About Drivepoint

Drivepoint is building the AI-native financial operating system for consumer and retail brands.

Most finance teams still run on fragile spreadsheets, disconnected data, and static reports. We replace that with an AI-powered system that unifies modeling, forecasting, reporting, and scenario planning.

Leading consumer brand founders, CFOs, and finance teams use Drivepoint to analyze business performance, model future scenarios, and make critical decisions. With strong product-market fit, inbound momentum, and fresh Series A funding ($7M, July 2025), we’re scaling rapidly toward our mission of powering 25% of global retail GMV by 2030.

AI alone doesn’t create leverage.

This role exists to embed with customers, design their financial system inside Drivepoint, and turn insight into action fast.

Forward Deployed Engineer - Finance (FDEF)

Location: Boston (Hybrid Preferred)
Team: Customer
Reports To: VP Customer Success
Compensation: $140,000 – $180,000 base + performance bonus + equity

The Role

We’re hiring a Forward Deployed Engineer - Finance to work directly with high-growth consumer brands and architect their financial operating systems inside Drivepoint.

This is a hybrid role combining advanced financial modeling, applied AI deployment, and customer-facing strategic execution. You will embed with customers, translate messy real-world data into scalable financial architecture, and deliver measurable business impact.

This is not just advisory.
This is applied leverage that creates real value for real companies.

What You’ll Do

Architect the Financial Operating System

• Translate channel data (Shopify, Amazon, wholesale, retail, inventory, marketing) into a clean Drivepoint architecture
• Build scalable 3-statement models, cohort models, unit economics frameworks, and scenario planning systems
• Design board-ready reporting and forecasting workflows

Deploy Applied AI in Production

• Configure AI-driven forecasting and scenario workflows
• Structure prompts and automation flows that reduce manual FP&A work
• Increase rigor while decreasing manual effort

Drive Strategic Outcomes

• Identify leverage opportunities (CAC payback, contribution margin expansion, working capital optimization, channel mix shifts)
• Pressure-test assumptions with sensitivity analysis
• Present insight → implication → quantified financial impact

Operate as a Trusted Partner

• Lead structured working sessions with CFOs and founders
• Align finance, operations, and growth teams
• Own time-to-value and measurable outcomes for customers

Teach, Coach, and Empower

• Build AI-forward operators inside our customers’ teams
• Create routines and systems to ensure success after you fade away
• Communicate expectations for success to end users and C-Suite

Who This Role Is For

You likely come from:

• Investment banking
• Private equity
• Corporate finance
• Strategy consulting
• High-performing FP&A
  
  

You are:

• A top-bucket performer
• A strong financial modeler
• Actively building AI tools and systems in your 5-9
• Tired of static decks and fragile Excel models
• Motivated to build, not just advise
  
  

You prefer shipping over polishing.

This role is designed for people who want to accelerate their careers by operating at the intersection of finance, product, and AI. You’ll see inside hundreds of high-growth consumer brands, build real AI-powered financial systems used in production, and develop the judgment and perspective typically gained much later in finance careers.

What We’re Looking For

Finance

• Advanced financial modeling skills
• Deep understanding of unit economics and working capital
• Strong scenario planning and sensitivity analysis capabilities

Data & Systems

• Comfortable working with large datasets
• SQL proficiency preferred
• Strong systems thinking

AI Fluency

• Comfortable using LLMs in applied workflows
• Understand prompt structuring and model behavior
• Leveraging automation and AI-enabled workflows

Executive Presence

• Structured communicator
• Ability to simplify complexity
• Credible in a room with CFOs and founders

Compensation: $140,000 – $180,000 base + performance bonus + equity

Additional Details

• Location: Boston-based candidates able to join the team in our downtown office 1–2 days per week.
• Funding: Venture-backed with more than $15M raised from top-tier investors.
• Compensation & Benefits: Competitive package including base salary + commission, unlimited PTO, 401(k), and excellent health/dental insurance.