch) + Tier 4 (dev/test). Eliminates ~80% of manual dep work.
- CVE triage by exploitability. Most 'high-severity' are N/A in your context — document the reasoning. SOC 2 wants evidence of evaluation, not blanket fixes.
- Major framework upgrades (Next.js 14→15) are ADR-worthy multi-week efforts. Don't
npm install next@latestand pray. - Lockfile committed + frozen in CI. Reproducible builds = SOC 2 compliance + reliable deploys.
- Quarterly transitive audit + SBOM generation. Compliance + supply-chain hygiene.
Common use cases
- Engineer upgrading 100+ outdated deps in a codebase with poor track record
- Tech lead establishing dep-upgrade discipline for a team that's never had it
- Security engineer responding to npm audit findings + CVE alerts
- Backend lead planning a Node major version upgrade
- Solo founder hitting 'how do I keep deps fresh without breaking things' wall
- Engineer working in a codebase where everyone fears `npm update`
Best AI model for this
Claude Opus 4. Dep-upgrade strategy needs reasoning about breaking-change risk, ecosystem dynamics, and ops trade-offs — exactly Claude's strengths. ChatGPT GPT-5 second-best.
Pro tips
- Classify deps by tier: critical (Next.js, ORM), framework-adjacent (React Query, etc.), libraries (date-fns), dev/test (eslint, vitest). Different cadences.
- Renovate or Dependabot for the auto-upgradeable tier. Auto-merge dev/test deps after CI passes.
- Major framework upgrades = ADR-worthy. Plan, test, stage. Don't just `npm install next@latest`.
- Security CVEs need triage. Not all are exploitable in your context. Read the advisory carefully.
- Lock files matter. Commit `package-lock.json` / `pnpm-lock.yaml`. Reproducible builds.
- Pin to caret (^) for libraries; pin to exact for critical infra (frameworks, runtime).
- Audit transitive deps quarterly. They're 90% of your supply-chain risk.
Customization tips
- Specify your stack precisely. JS/Python/Ruby/Go each have different upgrade tooling and patterns.
- Be honest about current state. 'Never updated in 12 months' vs 'partial Renovate setup' need different first steps.
- List your most critical deps explicitly. Tier classification depends on what you can't afford to break.
- Mention test coverage honestly. Aggressive auto-merge requires high coverage on critical paths; low coverage = manual review for everything.
- Specify compliance needs. SOC 2 changes the audit trail requirements significantly.
- Use the Major Upgrade Mode variant for high-stakes specific upgrades (Next.js 14→15, Rails 7→8) — focused on that one upgrade's migration plan.
Variants
JavaScript/Node Mode
For Node.js + npm/pnpm/yarn — emphasizes Renovate/Dependabot, transitive audit, lockfile management.
Python Mode
For Python with pip/poetry/uv — emphasizes pyproject.toml, lock files, dependency tree analysis.
Major Upgrade Mode
For specific high-stakes upgrades (Next.js 14→15, Rails 7→8, Node 20→22) — focused migration plan.
Compliance / SBOM Mode
For SOC 2 / compliance contexts — adds SBOM generation, audit trail, vulnerability tracking.
Frequently asked questions
How do I use the Dependency Upgrade Strategist prompt?
Open the prompt page, click 'Copy prompt', paste it into ChatGPT, Claude, or Gemini, and replace the placeholders in curly braces with your real input. The prompt is also launchable directly in each model with one click.
Which AI model works best with Dependency Upgrade Strategist?
Claude Opus 4. Dep-upgrade strategy needs reasoning about breaking-change risk, ecosystem dynamics, and ops trade-offs — exactly Claude's strengths. ChatGPT GPT-5 second-best.
Can I customize the Dependency Upgrade Strategist prompt for my use case?
Yes — every Promptolis Original is designed to be customized. Key levers: Classify deps by tier: critical (Next.js, ORM), framework-adjacent (React Query, etc.), libraries (date-fns), dev/test (eslint, vitest). Different cadences.; Renovate or Dependabot for the auto-upgradeable tier. Auto-merge dev/test deps after CI passes.
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