Technical Product Manager

Outsiders Fund; New York (NY); On-site; USD 220,000 - 280,000; Full time

Benefits offered by this job

Equity

Base salary

Medical, dental & vision insurance

One Medical membership

Mental health support

Fertility & family-building support

401(k)

Commuter benefits

Learning & development budget

Unlimited AI tokens

Flexible PTO

Job summary

DualEntry in New York City is seeking a senior Product Manager to own a major product area end-to-end, including AI-driven features and integration with data sources across systems. You will drive the strategy, roadmap, and measurable business outcomes with a fast-moving, in-person team.

You will partner with engineering and design leadership, shape architecture decisions, and relentlessly pursue high-quality product delivery.

Qualifications

• 8+ years of product management experience, ideally in B2B SaaS.
• Track record of owning a product area or line and driving measurable business outcomes.
• Clear, direct communicator who creates alignment across teams and senior stakeholders.
• Deep experience applying AI/ML to real product workflows, including shipping AI-enabled features.

Responsibilities

• Set the strategy and multi-quarter roadmap for a major product area.
• Own complex technical areas end to end: agents, ML, and LLM-vs-deterministic trade-offs.
• Ingest data from dozens of systems and create bi-directional workflows.
• Build an evals system ensuring reliability and accuracy in production environments.
• Drive high-impact bets from problem framing through launch and iteration.
• Measure and own business outcomes like retention and activation.

Skills

PM leadership

AI/ML product experience

Ownership in ambiguity

Stakeholder alignment

B2B SaaS

Education

MBA

CS/Engineering background

Tools

LangChain

CrewAI

Claude

Codex

Cursor

Job description

About DualEntry

DualEntry is building the OS for finance.

Every business needs a financial system of record, yet the world's largest fintech market ($220B+) still runs on software from the 1990s. DualEntry's AI-native ERP automates accounting from data entry to close, so finance teams move faster, spend less and incur less risk.

In just 2 years we've raised $100M+ from Lightspeed, Khosla Ventures, Contrary and Google Ventures and earned the trust of customers from $5M ARR to publicly traded companies.

We hire outliers - people who have achieved difficult things, in their careers or beyond. You'll find leaders, colleagues who've competed at the highest levels of sport, performed on Broadway, trained with UFC champions and founded the country’s largest Python community.

Why This Role Matters Now

Where you'll create impact

• Set the strategy and multi-quarter roadmap for a major product area and create the clarity that other PMs and teams execute against

• Own complex technical areas end to end: agents, ML, and the LLM-vs-deterministic trade-off

• Work out how we ingest data from dozens of systems, keep it synchronized, and create bi-directional workflows

• Build the evals system that makes reliability and accuracy first-class outcomes - your agents post to a real ledger

• Drive ambiguous, high-impact bets from first principles, from problem framing through launch and iteration

• Hold the area accountable to measurable business results (retention, activation, expansion), not just shipped features

• Partner closely with engineering and design leadership on architecture and technical trade-offs that span multiple teams

• Improve the internal processes, tooling, and operating model that help the whole team ship fast

What sets you up for success

• Hardcore work ethic and high agency

• 8+ years of product management experience, ideally in B2B SaaS

• A track record of owning a product area or line and driving measurable business outcomes, not just shipping features

• High agency and strong ownership: you set direction in ambiguity and drive it without waiting to be told

• Deep experience applying AI/ML to real product workflows, including shipping LLM-powered or agentic features to production and reasoning about evals, failure modes, and trade-offs

• A clear, direct communicator who creates alignment across multiple teams and senior stakeholders

• Excited to work in person with an ambitious, fast-moving team

Nice to have

• Hands-on building with agentic frameworks (e.g., LangChain, CrewAI) and daily use of AI coding/assistant tools (e.g., Claude, Codex, Cursor)

• Accounting, ERP, or fintech domain experience

• An MBA and/or experience working with business stakeholders (e.g., Sales, Revenue)

• Technical background (CS, engineering)

Why you’ll thrive here

• Significant equity ownership in one of the top AI companies in the world

• You’re joining early and will grow with DualEntry

• Your feedback shapes the product directly

• High-speed, high-trust environment with high expectations
  

Meet the team

• Andy, Head of Product - under his leadership the team increased the customer win rate by focusing on the SaaS vertical, shipped the first comprehensive ERP documentation website, focused in on quality as our number one feature, and much more. Andy kicked off DualEntry's Ctrl+AI series, helping accounting professionals learn about in-production AI-native workflows.

• Cheryl, CPA demoed the product to a skeptical prospect who said our RevRec beat several standalone tools, and built the AI process now used as our "Deal Bot."

• Charlotte founding PM and ACA-qualified accountant the go-to on integrations, from CRM syncs to global bank connections.

• Justin former Consulting CFO - helped build our accounting engine from scratch and just shipped AI Flux Analysis!

Compensation & Benefits

• Equity: $70,000 - $80,000

• Base salary: $220,000 - $280,000

• Medical, dental & vision insurance

• One Medical membership

• Mental health support (Talkspace)

• Fertility & family-building support (Kindbody)

• Virtual healthcare (Teladoc Health)

• 401(k) benefits

• Commuter benefits

• Learning & development budget for courses, certifications & language learning

• Unlimited AI tokens

• AI skills development & enablement

• Flexible PTO (27 days, including public holidays)

• Collaborative, in-office culture with no bureaucracy

• Snacks, drinks, team events & more

Every Product Manager here owns a real customer journey end to end, not a backlog someone handed them, that's rare, and it's why we ship faster than anywhere I've worked before!

Andy Woods, Head of Product at DualEntry