Chief Technology Officer
Jobtailor
- Lead the adoption of AI-augmented development workflows across the engineering organization, fundamentally increasing what the team can ship and how fast they can ship it
- Mentor engineers, product managers, designers, and business operators in new ways of working, making AI fluency a core competency across the org, not just a tooling layer for a few
- Build on the team’s existing foundation of modern tooling, agile practices, and continuous delivery to foster a culture of continuous experimentation where the team is always testing what’s newly possible and incorporating it into how they work
- Assess which elements of our platform represent durable competitive advantages and which are at risk of being commoditized or disrupted by AI
- In close partnership with the CPO, develop a technical strategy for the agentic future: how our platform should work when users discover, research, and transact through AI agents and intermediaries rather than traditional interfaces
- Identify where we are underinvested, in data, infrastructure, APIs, or capabilities, and build the roadmap to close those gaps
- Ensure our architecture is modular and adaptable, designed to evolve quickly as both the business and the underlying technology landscape change
- Unify two legacy technology platforms into a coherent, modern architecture that serves both brands and all customer segments
- Own the company’s security and infrastructure posture as AI tooling and agentic product surfaces introduce new categories of risk and complexity
Requirements
- You’ve led engineering organizations through periods of significant change: post-acquisition integration, rapid scaling, or fundamental retooling, and you have the judgment that comes from having done it, not just studied it
- You have real, hands‑on experience integrating AI into engineering workflows and are a strong enough technical architect to evaluate whether a solution, AI‑generated or otherwise, is elegant or a mess, and explain why to both technical and non‑technical audiences
- You bias toward speed. You know how to set an aggressive tempo, clear the obstacles that slow teams down, and create a culture where shipping is the default, not the exception
- You bring a sense of urgency to the work. You don't let decisions linger, you don't let projects drift, and you hold yourself and your teams to a standard that's obvious to everyone around you
- You think critically about moats and defensibility, and you connect engineering investments to business outcomes. You're comfortable in conversations about revenue, margin, and growth
- You take security and infrastructure seriously, particularly as AI introduces new categories of risk across development and product surfaces
Core Competencies
Demonstrates expertise in leading engineering organizations through significant change while integrating AI into workflows. Capable of developing technical strategies that align with business outcomes and ensuring security and infrastructure resilience in evolving technology landscapes.
Highest-signal resume keywords
- AI Integration
- Technical Architecture
- Agile Practices
- Security Posture
- Change Management
ATS Optimization Keywords
Hard Skills
- AI‑Augmented Development
- Continuous Delivery
- Modular Architecture
- Data Infrastructure
- API Development
Soft Skills
- Mentoring
- Critical Thinking
- Sense of Urgency
- Judgment
- Communication
Industry Keywords
- Competitive Advantage
- Business Outcomes
- Post‑Acquisition Integration
- Rapid Scaling
- Defensibility
Tools & Technologies
- Modern Tooling
- Legacy Technology Platforms
- Development Workflows
Vacancy posted 4 days ago
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