Senior AI Software Engineer

This is a fully remote position, open to applicants in United States.

📋 Description

• Collaborate with 3-5 innovative school districts to develop product hypotheses utilizing actual data.

• Assess prototypes with customer partners and determine which will evolve into the core platform, remain in a testing phase, or be discontinued.

• Work alongside the Senior Director of Product Management and Director of Customer Success as a collaborative peer.

• Create prototypes that generate genuine revenue opportunities rather than mere demonstrations.

• Engage in high-stakes new product initiatives under a non-disclosure agreement (NDA).

• Aim to deliver 2-3 customer-validated prototypes within the first year.

• Develop an operational model for the forward-deployed practice, encompassing customer selection, learning assessment, and graduation choices.

• Conduct work at customer locations, utilizing customer data, and interacting directly with clients.

• Compose decision memos and facilitate discussions with customers.

• Design AI-assisted engineering workflows and participate in software design decisions.

⛳️ Requirements

• Over 10 years of engineering experience, with considerable time spent working closely with customers — including solutions engineering, forward-deployed engineering, or as a founding engineer at an enterprise startup, or equivalent roles.

• Successfully converted at least one demo into recurring revenue and can narrate how customer behavior influenced your hypothesis.

• Intentionally phased out your own prototypes when learning objectives were met, prior to the effects of sunk costs.

• Willing to release disposable code for learning purposes while maintaining discipline to avoid premature integration into core systems.

• Familiar with Cursor, Claude Code, Codex, or similar tools in actual production scenarios and able to explain when to let the model guide and when to revise manually.

• Excellent written and verbal communication skills.

• Possess substantial opinions on software design and practices in forward-deployed settings.

• Previous experience in K-12, public sector, or regulated industries, or a narrative about how you would quickly adapt in a regulated environment, is advantageous.

• Demonstrated capability is essential; formal degrees are not mandatory.

• Willingness to travel 5-10% and maintain regular onsite presence with districts.

• Applications must include a one-paragraph response to the specified hypothesis question and a link to writing or code; an optional response from Forward Deployed Engineers may also be submitted.

🏝️ Benefits

• Comprehensive healthcare coverage: 100% for employees, 35% for dependents.

• Unlimited paid time off (PTO).

• Monthly productivity allowance for co-working space, coffee shop visits, or working lunches.

• Stipend for remote office setup for new hires.

• Monthly reimbursement for internet expenses.

• Annual personal office supply allowance.

• Skills development stipend commencing at the one-year mark.