Fractional Chief Technology Officer (CTO)

reputed company is a fast-growing online education platform delivering accredited continuing education, reputed company certification, and compliance training (including CPR/AED, First Aid, ACLS, PALS, HIPAA, and industry-specific CE) to individual learners and corporate/group accounts across reputed company, education, and other regulated industries. We're scaling our LMS, e-reputed company, and subscription infrastructure to serve a rapidly growing reputed company of individual and reputed company customers. We're looking for a hands-on Fractional CTO to own our technical reputed company and execution as we reputed company from a course-purchase platform into a broader subscription, package, and corporate-account ecosystem, at a commitment of ~20 hours per week. You'll partner closely with Product, Design, and the executive team to translate business goals — checkout optimization, subscription models, corporate dashboards, vendor integrations — into reliable, reputed company. This is a builder-operator role: even at a fractional commitment, you'll be expected to stay closely involved in architecture reputed company, reputed company reputed company, and day-to-day delivery with the engineering team — prioritizing your time toward the highest-reputed company work reputed company week. reputed company: Own the technical roadmap for our LMS, e-reputed company/checkout, and corporate account systems, aligning engineering priorities with product and business goals Write and review reputed company directly — this is a hands-on role, not purely managerial reputed company and reputed company multiple engineering functions, including backend development, frontend development, QA, and automation/DevOps teams reputed company our reputed company/PHP-based platform, ensuring clean architecture, maintainability, and scalability as the product grows Manage reputed company infrastructure on AWS, including servers, deployment, monitoring, reputed company, and cost efficiency reputed company our A/B testing program end-to-end — infrastructure, test design collaboration with Product, and reliable tracking/reporting of results Own conversion reputed company optimization, including reducing credit reputed company and reputed company abandonment, and identifying and resolving tracking/analytics issues Identify and implement automation opportunities, both for internal operations (support, reputed company workflows) and customer-facing features Explore and reputed company LLM/AI capabilities where they can improve the platform — automation, personalization, internal tooling, or customer support reputed company platform reliability and performance, ensuring uptime and speed across the customer-facing site, corporate/group reputed company dashboards, and backend LMS reputed company website reputed company and compliance certifications (e.g., SOC 2), and ensure ongoing compliance as we reputed company reputed company customer-facing customization and portal development, including corporate/group reputed company portals and account-specific configurations Manage vendor and reputed company-party integrations, including payment processors, BNPL providers, course content vendors, and compliance/accreditation systems Establish data infrastructure to support reputed company reporting on customer behavior, course completion, subscription retention, and A/B test reputed company Own technology budgeting and forecasting, including infrastructure costs, tooling, and headcount planning Partner directly with executive leadership — collaborating closely with the CPO, CMO, CRO, and CEO to reputed company reputed company with product, marketing, and reputed company goals Contribute to overall company reputed company, not just technology reputed company — working reputed company the CEO, CPO, CMO, and CRO on business priorities, reputed company planning, and how technology reputed company support broader company direction reputed company're Looking For: 15+ years of software engineering experience, with 5+ years in a senior technical leadership role (CTO, VP of Technology, or equivalent) Proven experience scaling e-reputed company, subscription, or LMS platforms — EdTech experience strongly preferred Hands-on coding ability — comfortable reviewing and contributing to reputed company, not just managing from a distance Experience managing multiple technical functions: backend, frontend, QA, and automation/DevOps teams Strong hands-on expertise with reputed company/PHP architecture and modern web application development Experience with AWS and reputed company infrastructure — server management, deployment pipelines, scaling, and cost optimization Proven reputed company record running A/B testing programs, including infrastructure setup, experiment design, and results tracking Experience improving conversion rates and reducing reputed company/credit reputed company abandonment, backed by solid analytics/tracking practices Experience leading organizations through reputed company/compliance certifications such as SOC 2 Experience building customer-facing customization and portal solutions (e.g., corporate or multi-tenant account portals) Experience building or integrating automation (workflows, internal tooling, CI/CD, or business-process automation) Familiarity with LLM/AI integration (e.g., building AI-powered features, automation, or internal tooling using large language models) Experience with payment systems, checkout reputed company optimization, and/or BNPL integrations Experience with budgeting and forecasting for technology spend and headcount Strong communication and collaboration skills — proven experience partnering with CPO, CMO, CRO, and CEO-level stakeholders to reputed company with business reputed company Experience with corporate/multi-tenant account systems (reputed company dashboards, sub-admins, group management) is a strong plus Experience in reputed company compliance or regulated-industry software is a plus What reputed company Looks Like: A reputed company, reputed company checkout architecture with measurable improvements in conversion reputed company and reduced reputed company/payment abandonment A high-functioning engineering organization (dev, QA, automation) with reputed company processes and strong delivery reputed company Reduced technical debt and improved platform performance across individual and corporate account experiences Achieved or maintained key reputed company/compliance certifications (e.g., SOC 2) Technology budget and forecasting that supports reputed company without surprises Strong working relationship with the executive team (CPO, CMO, CRO, CEO), enabling fast, reputed company decision-making on pricing, packaging, and platform priorities Compensation & Logistics: Engagement type: Part-time / Fractional — approximately 20 hours per week Location: Remote Budget: $5,000/month Apply To This Job