Clipbook
 is hiring a fractional

Head Of Customer Success

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Weekly Commitment

10 - 20 hrs

Compensation Range

Unknown

Company Stage

Early-stage VC

Industry

AI SaaS

Location

Remote (USA only)
moonlight ok
moonlight ok
convert full-time
convert full-time
equity offered
equity offered
hands-on needed
hands-on needed

Note: We've kept the name of the company private. If you'd like to know the company before requesting an intro, just email us at hello [at] fractionaljobs.io

Clipbook is looking for a Head of Customer Success (Fractional) to join our fast-growing startup on a part-time, remote basis (~10–20 hours/week), with the potential to grow into a full-time role. This is a strategy and leadership role — not a day-to-day account management position. We need someone who can architect our CS foundation, own our retention strategy, and coach our team of 4 CSMs. We're looking for a builder who gets energized by developing people and setting up systems from scratch.

Key Responsibilities

  • Strategy & Playbook: Improve the customer journey — onboarding, QBRs, renewal workflows, and retention processes.
  • Team Coaching: Run weekly 1-on-1s with CSMs to level up their skills, navigate stuck accounts, and drive performance against targets.
  • Risk & Retention: Own the NRR and gross retention strategy; identify churn risks and build frameworks for the team to mitigate them.
  • Tech Stack & Process: Audit current tools and implement our first CS platform to move from spreadsheets to data-driven health scores.
  • Revenue Expansion: Identify expansion opportunities within existing accounts and equip the team to execute.

What are we looking for?

  • 8+ years in B2B SaaS Customer Success with 2+ years leading a CS team.
  • Hands-on experience with CS platforms such as Vitally, ChurnZero, Gainsight, or Hubspot
  • Builder mindset — you enjoy standing up systems, playbooks, and processes from scratch.
  • Coach over player — a track record of mentoring CSMs to high performance rather than managing accounts yourself.
  • Metric-obsessed — expert at NRR, churn forecasting, and expansion math.
  • Strong communicator — able to engage executive stakeholders and translate data into action.

Bonus Points

  • Familiarity with public relations, media, communications, government affairs, or public affairs.
  • Candidates based in or within commuting distance of Washington D.C., New York City, or San Francisco are preferred.

What You'll Get

  • A remote, flexible, part-time engagement with a growing startup.
  • A smart, hard-working, and resourceful team.
  • A rapidly growing company with commercial rigor at its core.

How to Apply

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