CTO Office Lead: Engineering Strategy & Execution

Pennylane

Paris (KY)

Remote

USD 120,000 - 180,000

Full time

11 days ago
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Benefits offered by this job

Vacation days
Company shares
Home office budget
Gymlib access
Busuu access
Apple equipment
Remote-friendly

Job summary

Pennylane is seeking a Chief of Staff to the CTO to operate as a senior leader in the Tech organisation. You will own the hardest problems between squads, bring technical credibility, and help shape engineering strategy and staffing decisions.

You will partner with CTO and Tech leadership to drive cross‑functional initiatives, define OKRs, and improve planning, execution and alignment across 70+ squads as the company scales in Europe.

Qualifications

  • An engineering degree (engineering, computer science or equivalent)
  • Technical fluency: read a design doc, follow architecture discussion, challenge estimates
  • 7–10 years of experience inside a tech organisation at scale
  • Track record of owning complex, cross‑organisational initiatives
  • Outstanding written communication
  • Fluency in English

Responsibilities

  • Own cross‑organization initiatives (platform, reliability, productivity)
  • Frame problems, build business/technical cases, secure alignment
  • Lead tech aspects of company-wide programs (e.g. European expansion)
  • Define Tech OKRs and drive performance metrics
  • Design and lead leadership cadence and decision processes
  • Communicate clearly across the engineering org

Skills

Technical fluency
English fluency
Cross-squad influence
Strategic thinking
Strong written communication

Education

Engineering degree

Job description

Pennylane is seeking a Chief of Staff to the CTO to operate as a senior leader in the Tech organisation. You will own the hardest problems between squads, bring technical credibility, and help shape engineering strategy and staffing decisions.

You will partner with CTO and Tech leadership to drive cross‑functional initiatives, define OKRs, and improve planning, execution and alignment across 70+ squads as the company scales in Europe.

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