Note: The job is a remote job and is open to candidates in USA. AI Acquisition is a multi-8-figure business helping founders and operators scale with AI, serving more than 3,000 clients and 200 mastermind participants. The Senior Client Operations Advisor / Special Operations role owns complex and high-risk client situations, diagnosing root causes, leading executive-level recovery conversations, protecting retention and revenue, and building scalable escalation and risk-management systems.
Responsibilities
- Take full ownership of complex, escalated, or high-risk client accounts — from first signal through to resolution — applying structured thinking at every stage
- Diagnose the root cause behind every at-risk engagement: is it strategy, execution, expectation misalignment, or delivery failure — and build the right intervention accordingly
- Lead high-stakes conversations at founder and C-suite level — resetting expectations, rebuilding trust, and redirecting momentum toward outcomes
- Maintain meticulous case records that support accountability, continuity, and pattern recognition across the portfolio
- Monitor engagement health signals across your assigned accounts and intervene before situations deteriorate into formal escalations
- Develop targeted recovery plans that address root causes — not surface-level complaints — and execute them at pace
- Identify and close expansion opportunities inside at-risk accounts where trust has been rebuilt and appetite exists
- Track and report weekly on case outcomes, revenue protected, churn signals, and patterns requiring broader operational attention
- Lead live advisory sessions with founders — providing direct, implementation-focused guidance across offer, outbound, pipeline, and execution where relevant
- Advise on go-to-market strategy, offer positioning, and 90-day execution priorities when clients need more than just relationship management
- Challenge assumptions, reframe thinking, and reset timelines with the kind of directness that only comes from someone who has seen these situations before
- Act as a signal amplifier between clients and internal delivery teams — translating client reality into structured, actionable feedback
- Contribute to the development of escalation frameworks, retention playbooks, and client risk systems that work beyond your individual caseload
- Identify patterns across accounts that point to broader delivery or operational gaps requiring intervention at leadership level
- Propose and implement process improvements that reduce escalation volume, resolution time, and repeat risk over time
Skills
- 5+ years in client success, account management, consulting, or a senior operational role within a high-growth, agency, or tech-enabled environment
- Proven track record managing complex, escalated, or high-risk client accounts with demonstrable recovery and retention outcomes
- Prior experience operating at or advising founder/C-suite level — not just executing, but influencing decisions under pressure
- Background in at least one of: growth strategy, sales systems, offer development, delivery operations, or scaling advisory
- Direct exposure to cold outbound, go-to-market execution, or B2B sales systems — enough to advise clients credibly, not just manage them
- Strong diagnostic ability — able to rapidly identify root causes across strategy, execution, expectation, and delivery
- Structured thinker with the ability to build and enforce clear action plans, priorities, and accountability frameworks
- Confident communicator with high emotional intelligence — able to reset expectations, manage difficult conversations, and maintain trust under pressure
- Expert-level negotiation and de-escalation — navigates emotionally and commercially charged situations with composure and precision
- Commercially sharp — understands pricing, business models, and the downstream impact of every client decision
- High executive presence — equally effective on a live Zoom with a frustrated founder as in a written case summary to leadership
- Meticulous documentation discipline — maintains thorough records that support continuity, risk management, and process improvement
- Senior ownership mentality — operates independently, takes full accountability for outcomes, and doesn't wait to be managed
- Comfortable in ambiguity and fast-moving environments — adapts quickly without losing structure or composure
- Solutions-oriented under pressure — approaches escalations with clarity and a bias toward resolution, not escalation
- AI-native or highly AI-fluent — actively uses AI tools to enhance output quality, response speed, and documentation efficiency
- Discreet, professional, and exercises sound judgment in sensitive, confidential, and commercially significant situations
- Proactive risk detector — spots churn and engagement signals early and acts before situations deteriorate
Benefits
- Bonus compensation (Base + Bonus)
- Fully remote
- Full-time, stable role at a profitable bootstrapped company
- Direct line to senior leadership that has built and scaled products past $100M in revenue
- Real growth track — perform in this seat and the scope expands: team lead, broader Special Operations ownership, or a cross-functional senior role
Company Overview