Aiwyn

SaaS

SoftwareEngineer,StrategicInitiatives

United States FULL TIME Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid candidates.

The Brief

“Software Engineer, Strategic Initiatives at Aiwyn. Skills: Agentic workflows, Full-stack development, Problem-solving, Technical leadership. Take problems from concept to shipped. Discovery”

What You'll Achieve.

Ship something real; Impact visible across the company; Things don't linger half-built; Handoffs are constructive; What you build is reusable; The impact is legible

Industry & Context.

SaaS
Problems you'll solve

Problem solvers; Find the angle; Ship something real; Know when to push or when to kill it; Own the high-leverage problems that need an owner but don't have one yet

What They're Looking For.

Must Have

Track record taking things from nothing to something real, Built agentic systems in production, Multi-step agents, Tool use, Retrieval, Evals, Frontier-model fluency, Prompt design, Structured output, Full-stack engineer, Product judgment, Willing to kill your own work, Communicator

Nice to Have

Experience working on platform products or shared infrastructure, Prior startup experience, especially at the Series A–C stage, Background that spans engineering and adjacent generalist functions (founding engineer, tech lead, solutions engineering), Experience with fintech, accounting, or professional services software

What You'll Do.

Take problems from concept to shipped

Build natively agentic workflows

Run prototypes with real users

Translate frontier-model capability into product

How You'll Work.

Team & Collaboration

Partner widely; Product engineering; Platform; GTM; Customer-facing teams

Communication Scope

Write a one-pager that lands with leadership; Handoff a system to a product team

Process & Methodology

Own the full arc, Discovery, Prototyping, Real-user validation, Handoffs, Kill your own work

Full Job Description

WHO IS AIWYN AND WHAT DO WE DO? Aiwyn is the first complete platform for modern Accounting Firms. Backed by top-tier investors like Bessemer, KKR, and Revolution, we're one of the fastest-growing scale-up SaaS companies in the world. We build category-defining technology, and we're doing it with world-class people, processes, and products. To learn more, visit our website https://aiwyn.ai/ We work with the majority of the Top 500 firms in the country. We're modernizing the software accounting firms rely on every day, replacing decades-old systems and brittle integrations with tools they can actually trust, and we have rare product-market fit in an industry that's about to change permanently. THE ROLE The Software Engineer, Strategic Initiatives is one of the most important and high-leverage roles in Aiwyn engineering. This person operates as a force multiplier across the engineering organization — parachuting into the highest-priority bets and owning a portfolio of cross-cutting builds that don't always fit neatly on any single team's roadmap. This is the seat leadership reaches for when something hard, unscoped, and important needs to ship. The work that comes through this seat doesn't fit cleanly into an existing product team. These are the bets that need an owner who can find the angle, ship something real, and know when to push or when to kill it. The mandate is broad: own the high-leverage problems that need an owner but don't have one yet. You won't be told what to build in detail. You'll be trusted with a problem space, given a PM partner and the air cover of leadership, and expected to come back with something that actually works. You'll put your fingerprints on some of the most consequential things Aiwyn ships over the next few years, with impact visible across the company. This is a great role for engineers interested in technical leadership, zero-to-one builders, problem solvers, and future founders. WHAT YOU'LL DO You'll have a diverse portfolio encompas

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