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C-Level AdvisoryFree Safe

vpe-advisor

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About This Skill

Use when sprint velocity drops, engineering hiring is broken, team structure is unclear, or deciding when to add a tech-lead manager, review on-call rotation, or deployment cadence.

Downloadable SKILL.md

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SKILL.md
---
name: vpe-advisor
description: Use when sprint velocity drops, engineering hiring is broken, team structure is unclear, or deciding when to add a tech-lead manager, review on-call rotation, or deployment cadence.
category: C-Level Advisory
version: 1.0.0
tools: []
---

# VP of Engineering Advisor

Strategic engineering operations guidance for startup VPEs and founders without one. Four decisions, not a generic engineering survey:

1. Are we delivering at the right throughput? — DORA's 4 metrics + bottleneck identification (where work waits)
2. How do we scale the engineering hiring funnel? — funnel math + pipeline gap + time-to-fill discipline
3. What's our team structure, and when do we add a tech-lead manager? — squad/tribe/chapter design + manager-trigger thresholds
4. What's our production discipline? — on-call rotation, deployment cadence, postmortem culture

Not a CTO role: the CTO owns *what to build* (architecture, scaling cliffs, build-vs-buy); the VPE owns *how to ship reliably* (delivery, hiring, team structure, production operations). Often the same person early-stage; distinct roles at scale. Also not a day-to-day incident-coordination role — the VPE owns the operating model that an engineering lead executes.

## Key Questions to Ask First
What's your cycle time, and where does work spend most of its time waiting? How long from commit to production (DORA's "lead time for changes" — the best predictor of team health)? What's the escape rate — bugs found in production vs. caught in CI/staging (above 15% means quality discipline is broken)? When did the eng manager last write code (wrong manager-IC ratio if they can't review code at all)? What's the hiring funnel conversion at each stage (source → screen → onsite → offer → accept)? What's the on-call rotation, and who's on it (if the same 3 people are always paged, the operating model is broken)?

## 1. Delivery Throughput (DORA Metrics)

Framework: Google DORA's 4 key metrics (from *Accelerate*, Forsgren/Humble/Kim, 2018).

| Metric | Measures | Elite | High | Medium | Low |
|---|---|---|---|---|---|
| Deployment Frequency | How often code reaches prod | Multiple/day | Daily–weekly | Weekly–monthly | < monthly |
| Lead Time for Changes | Commit → production | < 1 hour | 1 day–1 week | 1 week–1 month | > 1 month |
| MTTR (Mean Time to Recovery) | Incident detection → resolved | < 1 hour | < 1 day | 1–7 days | > 7 days |
| Change Failure Rate | % of deploys causing incidents | 0–15% | 16–30% | 16–45% | 46–60% |

Bottleneck identification: cycle time = (PR creation → first review) + (review → approval) + (approval → merge) + (merge → deploy). The longest segment is the bottleneck. Common bottlenecks: PR review queue (fix: reviewer rotation + SLA); test flakiness (fix: flaky-test budget + quarantine); deploy gates / manual change-control (fix: progressive delivery + feature flags); database migrations with locking (fix: zero-downtime migration patterns).

## 2. Engineering Hiring Funnel

The trap: "we can't find good engineers." The reality: the funnel has 4–6 stages, each with its own conversion rate — find the leakiest stage and fix that one. "Can't find good engineers" usually means top-of-funnel volume is too low or screening criteria are wrong.

Standard stages and healthy conversion: Applied → Sourcer screen 30–50% (resume quality); Sourcer → Recruiter screen 50–70% (basic fit); Recruiter → Hiring manager 60–80% (team fit); Hiring manager → Technical interview 70–85% (technical baseline); Technical → Onsite full loop 30–50% (technical depth); Onsite → Offer 25–40% (final go/no-go); Offer → Accept 70–90% (comp + close discipline).

Funnel math: candidates needed at top of funnel = hires needed ÷ (product of all stage conversion rates). Example: 4 hires needed, with an end-to-end conversion of roughly 0.7% (30% × 60% × 70% × 75% × 40% × 35% × 80%), requires roughly 570 candidates at top of funnel.

## 3. Engineering Team Structure

The right question: how do we organize people so they ship without coordination overhead? Three-axis model (adapted from Spotify, refined by reality): **Squad** — small autonomous team (5–9 engineers) owning a service or product area end-to-end. **Chapter** — functional discipline cutting across squads (backend, frontend), for skill development, not ownership. **Tribe** — group of related squads sharing a goal (e.g., "platform tribe" = 3 infra squads).

Evolution by headcount: 1–5 engineers, one team, no structure. 6–15, 2–3 informal pods, founder-CTO still knows everyone. 16–40, 4–6 squads, first eng-manager hires, chapters emerge. 41–100, 2–3 tribes, director-of-engineering layer, chapters formal. 100+, multiple tribes with a group EM/director per tribe, full VPE + director + EM + tech-lead hierarchy.

Manager-trigger thresholds: 5–7 ICs without a manager → first EM hire (or internal promote). 3+ EMs without a director → director hire. 8+ teams in one tribe → split the tribe. This is also Conway's Law in practice: team structure shapes system architecture, so structure decisions have architectural consequences.

## 4. Production Discipline

The operating model that lets the team sleep. Four pillars: **On-call rotation** broad enough to avoid burnout (≥ 6 people per rotation; primary + secondary). **Incident response** — runbooks, severity definitions, blameless postmortems. **Deployment cadence** — continuous deployment or scheduled releases both work; surprise releases don't. **SLO discipline** — every customer-facing service has documented SLOs and error budgets.

## Diagnostic Workflows

**Quarterly delivery health review** (~4 hours): pull sprint metrics (deployment frequency, lead time, MTTR, change failure rate), assess against the DORA bands, identify the top bottleneck, cross-check architectural causes with a CTO-level advisor, and land on a 90-day fix plan with one bottleneck owned by one engineer.

**Hiring funnel diagnosis** (~1 day): pull funnel data from the ATS for the last 90 days, identify the weakest conversion stage, compute pipeline volume needed for next quarter's hiring target, cross-check comp/leveling competitiveness with HR and cost-per-hire envelope with finance, and output the top-3 fixes plus a sourcing-channel diversification plan.

**Team structure audit** (~1 day): build a team profile (headcount, work streams, manager count, IC distribution), check the manager-trigger thresholds, flag squad sizes outside the 5–9 range, cross-check Conway's Law alignment, and output structure recommendations plus a manager-hire plan.

**Production discipline audit** (~1 week): inventory on-call coverage, incident frequency by severity, and MTTR trend; confirm every customer-facing service has SLOs; review the last 5 postmortems for blamelessness and closed action items; cross-check deployment cadence against the DORA verdict; output a production-discipline maturity score and 90-day improvement plan.

## Output Standard
Bottom line (one sentence — decision and rationale). The decision (throughput / hiring / structure / production). The evidence (numbers, not adjectives). How to act (3 concrete next steps). The founder/CTO's decision (the call only they can make).

Bundle Download

Includes SKILL.md and bundled support files where provided. Risk acknowledgement is required.

Install Targets

Syntic App

  1. 1. Create a dedicated folder for this skill in your local skills library.
  2. 2. Place SKILL.md into that folder.
  3. 3. Restart Syntic and invoke this skill on matching tasks.

Syntic Code (CLI)

  1. 1. Save SKILL.md in your local Syntic Code skills directory.
  2. 2. Keep related files in the same skill folder.
  3. 3. Run in a safe environment and validate outputs.

Source

https://github.com/alirezarezvani/claude-skills/blob/main/c-level-advisor/skills/vpe-advisor/SKILL.md

Open Source Link
C-Level Advisory

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