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Software Engineer, .AI; Remote

Remote / Online - Candidates ideally in
Singapore
Listing for: Crossover
Full Time, Remote/Work from Home position
Listed on 2026-01-04
Job specializations:
  • Software Development
    Software Engineer, AI Engineer
Salary/Wage Range or Industry Benchmark: 200000 SGD Yearly SGD 200000.00 YEAR
Job Description & How to Apply Below
Position: Staff Software Engineer, LearnWith.AI (Remote) - $200,000/year USD

Staff Software Engineer, Learn With.

AI (Remote) - $200,000/year USD

Join to apply for the Staff Software Engineer, Learn With.

AI (Remote) - $200,000/year USD
role at Crossover
.

This range is provided by Crossover. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

$100.00/hr - $100.00/hr

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

  • Time Back:
    An educational platform that drives Alpha School's 2-hour learning approach (99th percentile test outcomes).
  • Incept: A content generation platform producing all customized educational materials for several learning applications deployed at Alpha School.
  • Crossover:
    An AI-driven hiring platform that handles tens of thousands of candidates monthly, supporting staffing for schools and organizations worldwide.

You will take ownership of one of these platforms and dedicate the majority of your time to constructing the most intricate components of the codebase with a compact team (3-5 experienced engineers, no junior members). The architectural choices you make will dictate whether other teams can swiftly develop new applications, integrate seamlessly, and deliver value to students. Execute well and you unlock significant leverage.

Poor decisions result in integration challenges and erode velocity across numerous teams.

You design, build, and operate your own work. You set quality standards and establish patterns for your platform. Our approach is spec-driven: design precedes implementation, planning always comes before building. You operate with high autonomy—no committees, no review boards. You work within a small, cohesive team and remain accountable for everything you deliver.

What You Will Be Doing
  • Technical Leadership:
    Define strategic architectural choices and set technical patterns that guide the team.
  • AI Leadership:
    Champion the integration of emerging AI workflows and develop impactful playbooks.
  • Implementation:
    Construct the complex, mission‑critical components of the codebase in collaboration with your team.
  • Quality Reviews:
    Verify that your team adheres to established patterns and upholds quality benchmarks.
What You Won’t Be Doing
  • Acting as an architect who never writes code
  • Spending time in unproductive meetings
  • Managing personnel (this is a technical leadership position, not a people management role)
  • Supporting legacy systems or internal IT infrastructure
Staff Software Engineer key responsibilities
  • A minimum of 5 years of professional software development experience creating software products
  • A minimum of 3 years serving as either a lead engineer (conducting code reviews) or architect (driving key technical decisions)
  • Experience developing platform‑level products where your APIs were consumed by other teams
  • Strong involvement with AI tools, continuously experimenting and exploring new capabilities
About Learn With.

AI

Learn With.

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.

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  for more details on this topic.

Crossover Job Code: LJ-5106-SG-Singapor-Staff

Software

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