Join to apply for the Founding Engineer - Waypoint AI role at Pear VC Join to apply for the Founding Engineer - Waypoint AI role at Pear VC Waypoint - Founding Engineer

Why Waypoint?

Supply chains power the world — but most distributors still rely on spreadsheets, gut instinct, and clunky ERP systems to make million-dollar purchasing decisions. We’re building Waypoint, an AI-native purchasing copilot that helps wholesale distributors buy smarter.

$8T market, zero modern AI. Wholesale distribution is massive, fragmented, and underserved. Your algorithms won’t be polishing dashboards - they’ll steer billions in working capital. Live pilots, real ARR. We already generate revenue with design partners who push our models in production every week. You’ll iterate on live feedback, not hypothetical use-cases. End-to-end machine learning ownership. As founding engineer, you’ll design data pipelines, train and deploy ML models, and watch your code drive purchase orders that cut stock-outs and slash excess inventory by 50%, giving millions of dollars of cash back to each customer. Proven tech + top-tier VC backing. Join founders with 10+ years of experience shipping large scale ML products and ample funding from top-tier investors.

About Us

We’re a small, experienced founding team with a deep obsession for the problem. Between us, we’ve founded companies, shipped products at scale, and worked at places like Google, McKinsey, Stripe, and Walmart’s Applied AI Group. We studied at Stanford & IIT. Most importantly, we’re deeply aligned on speed, customer obsession, low-ego collaboration, and belief that a tiny team can transform an industry.

The Role

As Waypoint’s Founding Engineer, you’ll be the fourth person on the team and wear many hats. You’ll partner directly with the founders to build across the stack, ship fast, and turn feedback into features. This isn’t just an engineering job — it’s a chance to shape the product, architecture, and company.

What You'll Do

Own product velocity across the full stack — from cloud infra and data pipelines to frontend dashboards Ship features fast: prototype, demo to customers, iterate on feedback Scale our ML forecasting engine and data ingestion workflows across customers Design and build clean, scalable backends and APIs Collaborate on architecture, product direction, hiring, and culture Obsess over real-world outcomes: inventory turns, margin, cash flow

Who You Are

Must-Have

Prior startup experience (or serious appetite for it) Fluent in Python, with comfort moving up to React/Next.js or down into SQL, Docker, Kubernetes Deep exposure to a modern cloud stack (we use GCP: BigQuery, Vertex AI, Cloud Composer) Strong systems design instincts and a bias for building pragmatic, scalable solutions High-agency, low-ego — you ship, you own, you care Based in the Bay Area — in office 5 days/week

Bonus Points

Experience with production ML pipelines (drift monitoring, retraining, explainability) Familiarity with Terraform and Kubernetes A history of mentoring early hires and contributing to culture Passion for supply chain, logistics, or the physical economy

What We Offer

Highly competitive salary and equity commensurate with 100X performer Full health, dental, and vision insurance Visa support available Intangibles: A true zero-to-one journey with direct line to customers, impact, and decisions Mentorship from experienced founders and access to an elite investor network Onsite collaboration that accelerates learning, velocity, and culture The chance to help reinvent how an $8T industry operates

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