Senior Client Operations Advisor / Special Operations

AI Acquisition

9h • Remote

About The Position

This is a Special Operations role focused on managing the most complex and high-stakes client situations. The individual will be responsible for diagnosing issues, resetting client relationships, and driving outcomes that protect both the client and the company. The role requires operating independently, quickly, and professionally without constant management. Early weeks will involve understanding the client base, identifying risk signals, and assessing what is working and what is not. The primary focus is on the outcomes driven from this understanding. The position reports into senior leadership, and the individual will own their cases and results.

Requirements

• 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.
• 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.
• 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 skills.
• Commercially sharp — understands pricing, business models, and the downstream impact of every client decision.
• High executive presence.
• Meticulous documentation discipline.
• Senior ownership mentality — operates independently, takes full accountability for outcomes, and doesn't wait to be managed.
• Comfortable in ambiguity and fast-moving environments.
• Solutions-oriented under pressure.
• 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.

Responsibilities

• Take full ownership of complex, escalated, or high-risk client accounts from first signal through to resolution, applying structured thinking.
• Diagnose the root cause behind every at-risk engagement (strategy, execution, expectation misalignment, or delivery failure) and build the right intervention.
• Lead high-stakes conversations at founder and C-suite level to reset expectations, rebuild trust, and redirect momentum toward outcomes.
• Maintain meticulous case records to support accountability, continuity, and pattern recognition.
• Monitor engagement health signals and intervene before situations deteriorate into formal escalations.
• Develop and execute targeted recovery plans that address root causes.
• Identify and close expansion opportunities in at-risk accounts where trust has been rebuilt.
• 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 on offer, outbound, pipeline, and execution.
• Advise on go-to-market strategy, offer positioning, and 90-day execution priorities.
• Challenge assumptions, reframe thinking, and reset timelines with directness.
• 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.
• Identify patterns across accounts that point to broader delivery or operational gaps requiring leadership intervention.
• Propose and implement process improvements to reduce escalation volume, resolution time, and repeat risk.

Benefits

• Competitive compensation tied directly to retention, recovery, and expansion outcomes you own
• Fully remote — US, UK, UAE, Canada, or Australia
• Full-time, stable role at a profitable bootstrapped company
• Direct line to senior leadership

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed