Founding Chief Technology Officer (CTO)

Location: Remote (US)

Compensation: Equity-based with deferred salary post seed fundraise

Travel: Limited (2–3x/year for team strategy sessions in Seattle)

About Optimly

Optimly is a revenue generating, venture backed, pre-seed start-up reimagining how businesses interact with customers in an AI-mediated world. We believe the future of human connection will be shaped by AI systems that can listen, learn, and adapt — not just respond. With early revenue, active customers, and a validated market need, Optimly is entering its next phase of growth and seeking a Founding CTO to define and drive the technical vision that brings this future to life.

The Opportunity

As Founding CTO, you will partner directly with the CEO to build, scale, and lead Optimly’s technology function. You’ll start by refining the product roadmap, launching the MVP, and iterating rapidly with early customers. Longer term, you’ll architect the foundation for a “glass-box” LLM designed for transparency, adaptability, and real-world business enablement.

This is a rare opportunity to join early, shape the company’s trajectory, and co-create technology that defines how AI-to-AI interactions create business value.

What You’ll Do

Define and execute the technical vision and strategy in partnership with the CEO and advisors.
Build and lead a high-performing engineering team as the company scales.
Design and deliver the MVP, incorporating customer feedback and product-market validation cycles.
Establish scalable infrastructure and development practices, balancing speed and quality.
Shape the product roadmap—prioritizing incremental, customer-driven progress toward the long-term LLM vision.
Collaborate cross-functionally with product, design, and customer teams to ensure technology aligns with business and user needs.
Support fundraising efforts by articulating the company’s technology strategy and scalability to investors.
Contribute as a thought partner to the CEO on innovation, culture, and long-term strategy.

Who You Are

A strategic builder who can operate from 0 → 1 and beyond, turning concepts into scalable systems.
A hands-on technologist with deep experience in backend and full-stack development.
A customer-first leader, driven by solving real problems over building for technology’s sake.
A visionary thinker who stays ahead of AI trends, with curiosity and adaptability as core traits.
Comfortable in ambiguity — able to define structure, priorities, and progress amid fast change.

Qualifications

7+ years of engineering experience, with proven leadership in scaling early-stage or growth startups.
Proficiency in React, Node.js, and Python (backend-focused, full-stack capable).
Bachelor’s degree in Computer Science or related technical field (advanced degree preferred).
Experience leading or contributing to AI or LLM-driven products.
Prior startup or fractional experience preferred, especially following big-tech tenure (Meta, Google, OpenAI, etc.).
Demonstrated ability to build, lead, and inspire engineering teams.
Experience partnering with non-technical founders or early-stage CEOs.

Why Join Optimly

Be part of defining the next evolution of AI-powered business enablement.
Join at the ground floor of a funded, revenue-generating company with huge market potential.
Work directly with an exceptional founder with a clear, visionary roadmap and deep market understanding.
Build technology that empowers people and organizations, not replaces them.
Shape culture, team, and product from day one — this is a true co-founder-level opportunity.

About MeeBoss:

MeeBoss unleashes the potential in people, teams, and organizations. We’re revolutionizing online recruiting with a mission to streamline hiring, connecting job seekers and employers faster, smarter, and more human than ever.

With real two-way communication, MeeBoss brings the human touch early, allowing both sides to quickly assess fit, swap feedback, and move the hiring journey forward, fast. Our mobile-first experience delivers top-quality candidate matches and instant chat with job-ready talent, helping businesses and job seekers connect anytime, anywhere.

At MeeBoss, we also collaborate closely with our clients to design optimal organizational structures, roles, and responsibilities, building stronger foundations for success. All postings we share are carried out with the prior consent and partnership of our clients.

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Founding CTO