Senior Director - Moneyball and Agentic Automation
Role Title: Senior Director, Moneyball and Agentic Automation
Reports To: Chief Business Officer (CBO)
Location: Remote
The Opportunity: Building the “Brain” of the Armada
We are looking for a Senior Director of Moneyball to build our data and AI infrastructure from zero to one. You won’t just report on the news, you will make the news.
We use the term “Moneyball” intentionally. In baseball, it meant finding undervalued assets and winning through statistical arbitrage. For us, it means using rigorous data intelligence to optimize our unit economics, forecast with precision, and deploy AI Agents that act as force-multipliers for our operations.
This is a founding role. You will inherit a blank slate (greenfield), choose the stack, hire the first 2-4 engineers/analysts, and report directly to the C-Suite to drive strategy.
The Mission
Your mandate is split into two critical engines:
The Truth Engine (66% - BI & Analytics): You will build the “Source of Truth” for the entire company. You will replace intuition with evidence, ensuring that every decision,from pricing hardware to optimizing supply chains, is backed by real-time data. You will own the Modern Data Stack (MDS) and the financial/operational models that steer the ship.
The Automation Engine (34% - AI Agents): You will lead our internal AI strategy, moving beyond “chatbots” to Agentic Workflows. You will build and deploy autonomous agents that can “reason, plan, and act”— automating complex workflows in finance, ops, and customer success (e.g., an agent that automatically reconciles invoices or triages technical support tickets).
What You’ll Do
Build the “Moneyball” Foundation (Data & BI)
Architect from Scratch: Select and deploy the V1 Modern Data Stack. Avoid over-engineering, while prioritizing speed-to-insight.
Define the Metrics that Matter: Work with the Chief Business Officer to define our “North Star” metrics and unit economics (CAC, LTV, Burn Multiples, Gross Margins).
Research and procure structured and unstructured data from the market to augment the internal data set.
Develop and implement business ideas and actions to enhance the business.
Deploy the “Digital Workforce” (AI Agents)
Identify High-Value Workflows: Audit our internal operations to find repetitive, high-cognitive-load tasks that are ripe for agentic automation.
Build & Orchestrate: Lead the development of internal AI agents using industry-leading frameworks.
Human-in-the-Loop Design: Design systems where AI drafts/proposes actions that humans approve, slowly increasing autonomy as trust builds.
Lead & Scale
Hiring: Recruit and manage a lean, elite team of 2-4 Data Engineers, Analytics Engineers, and AI Prototypers.
Culture of Rigor: Instill a “write it down” culture where data isn’t just a dashboard—it’s the primary language of the business.
Who You Are
The “Full-Stack” Analyst: You can write complex SQL transformations in your sleep, but you can also present a QBR to the Board of Directors. You are as comfortable with a P&L sheet as you are with a Python script.
A Builder, Not Just a Manager: You are Senior Director level, but you are ready to be an Individual Contributor (IC) for the first 3-6 months. You don’t need a team to ship value.
AI Pragmatist: You’ve moved past the “hype” of LLMs and are focused on utility. You have experimented with building agents and understand the challenges of context windows, hallucinations, and steering.
Business First: You understand that a perfect data model is useless if it doesn’t improve the bottom line. You prioritize business velocity over technical purity.
The “Must-Haves”
7+ years of experience in Data Science, Analytics, or BizOps at a high-growth tech company.
Proven experience building a data stack from scratch (Greenfield projects).
Fluency in SQL and Python (specifically for data manipulation and API interactions).
Experience with the Modern Data Stack.
Demonstrable experience building or managing AI/LLM applications (even side projects count).
The “Nice-to-Haves”
Experience in Hardware/SaaS business models.
Background in Finance, Investment Banking, or Management Consulting prior to tech.
Why Join Us?
High Leverage: You are reporting to the CBO, not buried in an engineering org. Your work directly changes business strategy.
The Frontier: You aren’t just analyzing data; you are building the agents that will act on it. This is the future of the C-Suite.
Equity: We believe this role is core to our valuation, and your compensation will reflect that.
Compensation & Benefits
For U.S. Based candidates: To ensure fairness and transparency, the base salary range for this role for candidates in the U.S. are listed, varying based on location experience, skills, and qualifications.
In addition to the salary, this role will also be offered equity and subsidized benefits (details available upon request).
Benefits
Competitive base salary and equity
Medical, dental, and vision (subsidized cost)
Health savings accounts (HSA), flexible spending accounts (FSA), and dependent care FSAs (DCFSA)
Retirement plan options, including 401(k) and Roth 401(k)
Unlimited paid time off (PTO)
15 paid company holidays per year
#LI-SM1
#LI-Remote
Compensation
$240,880—$301,100 USD
About the job
Apply for this position
Senior Director - Moneyball and Agentic Automation
Role Title: Senior Director, Moneyball and Agentic Automation
Reports To: Chief Business Officer (CBO)
Location: Remote
The Opportunity: Building the “Brain” of the Armada
We are looking for a Senior Director of Moneyball to build our data and AI infrastructure from zero to one. You won’t just report on the news, you will make the news.
We use the term “Moneyball” intentionally. In baseball, it meant finding undervalued assets and winning through statistical arbitrage. For us, it means using rigorous data intelligence to optimize our unit economics, forecast with precision, and deploy AI Agents that act as force-multipliers for our operations.
This is a founding role. You will inherit a blank slate (greenfield), choose the stack, hire the first 2-4 engineers/analysts, and report directly to the C-Suite to drive strategy.
The Mission
Your mandate is split into two critical engines:
The Truth Engine (66% - BI & Analytics): You will build the “Source of Truth” for the entire company. You will replace intuition with evidence, ensuring that every decision,from pricing hardware to optimizing supply chains, is backed by real-time data. You will own the Modern Data Stack (MDS) and the financial/operational models that steer the ship.
The Automation Engine (34% - AI Agents): You will lead our internal AI strategy, moving beyond “chatbots” to Agentic Workflows. You will build and deploy autonomous agents that can “reason, plan, and act”— automating complex workflows in finance, ops, and customer success (e.g., an agent that automatically reconciles invoices or triages technical support tickets).
What You’ll Do
Build the “Moneyball” Foundation (Data & BI)
Architect from Scratch: Select and deploy the V1 Modern Data Stack. Avoid over-engineering, while prioritizing speed-to-insight.
Define the Metrics that Matter: Work with the Chief Business Officer to define our “North Star” metrics and unit economics (CAC, LTV, Burn Multiples, Gross Margins).
Research and procure structured and unstructured data from the market to augment the internal data set.
Develop and implement business ideas and actions to enhance the business.
Deploy the “Digital Workforce” (AI Agents)
Identify High-Value Workflows: Audit our internal operations to find repetitive, high-cognitive-load tasks that are ripe for agentic automation.
Build & Orchestrate: Lead the development of internal AI agents using industry-leading frameworks.
Human-in-the-Loop Design: Design systems where AI drafts/proposes actions that humans approve, slowly increasing autonomy as trust builds.
Lead & Scale
Hiring: Recruit and manage a lean, elite team of 2-4 Data Engineers, Analytics Engineers, and AI Prototypers.
Culture of Rigor: Instill a “write it down” culture where data isn’t just a dashboard—it’s the primary language of the business.
Who You Are
The “Full-Stack” Analyst: You can write complex SQL transformations in your sleep, but you can also present a QBR to the Board of Directors. You are as comfortable with a P&L sheet as you are with a Python script.
A Builder, Not Just a Manager: You are Senior Director level, but you are ready to be an Individual Contributor (IC) for the first 3-6 months. You don’t need a team to ship value.
AI Pragmatist: You’ve moved past the “hype” of LLMs and are focused on utility. You have experimented with building agents and understand the challenges of context windows, hallucinations, and steering.
Business First: You understand that a perfect data model is useless if it doesn’t improve the bottom line. You prioritize business velocity over technical purity.
The “Must-Haves”
7+ years of experience in Data Science, Analytics, or BizOps at a high-growth tech company.
Proven experience building a data stack from scratch (Greenfield projects).
Fluency in SQL and Python (specifically for data manipulation and API interactions).
Experience with the Modern Data Stack.
Demonstrable experience building or managing AI/LLM applications (even side projects count).
The “Nice-to-Haves”
Experience in Hardware/SaaS business models.
Background in Finance, Investment Banking, or Management Consulting prior to tech.
Why Join Us?
High Leverage: You are reporting to the CBO, not buried in an engineering org. Your work directly changes business strategy.
The Frontier: You aren’t just analyzing data; you are building the agents that will act on it. This is the future of the C-Suite.
Equity: We believe this role is core to our valuation, and your compensation will reflect that.
Compensation & Benefits
For U.S. Based candidates: To ensure fairness and transparency, the base salary range for this role for candidates in the U.S. are listed, varying based on location experience, skills, and qualifications.
In addition to the salary, this role will also be offered equity and subsidized benefits (details available upon request).
Benefits
Competitive base salary and equity
Medical, dental, and vision (subsidized cost)
Health savings accounts (HSA), flexible spending accounts (FSA), and dependent care FSAs (DCFSA)
Retirement plan options, including 401(k) and Roth 401(k)
Unlimited paid time off (PTO)
15 paid company holidays per year
#LI-SM1
#LI-Remote
Compensation
$240,880—$301,100 USD