Head of Deployment (Customer Success)

Flow Engineering

$150K — $180K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of experience in customer success or post-sale roles in tech companies
  • Proven ability to manage deployments and drive customer adoption
  • Strong understanding of organizational change management
  • Experience working with a diverse range of customers, from SMB to enterprise
  • Ability to develop methodologies based on first principles rather than outdated playbooks

Responsibilities

  • Carry your own book of accounts by leading customer deployments and adoption
  • Define the deployment methodology for effective customer onboarding
  • Design tailored coverage models for enterprise, mid-market, and SMB clients
  • Own the end-to-end renewal process and oversee the current renewals team
  • Establish a structured support framework, including escalation paths into engineering
  • Evaluate and develop your inherited team, planning for future growth

Benefits

  • Opportunity for professional growth and development within a scaling team
  • Work in a dynamic, first-principles-driven environment
  • Direct impact on customer success and organizational change
  • Collaboration with cross-functional teams to drive customer outcomes
  • Engagement with a diverse client base, enhancing networking opportunities
Full Job Description
The role

Flow is a system of record, and a system of record only delivers value when an engineering org actually lives in it. A requirements platform that half the team uses isn't half as valuable, it's worse than nothing, because now there are two sources of truth. So our post-sale work isn't check-in calls and QBRs. It's deployment: migrating requirements out of legacy tools and spreadsheets, configuring Flow around how each customer's programs actually run, redesigning workflows, and driving the organizational change that gets hundreds of engineers to move their daily work into a new system.

You'll inherit over a hundred customers across SMB, mid-market, and enterprise, a small team of reps who manage the renewal book today, the post-sale side of our forward-deployed team, a support motion that needs to be scaled, and a team plan that goes to 10+ people in 12 months.
You'll start as a true player-coach: carrying your own book of accounts, running their deployments end to end, and owning their renewals personally. The methodology should come from the work and first principles, not another playbook from a different company. As the team scales, you'll shift weight toward leading, but the expectation is that you never fully leave the field.
What you'll own in year one
  • Carry your own book of accounts: lead their deployments, drive their adoption, and personally own their renewals
  • Define the deployment methodology: what "deployed" means, the phased rollout playbook, adoption measurement, and health scoring built on real usage rather than logins
  • Design the coverage model: embedded deployments for enterprise, guided rollouts for mid-market, scaled low-touch for SMB
  • Own renewals end to end, leading the reps who run the book today and building the motion around them, with expansion signals passed to the AE team
  • Stand up support: tiering, response expectations, and a clean escalation path into engineering
  • Assess, develop, and grow the team you inherit, then hire and ramp to 10+, and shape the split of the current forward-deployed team with our incoming Head of Solutions Engineering

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