Head of Account Management

AI Acquisition
$20,000 - $25,000Remote

About The Position

This role is for a Head of Account Management who will inherit a live portfolio of $100K+ clients and a fast-paced Customer Success department. The primary focus is not just to maintain but to expand and build the operating layer that drives client retention, increased purchases, and referrals. The Head of Account Management will own client relationships, retention calls, upsell conversations, and escalations. This position reports into senior leadership, with the expectation to run and grow the department, implementing changes rapidly.

Requirements

  • 5+ years owning client relationships at $50K–$100K+ contract value in a high-velocity environment
  • Has worked inside a fast-moving agency, consulting firm, high-growth info or coaching business, or B2B SaaS company that ships weekly
  • Has retained an angry, high-value client and can tell you exactly how
  • Has upsold or expanded an account without a perfect product underneath it
  • Comfortable with ambiguity — especially around a department that is still being built
  • AI-native: thinks in systems, uses AI tools daily, can map a workflow end to end
  • Native or near-native written and spoken English
  • High-agency, fast-moving, low-ego — bored by long meetings and slow decisions

Nice To Haves

  • You need a runbook handed to you before you can operate
  • You get flustered by a sharp, unhappy client
  • You have only worked enterprise CS with long SLAs, big support teams, and clean handoffs
  • You measure your work in monthly reviews instead of weekly client signal
  • You are looking for a calm, structured remote role with predictable expectations

Responsibilities

  • Own every $100K+ client relationship from kickoff through renewal and expansion
  • Retain accounts under pressure, including when delivery is still catching up to promises
  • Reframe client expectations on the fly, confidently, without losing the relationship or the money
  • Identify and close upsell and expansion opportunities inside the existing book
  • Build the save playbook, the escalation framework, and the retention metric from a blank page
  • Feed structured, actionable feedback to delivery so the product actually improves
  • Hold the line between what sales promised and what delivery can do — without dropping either side

Benefits

  • Competitive base salary ($20,000–$25,000 USD) + performance bonus tied to retention and expansion outcomes you own
  • Fully remote - work from US, UK, UAE, Canada, or Australia
  • Full-time, stable role at a profitable bootstrapped company - no runway anxiety, no pivots every quarter
  • Direct line to senior leadership that has built and scaled products past $100M in revenue
  • Real growth track - run this seat well and you take on a broader scope, a second product line, or a regional ops seat
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