Founding Head of Finance, Searchable
AI-Native
$150k
+ Equity
5+ days a week in office
AI search visibility & analytics platform
Job no longer available
AI search visibility & analytics platform
1-20 employees
Job no longer available
$150k
+ Equity
5+ days a week in office
1-20 employees
Company mission
To be a strategic marketing partner in the era of the agentic web.
Role
Who you are
- You are AI-native and systems-driven
- You see finance as an engineering problem
- You’re excited by:
- Automation-first operations
- Agent workflows
- Data pipelines
- Replacing repetitive reporting with systems that run themselves
- You're commercially hungry
- You want to win
- You want to drive growth and profitability
- You want to shape pricing, GTM, and product decisions
- You’re humble, curious, and adaptable
- You don’t care about ego or job titles
- You care about building what works
- You’re excited to learn and implement new tools constantly
- You’re comfortable in chaos
- You thrive in fast-moving environments where:
- Requirements evolve weekly
- There’s no existing process
- You build structure while running at speed
- Strong experience building ARR / retention / SaaS models
- Ability to work directly with raw data and systems
- Strong strategic thinking and commercial instincts
- Comfortable operating as both strategist and builder
- Clear communicator (you can explain complex truths simply)
- Extreme ownership and execution speed
- SQL fluency
- DBT experience
- Claude Code or similar
- Stripe billing familiarity
- Building forecasting systems in modern SaaS businesses
- Experience building finance stack from scratch
- Experience in product-led growth (PLG)
- Experience with usage-based pricing
- Ability to build lightweight internal tools
- Strong sense of “finance as product”
- AI-native: defaults to automation and tooling
- Hungry: wants to win and build something huge
- Humble: learns fast, adapts fast, no ego
- A builder: wants to create systems, not inherit them
- Fast: executes at startup speed
- Commercial: sees finance as a growth driver
What the job involves
- We’re building an AI-native company and we want finance to be AI-native too. This is not a traditional VP of Finance role
- This is a finance + systems + commercial strategy role where you’ll build the finance function as a real-time operating system: automated, deeply integrated into the product stack, and designed to drive decision-making at speed
- You will reinvent how financial planning, reporting, forecasting, and commercial decision-making is done and build a function that stays lean, automated, and powerful, even as the company scales
- You’ll be responsible for designing and developing the financial model that becomes the company’s “single source of truth” and then building the pipelines, tooling, and AI workflows that keep it always-on
- If you are not fully AI native but have the skills, we can train you in a 2-4 week period to be cutting edge
- We want to see the work, the imagination, the skills and the interest in what is possible before
- Build the AI-Native Finance Function From Zero
- Build our finance function end-to-end: tooling, systems, models, dashboards, reporting cadence, and controls
- Design a finance architecture that is real-time, automated, and scalable
- Build processes that are fast and flexible, without losing financial discipline
- Create the foundation for a world-class finance org without bloated headcount
- You are not inheriting a finance department
- You are building one
- Design and Build the Financial Model That Runs the Company
- You will design and maintain the core models that leadership uses to make decisions:
- ARR model
- Unit economics model
- Retention / churn / expansion model
- Cohort-based revenue model
- CAC payback and contribution margin model
- Pricing model
- Product usage → revenue model
- Scenario planning engine (base case / upside / downside)
- Runway + cash flow model
- Hiring plan + burn model
- Monthly management accounts for Investor meetings
- Become a Financial Commercial Driver (Not a Reporting Function)
- You will sit at the center of the commercial engine and drive decisions like:
- Which customers are profitable?
- What pricing is optimal?
- What usage patterns predict churn?
- What segments expand fastest?
- Where are we leaking margin?
- What is the best GTM motion?
- What should we automate vs hire for?
- What are the best growth loops?
- This is a role for someone who wants to be a business builder, not just financial reporting
- Build Automated Data Pipelines Into a Finance Control Center
- You will create automated pipelines that ingest, transform, and reconcile data from systems like:
- Stripe (billing + subscriptions)
- Product usage + event data
- CRM data (Attio / HubSpot / Salesforce)
- Marketing attribution
- Data warehouse tooling (DBT, Snowflake/BigQuery)
- Bank feeds
- Expense systems
- Payroll
- Then convert it into:
- Live dashboards
- Finance-grade data layers
- “agent-ready” datasets
- Automated alerts and anomaly detection
- Build AI Workflows That Replace Traditional Finance Work
- Instead of building a big finance team, you’ll build an AI-driven system that automates work such as:
- Anomaly detection on revenue / churn / usage
- Forecasting updates weekly or daily (not quarterly)
- Auto-generated board reporting
- Automatic metric commentary (“why did revenue dip?”)
- Churn prediction and risk flags
- Pricing recommendations based on behavior
- Cost leak detection and margin alerts
- Contract / invoice workflow automation
- Intelligent cashflow forecasting
- You’ll partner with engineering and ops to build “agentic workflows” that continuously monitor the business and surface insights
- Define the Metric System (Single Source of Truth)
- You will own metric definitions across the company and enforce consistency, including:
- ARR / MRR definitions
- Net revenue retention (NRR)
- Gross revenue retention (GRR)
- Churn and logo churn
- Expansion and contraction
- Activation and conversion rates
- Usage-based revenue metrics
- Customer profitability
- Payback period
- Pipeline coverage and sales efficiency
- Contribution margin and gross margin
- Build the Lean Team (Only After Automation)
- We want a finance function that stays small and effective
- You’ll:
- Automate first
- Hire second
- Design workflows where one person can do what a traditional team of five would do
- Build tooling that compounds
- You will be expected to personally build early systems, then scale the function with minimal headcount
- Build and maintain our ARR, retention, unit economics, and runway models
- Build automated pipelines from Stripe + CRM + product usage into dashboards
- Build a “finance operating system” for leadership (always-on, always accurate)
- Design finance workflows that run continuously rather than in monthly cycles
- Partner with GTM and product to drive pricing, packaging, and monetization decisions
- Work directly with engineering to ship automation and agent workflows
- Create a scalable monthly close process (lean, fast, auditable)
- Own forecasting cadence and financial planning
- Drive board/investor reporting and strategic finance insights
- Identify the highest leverage automation opportunities across the company
- Tech Stack You’ll Likely Touch
- Claude Code
- Stripe
- CRM (Attio / HubSpot / Salesforce)
- Data warehouse (BigQuery / Snowflake)
- DBT
- Segment / product event tracking
- Metabase / Looker / Mode
- Finance systems (NetSuite / Xero / QuickBooks — depending on stage)
- AI tooling + agent frameworks (internal or external)
Application process
- Your CV / LinkedIn
- 2–3 examples of models, dashboards, or systems you’ve built (if you have them)
- 2-3 examples of how you have affected commercial improvements in cost or revenue for previous roles
- A short note on how you would build an AI-native finance function from scratch
Salary benchmarks
Our take
Searchable helps brands understand and improve how they appear in AI-powered search tools, by showing how content is read, ranked and recommended by these systems. The platform connects data from Google Analytics and Google Search Console, acting as a central dashboard that uses AI to answer questions, highlight issues and suggest improvements.
The company is tackling a major shift in how people search online. Traditional SEO focuses on keywords and ranking, but AI assistants now return just a few recommendations, which means brands either appear or they don't. Searchable is setting out to help businesses adapt to these changes by showing how AI interprets their content and how to improve visibility in these responses.
While the company is young, it's definitely off to a strong start. It has already raised $4 million in seed funding, and has early traction with brands reporting improved visibility and reduced manual work. Alongside this, its founding team is highly experienced, putting the company in an exciting position to grow as AI-driven search continues to evolve.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
Company
Company benefits
- 25 days paid vacation
- Leading parental and childcare policies
Company values
- Move fast: Move fast and break things
- Find your lever: Find the lever that moves the world and pull it
- Ask why: Ask why things are the way they are and create a better way
- Create your swinlane: Create your own lane, even when you're not told to
- Simple scales: It's not about the tabs on the sidebar, it's about the value you create
- Build an environment people want to be in: Create a culture where people want to be, not an environment where they have to be
- Be accessible and human: Talk to as many users, customers and critics as you possibly can
- Keep the team small, do more with less: We build better with fewer people. Wear multiple hats
- Hire winners: Put the best people on the field at all times
- Create fans: Build a community of people who are obsessed with your product
Company HQ
Bermondsey, London, UK
Leadership
Chris Donnelly
(Co-Founder & CEO)Prior to co-founding Searchable in 2025, Chris founded The Creator Accelerator and Verb Brands and also co-founded LeverBrands and Lottie.
Arya Nagabhyru
(Co-Founder & Technical Lead)Prior to co-founding Searchable in 2025, Arya was a Founding Engineer at Origami and a Software Engineer at Broadreach Asset Management and Churcify. He also co-founded RAN Clothing where he served as the CEO for nearly 3 years.
Sam Hogan
(Co-Founder & Product Lead)Prior to co-founding Searchable in 2025, Sam was a Founding Engineer at Origami and an Insurance Producer at State Farm®. He also founded Hirebird and served as a Founder in Residence at Antler.
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