Chief Technology Officer
| Company | Trunk Tools |
|---|---|
| Location | Austin, TX, USA, Remote in USA, New York, NY, USA |
| Salary | $270000 – $350000 |
| Type | Full-Time |
| Degrees | |
| Experience Level | Expert or higher |
Requirements
- Proven experience as a CTO, VP Engineering, or equivalent leadership role in a fast-paced, high-growth B2B startup. Ideally someone who has scaled an engineering team from ~25 to 75+ while balancing speed, quality, and team health.
- Strong technical depth across software engineering and infrastructure (AI/ML exposure a plus).
- Demonstrated success scaling distributed teams, systems, and development processes.
- Strategic mindset with the ability to connect engineering decisions to business outcomes and present at board meetings or similar.
- Excellent communication skills and comfort working with technical and non-technical stakeholders alike.
- Alignment to our core values of High Output, Low Ego, and No BS.
Responsibilities
- Define and drive the technical vision, strategy, and architecture aligned with Trunk Tools’ product and business goals.
- Be a key member of the executive team, contributing to company-wide strategic planning and priorities.
- Evaluate and implement emerging technologies, especially around AI/ML, automation, and scalable infrastructure, and continuously evaluate when to build, buy, or partner to accelerate the roadmap.
- Build and foster a high-performing, inclusive engineering culture with a strong bias for action, while also partnering with Talent to craft our engineering brand and close top candidates.
- Mentor technical leaders and create clear career growth paths across the org.
- Own the technical roadmap, balancing speed of delivery with long-term platform health and security.
- Align engineering execution with company goals around velocity, reliability, and user impact with a high degree of predictability and accountability.
- Collaborate cross-functionally with Product, Design, CX, and GTM teams to deliver seamless user experiences.
- Set and manage the engineering budget, including cloud costs and external vendors / contractors.
- Build and manage best-in-class security, privacy, and compliance teams and practices appropriate for the enterprise.
Preferred Qualifications
- Experience working in or with industries like construction, field services, or fragmented / document-intensive verticals.
- Previous experience leading AI-first product development or deploying intelligent automation tools.
- A passion for building products that empower underserved workforces.