AI & Technology

Thoughtful Tools. Human-Centered Learning.

Most educational technology is designed to capture attention, not cultivate thinking. We take a different approach.

At Tradewinds, technology works quietly in the background—supporting teachers, adapting to students, and expanding what's possible in the classroom. Our tools are calm, purposeful, and genuinely helpful. No gamification tricks. No dopamine manipulation. No busywork disguised as learning.

The Traditional Model

  • × Large classes with limited time for individual attention
  • × AI is a new variable without clear answers yet
  • × Assessment built for a different era
  • × Teachers doing their best with real constraints

Tradewinds

  • ✓ Explore AI's possibilities thoughtfully
  • ✓ Teach students to use AI as a thinking partner
  • ✓ Reimagine assessment as continuous learning
  • ✓ Every student gets personalized support

Teachers Run the Show. AI Extends Their Reach.

Let's be clear: teachers teach. They design learning experiences, build relationships, make judgment calls, and do the irreplaceable human work of education. No AI can substitute for a skilled teacher who knows their students.

What AI can do is extend a teacher's reach. A teacher can't sit with every student simultaneously while they work through a challenging problem. But an AI thought partner can—asking questions, offering hints, and adapting to each student's thinking in real time. The teacher sets the direction; the AI helps each student travel at their own pace.


AI as an Intellectual Thought Partner

The best thinking happens in dialogue. AI can now be a genuine conversation partner—asking Socratic questions, challenging assumptions, and helping students work through ideas. Not delivering answers, but helping students find their own.

Adaptive dialogue: When a student gets stuck, the AI doesn't just give the answer. It asks questions, offers different angles, and adjusts based on how the student responds. It's like having a study buddy who's infinitely patient and always available—while the teacher focuses on the bigger picture.

Teacher-directed: Teachers privately shape how AI interacts with each student—adding context about their interests, flagging areas to emphasize, or steering conversations toward specific learning goals. The teacher is always in control.

Better information: As students work with AI, teachers gain visibility into how each student thinks—where they struggle, what genuinely engages them, when they're ready for more challenge. This helps teachers make better decisions.

Meeting students where they are: The AI adapts its language to each student's reading level—not to simplify ideas, but to ensure vocabulary doesn't become a barrier to sophisticated thinking.

Rabbithole: We're building an open source AI learning platform that puts these ideas into practice.

Learn About Rabbithole

Mastery at Every Student's Pace

Foundational skills—reading fluency, mathematical operations, writing mechanics—require practice. But practice only works when it's at the right level: challenging enough to build capacity, achievable enough to build confidence.

Our adaptive platforms track genuine mastery, not just completion. A student who's ready for algebra doesn't spend weeks on arithmetic drills. A student who needs more time with fractions gets it—without shame, without falling behind in other areas.


Digital Manipulatives: Montessori Meets Modern Technology

Maria Montessori revolutionized education with physical manipulatives—concrete objects that let children discover abstract concepts through hands-on exploration. What would she have built if she could design iPad apps?

Technology enables manipulative-style learning experiences that would be impossible in the physical world. Students can manipulate fractions that smoothly merge and split. They can zoom into a cell and watch protein synthesis unfold. They can adjust variables in a physics simulation and see immediate consequences. They can explore geometric transformations with perfect precision.

The best digital learning tools preserve what made Montessori materials powerful—direct manipulation, immediate feedback, self-correction, discovery over instruction—while opening up territories that wooden blocks could never reach.

Curious how this would work for your child?

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Individual Focus, Collaborative Discovery

Technology enables a balance that's hard to achieve in traditional classrooms: time for deep individual work alongside rich collaborative experiences.

Individual work means personalized skill practice at exactly the right level, deep exploration of interests, quiet time to develop ideas, and one-on-one AI support when needed.

Collaborative projects mean group problem-solving that requires diverse perspectives, shared workspaces for building together, peer teaching, and connections with experts beyond our campus.


Connections Across Disciplines

Real problems don't come neatly labeled "math" or "science." Technology helps us teach the way the world actually works—with ideas flowing between disciplines and projects that require multiple kinds of thinking.

When a student becomes fascinated with bridge design, they encounter physics, materials science, history, economics, and aesthetics—often in a single afternoon. Our tools track this kind of integrated learning, showing how skills connect across subject boundaries.


Assessment as a Learning Cycle

Teachers worried about AI "cheating" are often defending assessment methods that were never ideal. Traditional tests measured what students could recall in a single moment, disconnected from learning itself.

AI doesn't eliminate assessment—it opens up dozens of new ways to understand what students actually know. Every conversation becomes a window into their thinking: not just whether they got the right answer, but how they reason.

Traditional Assessment

TeachTeachTeach
📝 Big TestMove on (regardless of mastery)

Continuous Learning Cycle

Learn
Practice
Feedback
Adapt

What AI lets us assess: reasoning quality, concept connections, questions asked (not just answered), persistence through difficulty, self-correction, depth of exploration, transfer to new contexts, explanation clarity, creative problem-solving, and genuine growth over time.

Traditional tests measured recall. AI lets us see thinking.


Open Source

Rabbithole: Our AI Learning Platform

Everything described on this page comes together in Rabbithole—an open source platform we're building under the Tradewinds Center for Advanced Learning. Socratic dialogue, adaptive assessment, teacher dashboards, and mastery-based progression in one tool.

We're looking for open source contributors, teachers to pilot it, and parents to help test and refine.

Learn More
Rabbithole teacher dashboardRabbithole student interface

Technology in Its Proper Place

We're not building a "tech school." We're building a school for gifted children that uses technology thoughtfully. The distinction matters.

Our approach is two-pronged: we carefully curate the best off-the-shelf tools that already exist, and we build custom technology in-house when nothing on the market fits our mission. Most ed-tech is designed for the average student in the average classroom. Gifted learners need something different, and sometimes that means creating it ourselves.

Our founder spent two decades designing products at companies like Google and Uber—and came away understanding both what technology can do and where it fails. Most educational software is built by people who understand technology but not learning, or learning but not technology. We're trying to get both right.

At Tradewinds, technology serves learning. Teachers remain at the center. And students develop genuine capability—not just the appearance of it.

Questions about our approach? Let's talk.

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