Chief Technology Officer (CTO) American Ai (Remote- Equity- High Upside Pay)

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About the Role

American AI & Automation (AAIA) is seeking a Chief Technology Officer (CTO) to architect, build, and scale the technical backbone of the company. This role is designed for a proven technology leader with deep experience in Machine Learning (ML) and Large Language Models (LLMs) who has successfully taken startups from early-stage builds to scalable platforms.

The CTO will be responsible for hands-on development in the early stages, creating processes and SOPs that enable repeatable AI service delivery once sales are secured. You will guide the transformation of customer requirements into executable technical solutions, define realistic project timelines, and evolve from “builder” to executive leader as the team scales.

The CTO will also sit at the C-Suite table to shape company strategy, ensuring technology decisions align with business goals and market opportunities. This role requires someone equally comfortable writing code, architecting solutions, meeting with clients to scope technical possibilities, and leading a full-stack technical team as we grow.

Key Responsibilities

AI Services & Product Development

  • Lead the design and execution of AAIA’s AI service portfolio (ML, LLM, LMS, and SIS integrations).
  • Translate client needs into technical architectures, prototypes, and deliverables.
  • Build scalable systems for repeatable AI service delivery.

Hands-On Execution & SOPs

  • Directly build and deploy early projects with speed and precision.
  • Create clear SOPs, documentation, and frameworks for future engineers.
  • Define accurate project scopes and timelines for sales commitments.

Technical Leadership & Strategy

  • Serve as AAIA’s technology voice at the executive table.
  • Partner closely with the CSO to ensure sales commitments align with technical feasibility.
  • Provide technical due diligence and input during business development conversations.
  • Shape long-term tech roadmap including infrastructure, integrations, and scalability.

Team Building & Scaling

  • Recruit, mentor, and lead a high-performing engineering team as the company grows.
  • Establish processes for agile development, QA, security, and deployment.
  • Transition from player-coach to executive leader of a full-stack team.

Client & Investor Engagement

  • Engage with enterprise and education clients to explain and scope technical solutions.
  • Communicate complex technology clearly to non-technical stakeholders.
  • Support CEO and CSO in investor conversations by presenting AAIA’s tech vision and scalability.

You’re a Fit If You:

  • Have proven experience delivering ML/LLM-driven solutions that scale.
  • Have startup experience, building from scratch with lean resources.
  • Can operate as both hands-on builder and strategic executive.
  • Understand education technology ecosystems (LMS/SIS) and enterprise integrations.
  • Thrive in ambiguity and move fast without sacrificing quality.
  • Have successfully led technical teams from early-stage to scale-up.
  • Are able to engage confidently with clients, peers, and investors on technical strategy.

Compensation & Equity

  • Pay range: $100.00 – $200.00 per hour, based on performance and outcomes.
  • Equity-based earnings tied to company revenue: up to 25–40% depending on structure.
  • Option to evolve into base salary + equity + performance incentives as company scales.
  • No cap on income — compensation scales directly with success.

What You Get

  • Real equity and ownership in AAIA’s growth trajectory.
  • The opportunity to build the technical foundation of a disruptive AI company.
  • Direct collaboration with the CEO, CSO, and executive leadership team.
  • The chance to shape the future of AI in education and enterprise.
  • Full remote flexibility with expected travel for client meetings, conferences, and strategic opportunities.

This role is for builders and leaders, not passengers. If you want to own the technology function of a high-growth AI company and prove you can take it from startup to market dominance, this is your opportunity.

Job Types: Full-time, Contract

Pay: $100.00 - $200.00 per hour

Benefits:

  • Flexible schedule

Work Location: Remote

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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