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Chief Technology Officer - AI & Robotics (Retail)

May 29, 2026

Chief Technology Officer (CTO)

We're a high-growth, venture-backed startup revolutionizing the in-store grocery experience through cutting-edge AI and robotics. Backed by significant VC funding, we're deploying intelligent, customer-facing AI-powered robots that serve as friendly greeters and personalized guides in grocery stores—welcoming shoppers, answering questions, providing product recommendations, and helping them locate items efficiently to enhance satisfaction and streamline shopping. We already have secured contracts with select grocery chains in Florida, with rapid expansion plans underway. Our innovative approach is transforming retail interactions, making everyday shopping more engaging, helpful, and tech-forward.

We're seeking a visionary Chief Technology Officer (CTO) to join our founding leadership team and drive our technical strategy from our base in Miami, Florida. This is a rare opportunity to shape the core technology stack for a robotics-heavy AI platform at an early-stage startup with strong traction and funding. The role is hands-on and strategic, reporting directly to the CEO, and will involve building and scaling our AI/robotics systems while leading a growing engineering team. Our office space is in the process of being secured shortly, with initial operations flexible (hybrid/remote possible during setup, transitioning to in-office in Miami).

Key Responsibilities:

Lead the overall technical vision, architecture, and roadmap for our AI-powered robotics platform, including computer vision, natural language processing, robot navigation/mobility, real-time interaction AI, cloud/edge integration, and hardware-software interfaces.
Oversee the full development lifecycle: from prototyping and R&D to deployment, scaling, and maintenance of robots in live grocery environments.
Build and manage a high-performing engineering team (software, AI/ML, robotics/hardware engineers), hiring top talent and fostering a culture of innovation and rapid iteration.
Ensure robust, secure, and reliable systems that comply with retail industry standards, data privacy regulations, and safety requirements for human-robot interaction.
Collaborate closely with product, operations, and business teams to align tech with customer needs, grocery partner requirements, and go-to-market strategy.
Drive integration with existing grocery store systems (e.g., inventory APIs, POS, customer apps) and explore partnerships with AI/robotics hardware providers.
Manage technical due diligence, IP strategy, and scalability as we expand deployments across Florida and beyond.
Stay ahead of advancements in AI, robotics, and retail tech to maintain our competitive edge.

Qualifications:

10+ years of progressive engineering and leadership experience, with at least 5 years in a senior technical role (e.g., VP Engineering, CTO, or equivalent) at a startup or fast-paced tech company.
Proven track record leading AI/ML and/or robotics projects—experience with customer-facing or service robots (e.g., humanoid/mobile assistants, computer vision for interaction, NLP for conversation) is highly preferred.
Deep expertise in relevant technologies: Python/C++/ROS, deep learning frameworks (TensorFlow/PyTorch), computer vision (OpenCV, object detection/tracking), SLAM/navigation, edge computing, cloud infrastructure (AWS/GCP/Azure), and real-time systems.
Experience scaling hardware-software products in production environments, ideally in retail, consumer-facing, or IoT domains.
Strong understanding of startup dynamics: rapid prototyping, MVP development, fundraising tech narratives, and resource-constrained execution.
Bachelor's or Master's in Computer Science, Robotics, Electrical Engineering, or related field (PhD a plus).
Exceptional leadership, communication, and problem-solving skills; ability to thrive in ambiguity and build from the ground up.
Willingness to be based in/relocate to the Miami area as we establish our headquarters.

Compensation & Equity:

Competitive base salary of $250,000+, commensurate with experience.
Significant equity stake in the company (percentage points in the form of stock options/RSUs), reflecting the executive-level impact and early-stage upside.
Opportunity for performance bonuses tied to milestones and company growth.

If you're passionate about AI robotics, retail innovation, and want to lead tech at a funded startup with real-world deployments and momentum, we'd love to hear from you.

Skills:
Amazon Web Services (AWS), Application Programming Interface (API), Artificial Intelligence (AI), C++ Programming Language, Cloud Computing, Computer Engineering, Computer Science, Computer Vision, Customer Relations, Deep Learning, Due Diligence, Electrical Engineering, Funding, Fundraising, GCP (Good Clinical Practices), Grocery Stores, Hardware-Software Integration, Human Interaction, IP (Internet Protocol), Industry Standards, Internet of Things, Leadership, Market Entry Strategy, Microsoft Windows Azure, Mobile Devices, Natural Language Processing (NLP), Privacy Regulations, Problem Solving Skills, Product Lifecycle, Production Systems, Prototyping, Python Programming/Scripting Language, Rapid Prototyping, Research & Development (R&D), Retail, Robotics, Safety Training, Startup, Technical Leadership, Technical Recruiting, Technical Strategy

About the Company:
Wealthy Recruiting

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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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