Chief Technology Officer

🔥 5 minutes ago

🏄 California – Remote

🏄 California – Remote

💵 $300k - $350k / year

⏰ Full Time

🔴 Lead

👨‍💼 Chief Technology Officer (CTO)

🦅 H1B Visa Sponsor

This company has sponsored H1B visas in the past.

👻 Ghost score 0%

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Scratch Financial

WebsiteLinkedInAll Job Openings

11 - 50 employees

🏥 Healthcare

🛡️ Insurance

💸 Finance

Healthcare • Insurance • Finance

Scratch Financial is a company that provides simple and transparent payment plans for medical financing. They offer easy and friendly payment options with no prepayment penalty and no deferred interest, aiming to make financing accessible without affecting the borrower's credit score. Scratch Financial supports borrowers with plans ranging from $200 to $10,000, with terms between 12 to 36 months. They ensure high approval rates and affordable rates, making it easy for customers to manage their finances for medical needs. The company operates by offering plans in both the US and Canada, with loans serviced by WebBank in the US.

📋 Description

• Lead the engineering, infrastructure, and security functions for an approximately 30-person team • Build engineering process and operational maturity across architecture, coding standards, CloudOps, GitOps, and security practices • Improve monitoring, alerting, and observability • Own and revitalize the security function, including audits, compliance readiness, application hardening, and incident response • Establish a credible AI and engineering vision and identify practical applications of AI • Implement agentic security strategies • Lead and delegate within a distributed, remote-first engineering team • Review architecture, debug complex issues, and set technical standards • Tie technology decisions to cost and business value • Communicate with internal teams and external parties during organizational change and sensitive processes • Build structure, delegation, and bench strength so the organization can operate without the CTO as a bottleneck

🎯 Requirements

• Experience leading a company through a sell-side transaction, including hands-on diligence preparation • Experience building observability, alerting, and security systems from near-ground-zero • Direct leadership of a security function, with exposure to audits and compliance processes • Hands-on experience with agentic AI development • Background in distributed cloud backends, database scaling, and API architecture • Recent hands-on technical or coding experience; a decade or more away from technical work is not suitable • Knowledge of pragmatic, scalable architecture, including modular monoliths over premature microservices • Strong FinOps discipline around cloud cost • Experience with Stripe-style payment internals, including subscriptions, webhooks, and ledgering • Experience designing secure third-party integrations • Commitment to SDLC rigor • Ability to lead and delegate within a distributed, remote-first team • Commercial and financial fluency • Ability to communicate with transparency and discretion • Comfort with ambiguity and shifting business or product requirements • Ability to operate approximately 30% hands-on and 70% structuring, delegating, and managing • Curiosity about the business, customers, and problems being solved • Proactive approach to resolving process and structural gaps • Ability to work inclusively across a distributed, international team

🏖️ Benefits

• Participation in the company's equity and leadership bonus programs • Remote-first work flexibility • Pasadena office space available for hybrid work, stocked with snacks and beverages • Unlimited PTO • Covered healthcare • 401k match • Cell plan reimbursement • Monthly recognition opportunities • Learning platforms and resources • Equity retention policy • Generous parental leave