Technical Product Manager

Outsiders Fund; New York, Northern (NY, KY); Hybrid; USD 220,000 - 280,000; Full time

Benefits offered by this job

Equity ownership

Relocation to New York

Visa sponsorship

Flexible PTO

Medical, dental & vision

Commuter benefits

Learning & development budget

Unlimited AI tokens

Relocation support for NY move

Job summary

DualEntry is hiring a senior Product Manager in New York to own a major product area end to end, including AI/ML-enabled workflows. You will collaborate across engineering, design and business teams, set the strategy, and drive measurable outcomes from ideation through launch.

You will lead data ingestion, evaluation frameworks and bi-directional workflows, shaping a high-impact product at a fast-moving AI-first company. Relocation to NY is supported.

Qualifications

• 8+ years of product management experience, ideally in B2B SaaS.
• Own a product area or line and drive measurable business outcomes.
• Strong communication and alignment across multiple teams and senior stakeholders.
• Ability to operate in ambiguity and drive direction with ownership.

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 ledgers.
• Drive high-impact bets from problem framing to launch and iteration.
• Hold the responsible area accountable to measurable business results.
• Partner with engineering and design leadership on architecture and trade-offs.

Skills

Product strategy

Roadmap ownership

AI/ML in product

Cross-functional leadership

Stakeholder alignment

In-person collaboration

Architecture & trade-offs

Education

MBA preferred

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.

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

• Visa & permanent residence sponsorship

• Relocation support for employees moving to New York

• 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