Stephen Wrighton
CTO at AgileAuto | Software That Ships, Resilient Teams, Measurable Growth | Fractional Tech Leadership, AI Strategy, Developer Culture
- Role
- Chief Technology Officer at Agile Auto
- Location
- Madison, MS, US
- LinkedIn followers
- 500 followers
About Stephen Wrighton
I’m a technology executive with 20+ years of experience leading high-performing engineering teams, modernizing platforms, and aligning software delivery with real business outcomes. I bring a rare mix of strategic leadership and hands-on technical depth, built across government, healthcare, retail, and media sectors.As COO and Director of IT at SCS, I led cross-functional development teams, owned architecture decisions, and delivered dozens of successful projects, from cloud refactors and internal productivity tools to AI-driven automations. I championed secure, standards-driven development with compliance to SOC 2 and CIS18.Earlier in my career, I built secure software for the U.S. Navy and contributed to internal data integration efforts at Saks Fifth Avenue. Even in short-term or contract roles, I gained exposure to complex systems and the operational demands of large enterprises. Lessons that shaped how I approach architecture, delivery, and risk management today.I thrive when I can lead from the front. Guiding modernization, mentoring new leaders, or shaping long-term technology strategy. I believe in practical process, developer empowerment, and that great leaders still build; just at a higher altitude.Let’s build something that matters.
Experience
Chief Technology Officer
Jun 2025 — Present · Madison, MS, US
As CTO at AgileAuto, I lead the company’s technology direction as an executive, responsible for aligning engineering strategy with product and business growth. This role bridges long-term vision with practical, hands-on leadership - shaping the systems, teams, and culture required for scale.* Define and evolve the platform architecture to support rapid growth and operational resilience * Lead modernization efforts, transitioning from legacy processes to scalable, cloud-native infrastructure * Mentor and structure the engineering team around delivery excellence and sustainable velocity * Establish clear technical roadmaps, dev workflows, and DevOps practices to improve throughput * Advise on the integration of AI/ML features to enhance product capabilities without adding fragility * Collaborate closely with executive leadership to ensure technology remains a multiplier for market impactThis position reflects my focus on helping early-stage and scaling startups navigate complexity, accelerate delivery, and build high-trust, high-output engineering organizations.
Education
University of West Florida
BS, Computer Information Systems
Skills
- Web Development
- Business Analysis
- Wpf
- Software Development
- Agile Methodologies
- Sql
- Javascript
- Microsoft Sql Server
- Visual Basic
- Integration
- Business Intelligence
- Programming
- Architecture
- Web Applications
- .net
- Software Engineering
- Software Design
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