Lead Software Engineer, LearnWith.AI (Remote) - $200,000/year USD

We're expanding platforms relied upon by thousands of students and teams:

• TimeBack: Educational platform driving Alpha School's 2-hour learning model (99th percentile test results).
• Incept: Content generation platform producing all personalized educational content for multiple learning applications deployed at Alpha School.
• Crossover: AI-powered hiring platform handling tens of thousands of applicants per month, staffing schools and companies worldwide.
  
  

You'll take ownership of one of these platforms and dedicate most of your time to constructing the intricate parts of the codebase with a small team (3-5 strong engineers, no juniors). Your architectural choices dictate whether other teams can quickly build new apps, integrate seamlessly, and deliver value to students. Execute this well and you unlock massive leverage. Poor decisions generate integration nightmares and destroy velocity across multiple teams.

You build and operate what you design. You set quality standards and patterns for your platform. We're spec-driven: you design before you implement, always plan before you build. High autonomy, no committees, no review boards. Small tight-knit team, where you're accountable for what you ship.

What You Will Be Doing

• Technical Leadership: Drive strategic architectural decisions and define technical patterns for the team to adopt.
• AI Leadership: Champion adoption of new AI workflows and develop high-impact playbooks.
• Implementation: Construct the complex, high-stakes parts of the codebase alongside your team.
• Quality Reviews: Verify your team adheres to established patterns and upholds quality standards.
  
  

What You Won’t Be Doing

• Playing architect without implementing
• Getting stuck in endless meetings
• Managing people (this is a technical leadership role, not a people management function)
• Working on legacy maintenance or internal IT systems
  
  

Basic Requirements

Lead Software Engineer key responsibilities

• At least 5 years of professional software development experience building software products
• At least 3 years as either a lead engineer (reviewing others' work) or architect (making key technical decisions)
• Experience working on platform-level products where other teams consumed your APIs
• Deep engagement with AI tools, actively experimenting and pushing boundaries
  
  

About LearnWith.AI

LearnWith.AI is an edtech startup that leverages AI and subject matter experts to cultivate a new way of learning. Our unique approach leverages 50+ years of learning science, cutting-edge data analytics and AI-powered coaching. In doing so, we can help students learn more, learn faster, and learn better - and have fun while doing it. We are a remote-first company that hires globally via Crossover.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

Working with us

This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.

Crossover Job Code: LJ-5106-PK-NewKarac-LeadSoftwareEn.002