Chief Technology Officer

Strategic Staffing Solutions; Miami (FL); On-site; USD 190,000 - 270,000; Full time

Job summary

Strategic Staffing Solutions is seeking an Architect of Autonomy to lead a greenfield, AI-native platform on AWS. You will define the stack, set architecture, hire the team, and personally write foundational code, creating a new, scalable system from scratch.

Reporting to the CEO, you will build a lean, high-autonomy engineering culture, oversee LLM orchestration, and drive integration with enterprise tooling. Fluency in English is required; Spanish is a strong plus.

Qualifications

• Proven track record shipping production software in lean teams.
• Hands-on experience building AI-native architectures.
• Experience with agentic build engines and LLM orchestration.
• Strong AWS, VPC, ECS/EKS, RDS, Lambda, S3, CloudFront, IaC.
• Fluent English; Spanish a plus.

Responsibilities

• Define stack and architecture for a greenfield platform.
• Hire and lead a lean senior-engineer team.
• Build agentic-first build engine and CI/CD pipelines.
• Partner with CEO and leadership to align tech with business goals.

Skills

AI-driven development

Architectural leadership

AWS fundamentals

Hiring & team building

English fluency

Tools

Claude

Cursor

Copilot

Terraform

AWS CDK

CloudFormation

Job description

We are looking for an Architect of Autonomy — a relentless, AI-native technical founder at heart who thrives on building from zero and lives at the edge of what’s possible.

We’re replacing our legacy stack entirely and rebuilding our learning ecosystem from the ground up: a single, unified, AI-native platform that replaces three separate products. This is not a migration. It’s a clean sheet.

Reporting directly to the CEO and collaborating closely with the executive leadership team. You will define the stack, set the architecture, hire the team, establish the agentic build engine, and personally write the foundational code. You’re not inheriting a codebase — you’re creating one.

You will hire, lead, and develop a lean team of senior engineers that will operate as domain specialists without the traditional safety nets of PM or dedicated QA. By instilling an elite engineering culture and arming your team with cutting-edge AI co-development frameworks, you will orchestrate a high-autonomy squad capable of delivering unmatched product impact.

Main Responsibilities

1. Core Greenfield Architecture & Platform Consolidation

• Unified Platform Strategy: Design a greenfield, unified AWS architecture to safely consolidate three legacy systems into a single, high-performance, scalable platform.
• Enterprise Stack Integration: Architect and personally oversee robust integration layers connecting the core platform to our global enterprise stack: Salesforce (CRM), NetSuite (ERP/Accounting), Zuora (Subscription Management), and Yuno (LATAM Payment Orchestrator).
• Data Structure & Compliance Security: Define unified data schemas that accommodate multi-tenant learning tracks while implementing strict global compliance patterns (such as COPPA/GDPR-K) for child-safe environments.

2. Engineering the “Agentic-First” Build Engine

• Automated Engineering Loops: Define and enforce the agentic-first build process—creating automated generation, continuous self-review, and execution loops that act as a massive force multiplier across the entire engineering lifecycle.
• AI-Driven Automated Quality: Set the standard for DevOps, CI/CD pipelines, infrastructure as code (IaC), and advanced automated testing patterns—building a resilient deployment infrastructure that completely eliminates the need for a traditional QA team.
• Model Routing Optimization: Establish the internal infrastructure to handle LLM orchestration, optimizing model routing (frontier models vs. specialized local micro-models) to balance system speed, accuracy, and token economics.

3. Product Anchor & Business Interface

• Spec-Less Execution: Act as the ultimate product anchor for the engineering team—translating high-level corporate business goals directly into crisp architectural decisions without waiting for a PM to write a traditional feature spec.
• Cross-Functional Executive Interface: Serve as the direct technical interface to leadership, providing transparent, data-backed timeline clarity, infrastructure forecasting, and clear risk mitigation strategies.
• Domain Scoping: Map out feature requirements across our five specialist domains (Streaming, Gamification, Kids, Adults, AI) to preemptively catch integration bottlenecks or billing exceptions before developers touch the code.

4. Engineering Team Leadership & Practical Culture

• Hiring & Team Sequencing: Strategically onboard and sequence the intake of specialized Senior Developers over the next 90 days, ensuring seamless knowledge transfer as the foundational layer is built.
• Culture of Extreme Autonomy: Establish coding standards, agentic tooling (e.g., Cursor, Cloud Code configurations), and a high-autonomy engineering culture from day one, preparing the team to operate efficiently without traditional safety nets.
• Working Captain Hand-on Input: Author core foundational microservices (such as authentication frameworks and master API gateways) and perform high-leverage peer code reviews to ensure system health and product alignment.

What We’re Looking For

• Proven track record of shipping production software in teams of 10 engineers or fewer. You know what it means to build lean and fast without sacrificing quality or accumulating debt.
• Active practitioner of AI-assisted development.
• You use Claude, Cursor, Copilot, or equivalent tools in your own daily workflow — not as a novelty, but as a core part of how you build and review code.
• Hands-on expertise in agentic frameworks. You’ve built AI-native architectures, not just integrated APIs.
• Experience hiring and onboarding senior engineers in fast-moving, early-stage environments. You’ve built teams from scratch, not just joined them.
• Strong AWS fundamentals: VPC, ECS/EKS, RDS, Lambda, S3, CloudFront, IaC (Terraform or CDK), and multi-region resilience.
• Comfortable making product decisions from first principles without waiting for requirements to be handed down. You derive scope from business goals.
• Fluency in English required; professional proficiency in Spanish strongly preferred.

Strong Advantage

• EdTech or LMS domain experience.
• Background in child-safe compliance environments (COPPA, GDPR-K).
• Experience integrating tier-1 enterprise systems (CRM, ERP, billing engines) at a platform level.
• Prior experience as a founding engineer or first technical hire at a startup.

Why is this role different?

This is a greenfield build with real business urgency behind it. You’re not managing a migration or inheriting someone else’s technical debt. You’re building the stack, the team, and the culture — in that order. If you’ve been waiting for a seat at the table where technical decisions actually matter, this is it.