Join Reflow AI Inc. (DBA Wayside) as the third software engineer to automate legacy PEO workflows using AI. As a founding team member, you will own features end-to-end using Next.js and TypeScript. You’ll work closely with customers to shape the product roadmap and build AI agents that transform payroll and compliance operations.
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Software Engineer at Reflow AI Inc. (DBA Wayside)
Reflow AI Inc. (DBA Wayside) is hiring a Software Engineer to join their founding team in NYC, following a year of 18x revenue growth to $1.3M ARR. As the third engineer, you’ll own the full stack using TypeScript and Next.js while building AI agents that automate legacy workflows for the PEO industry. This is a high-intensity, founding-team role offering meaningful equity and the chance to shape product strategy from the ground up.
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Location
New York City, United States
Compensation
$160k-$180k + Equity
Company
Reflow AI Inc. (DBA Wayside)
Role overview
Wayside is an early-stage AI startup that helps professional employer organizations (PEOs) scale their client operations without scaling headcount, using our suite of AI Agents to automate core business processes.
What you will do
- Ship backend and user-facing features end-to-end using Next.js and TypeScript, self-hosting on AWS to deliver a world-class product experience.
- Engage directly with customers to demo features, collect feedback, and support users to ensure the product meets real-world operational needs.
- Design and implement AI-enabled workflows for client support and payroll entry, contributing significantly to the core product roadmap and strategy.
Who this is a fit for
- 3+ years of professional software development experience with deep proficiency in TypeScript and modern web development frameworks like Next.js.
- Exceptional work ethic and a desire for high-ownership positions in early-stage startups, with the ability to independently manage ambiguous tasks.
- Practical experience with cloud deployment on AWS and a strong interest or experience in building production-grade LLM-enabled systems.
Why this role is remarkable
- Founding-stage opportunity as the 3rd engineer in a high-intensity startup that grew revenue 18x last year to $1.3M ARR.
- Massive individual ownership where you define architectural decisions and the roadmap while working directly with the founding team and customers.
- Build at the cutting edge of AI, deploying production-ready agents to automate complex workflows for multi-billion dollar legacy industries.
How Jack & Jill work together
I get to know what you’re great at, then find roles you’d never find yourself.Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.
I recruit from Jack’s network and make the intro when I spot a great match.And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.
Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.
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What happens next?
Jack’s an AI agent for job searching and career coaching. He works for you.
Jill is the AI recruiter working for the company. She recruits from Jack’s network.
If your profile’s a match and Reflow AI Inc. (DBA Wayside) wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.