Forward Deployed Engineer - Finance

Rippling; Boston (MA); Hybrid; USD 140,000 - 180,000; Full time

Benefits offered by this job

Unlimited PTO

401(k) benefits

Excellent health/dental insurance

Job summary

A tech-forward financial service company in Boston seeks a Forward Deployed Engineer - Finance. This hybrid role involves architecting clients' financial operating systems using advanced financial modeling and applied AI. You will engage directly with high-growth consumer brands, ensuring the delivery of impactful financial insights. The position offers a competitive salary of $140,000 to $180,000 along with equity and performance bonuses.

Qualifications

• Background in investment banking or corporate finance.
• Experience in high-performing financial planning and analysis roles.
• Strong sensitivity analysis capabilities.

Responsibilities

• Architect a clean and efficient financial operating system for clients.
• Deploy AI-driven forecasting and scenario workflows effectively.
• Lead and conduct structured sessions with executive leadership.
• Create sustainable systems for AI-integration within client teams.

Skills

Advanced financial modeling skills

Deep understanding of unit economics

Strong scenario planning capabilities

Comfortable working with large datasets

Structured communication

Fluency in using AI tools

Job description

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.

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

• Pressure-test assumptions with sensitivity analysis

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
• Corporate finance
• High-performing FP&A

You are:

• A top-bucket performer
• 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
• 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

• 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.

The pay range for this role is:

14,000 - 180,000 USD per year (Boston Office)