Remote CTO: AI-Driven Platform Modernization Leader

Jonas Software; United States; Remote; USD 220,000 - 350,000; Full time

Benefits offered by this job

Stock options

Fully remote across US & Canada

4 weeks PTO

Leadership development

Job summary

Innovative Computer Solutions (ICS), an operating unit of Jonas Software, seeks a transformational Chief Technology Officer to own the engineering vision, modernization path, and AI-driven development. You will lead architecture, cloud, security, and delivery decisions while guiding a 14-person team across internal, offshore, and external partners.

The ideal candidate combines executive judgment with technical credibility, shaping a roadmap that protects continuity and enables growth in a

Qualifications

• 15+ years of progressive technology experience.
• 10+ years leading software development teams.
• Hands-on modernization of legacy systems such as POS or eCommerce platforms.
• Track record building CI/CD pipelines and automation under pressure.
• Experience leading distributed teams across internal, offshore, and external partner resources.
• Executive oversight of cybersecurity, technology risk, and business continuity.

Responsibilities

• Own technology strategy, software engineering, architecture, infrastructure, DevOps, and delivery.
• Set product direction and roadmap prioritization aligned with commercial priorities.
• Lead platform modernization including migration off legacy platform with a clear target architecture.
• Establish CI/CD pipelines, observability, and automation for reliable weekly releases.
• Embed AI tooling into development processes and promote AI-assisted development.
• Manage cybersecurity, IT general controls, and disaster recovery for a varied customer base.
• Lead a distributed 14-person engineering organization and develop leaders.
• Balance commercial AI opportunities with internal AI-DLC tooling adoption.

Skills

Strategic technology leadership

Software architecture

Legacy modernization

CI/CD pipelines

Observability

Automation

Distributed teams leadership

Cybersecurity governance

Business-technology alignment

AI/DLC mindset

Tools

CI/CD tooling

Observability tools

Cloud platforms

Job description

Innovative Computer Solutions (ICS), an operating unit of Jonas Software, seeks a transformational Chief Technology Officer to own the engineering vision, modernization path, and AI-driven development. You will lead architecture, cloud, security, and delivery decisions while guiding a 14-person team across internal, offshore, and external partners.

The ideal candidate combines executive judgment with technical credibility, shaping a roadmap that protects continuity and enables growth in a