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Head of Shared Services Operations (Miami, FL)
$1500k – $2000k/yr Miami, US hybrid full time director 9d ago
About this role
Full-Time | Miami-based, in-office 4 days per week in Miami
About the Role
Extenteam provides guest communication and operational support for short-term rental property managers across 80,000+ properties, with AI-assisted workflows and human-in-the-loop oversight.
The Head of Shared Services Operations owns the systems, structures, and economics that make our service operation run well and scale profitably. You own whether the operational metrics are achievable, why they're moving the way they are, and what to change in the system when they aren't where they should be.
The Core of the Job
When an agent escalates a ticket, you don't ask "why did the agent escalate this?" - you ask "why did the system produce this escalation? What's broken upstream?"
When AI misclassifies a ticket, you find the pattern and fix the prompt or the rule. When SLAs miss on a property type, you find out whether it's a knowledge gap, a routing problem, an SOP gap, an unclear listing, or a partner contract ambiguity - and you fix the actual cause. When clients give you bad data or unclear SOPs, you push back with specifics: "your listing says X, guests keep asking us Y, here's what you need to change."
What You'll Own
Service diagnostics. Root-cause analysis on escalations, AI misclassifications, SLA misses, and workflow friction. Find the upstream cause, fix it, measure that it worked
AI performance. Drive Autopilot AI false-negative rate toward zero. Own prompt design, routing rules, human-in-loop governance
Knowledge base and SOPs. Clean source of truth with named owners per partner. You write the runbooks personally, not just review what others draft
Unit economics. Cost-per-property model and gross margin trajectory as the book scales
Workforce model. Capacity planning and staffing economics for a 24/7 multi-time-zone operation
Revenue programs. New service categories, upsell systems, partner-facing offerings that scale without proportional headcount
Who You Are
Required
5+ years in operations leadership at a tech-enabled service business
Deep analytical instincts. You spot when a number doesn't make sense before you decide what to do about it
Track record of root-cause analysis. Examples where you found why a service operation was producing wrong outcomes and fixed the upstream cause
Tech-savvy and hands-on. You personally interrogate dashboards, ticketing systems, AI reports
AI deployment in a live service operation, including how to diagnose and fix what AI gets wrong
Hands-on experience designing workflows, knowledge bases, decision trees, and SOPs with Product and Engineering
Strong client-facing skill - comfortable telling enterprise clients what they need to change, with data to back it
Miami-based or willing to relocate. In-office role
Preferred
Short-term rental, hospitality, or property management operations experience
SaaS or tech-platform business going through a services-to-product transformation
Former consultant (McKinsey, Bain, BCG, Deloitte) or startup operator who owned a CX or service operation account
Key Attributes
Diagnostician - Look at outcomes, find causes
Pattern-Spotter - Anomalies jump out at you
Tech-Savvy - Set up your own tools, work in unfamiliar systems without hand-holding
Automation-First - Systems before people
Diplomatically Direct with Clients - Tell clients what they need to hear, with data
Lead by Design - Build systems that discover the future, not just execute today's plan
This Is Not a Good Place for You If
You want to spend most of your time on agent 1-on-1s and people management
You need IT to set up your tools or want step-by-step documentation
You wait for direction instead of taking it
Why Join Extenteam
Shape Shared Services into a profit center and own the operating side of our services-to-AI transformation
Report to the Head of Operations; collaborate directly with the founder and leadership team
Miami-based, in-office 4 days per week in Miami
Interview Process
Founder intro (30 min)
Hiring manager interview with Head of Operations (60 min)
Take-home: real Extenteam data, find the anomalies, tell us what to do about them
Team interviews
References and offer
2-3 weeks total. Offices: (Extenteam - Corporate);