Wonderschool

Forward Deployed Engineer - Applied AI

Wonderschool$120K — $150K *
Consumer Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years in software engineering or product development
  • Proficient in Python and JavaScript or similar programming languages
  • Experience in AI technologies and developer tools like Windsurf and Cursor
  • Strong business acumen with experience in consulting or P&L management
  • Comfortable with high-ambiguity environments and direct user interaction

Responsibilities

  • Identify and prioritize user needs by working directly with customers
  • Write and ship production code efficiently, dedicating about 50% of time to coding
  • Deploy AI-powered solutions to enhance operational workflows and user experiences
  • Automate onboarding and reporting processes to improve efficiency
  • Collaborate with internal teams to align on product development and user adoption
  • Iterate rapidly on feedback and continuously improve product offerings

Benefits

  • Impact the lives of families and small business owners
  • Work in a dynamic, founder-like environment with high agency
  • Join a motivated, fast-paced team focused on meaningful outcomes
  • Contribute to the modernization of early childhood education
  • Gain hands-on experience with AI technologies and real-world problem-solving
Full Job Description
About the Role
We are looking for a Forward Deployed AI Engineer to lead product development on some of the most strategically important initiatives at Wonderschool. You'll spend your time working directly with customers (traveling as needed), uncovering pain points, and building AI-powered solutions that drive measurable impact across revenue, operational efficiency, and user experience. You'll act like a founder inside the company: identifying problems, shipping code, driving adoption, and iterating quickly based on what you learn. This role blends engineering, product, operations, and business leadership, and is ideal for someone who has launched products, acquired users, and driven growth independently. You will work closely with our sales, onboarding, and account management teams to automate workflows, build better customer experiences, and unlock new growth.

This role is inspired by best-in-class FDSEs at companies like Palantir and is perfect for builders who love solving real-world problems in the field, not from behind a desk.

What You'll Do
Work directly with users and internal teams to identify high-leverage problems and ship product solutions. Write production code (approximately 50% of your time) and ship weekly improvements across the customer journey. Use tools like Widesurf, Cursor, and other AI accelerators to increase your velocity and quality of output. Build and deploy AI-powered tooling that eliminates manual effort and improves the experience for providers, parents, and government partners. Automate onboarding flows, proposal generation, reporting processes, and other operational workflows. Own full loops: talk to users, design solutions, write code, test, deploy, and monitor adoption. Prioritize based on business impact and collaborate across teams to drive measurable results.

What Success Looks Like
You uncover user pain points faster than anyone else and consistently ship solutions that address them. You deploy AI-infused internal tools or product experiences that improve core metrics (conversion, retention, revenue). You fully own feedback loops, from discovery to deployment, and iterate rapidly. Internal teams rely on your tools to operate faster and with fewer resources. You're moving fast, staying close to the customer, and operating with very little hand-holding.

Who You Are
A builder and founder at heart, you've started a company, built products that got users, or made revenue independently. Comfortable talking to users weekly and distilling insight into product decisions. Technical enough to ship production code on your own, experience with Python, JavaScript, or similar languages. Experienced using AI/LLMs and developer tools like Windsurf and Cursor to move faster and smarter. Business-minded, you've worked in consulting, managed a P&L, or attended business school and know how to prioritize based on ROI. Comfortable operating in ambiguity and energized by a high-trust, high-impact, in-person environment.

Location

In-person, 5-6 days a week. This role requires regular client travel.

About Wonderschool

Wonderschool is an online platform that helps educators start, grow, and manage their own in-home preschools and child care programs. The company provides a suite of tools and services to help educators with licensing, curriculum, marketing, and enrollment. Wonderschool was founded in 2016 by Chris Bennett and Arrel Gray, and is headquartered in San Francisco, California.
Learn more about Wonderschool
Size
50 employees
Industry
Founded
2012

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