GigEasy
 is hiring a fractional

Chief Technology Officer

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Weekly Commitment

10 - 20 hrs

Compensation Range

$3K - 4K / month + equity

Company Stage

Early Stage VC

Industry

InsurTech

Location

Remote
moonlight ok
moonlight ok
convert full-time
convert full-time
equity offered
equity offered
hands-on needed
hands-on needed

About Us

GigEasy specializes in pay-as-you-go commercial insurance and healthcare benefits for the 1099 workforce. We use technology to help business, agent, and 1099s get the right coverage for their dynamic needs.

Job Summary

Step into a critical role steering our technical vision and strategy. You will collaborate closely with our engineering team to design scalable systems, integrate advanced AI-driven processes, and streamline insurance API integrations. Starting as an individual contributor (IC), you'll play a hands-on role in building our systems and later help assemble and lead a high-performing engineering team. This opportunity is perfect for an experienced engineering leader looking to make a big impact in a dynamic, startup environment.

Responsibilities

  • Strategic Leadership: Guide the engineering team with technical expertise and forward-thinking strategies.
  • Architecture Oversight: Evaluate and optimize system architecture to align with business objectives.
  • AI-Driven Innovation: Implement scalable AI-based solutions for smart question generation and system efficiencies.
  • API Integration: Oversee the integration of insurance APIs into a unified platform.
  • CI/CD Pipelines: Establish and manage CI/CD workflows to enhance development and deployment processes.
  • Team Growth: Mentor engineers, uphold technical standards, and contribute to hiring top talent.
  • Best Practices: Conduct code reviews and enforce software development best practices.
  • Project Management: Lead development projects, ensuring timely and quality deliverables.

Tech Stack

We work with a cutting-edge stack that includes:

  • Backend: Node.js, Nest.js, TypeORM, Fastify
  • Frontend: React.js, Tailwind CSS, Chakra UI
  • AI & APIs: Zod, Survey.js
  • Databases: MongoDB, Postgres (RDS)
  • Cloud: AWS
  • Tooling: CI/CD pipelines, Pulumi

Qualifications

  • Experience: Proven track record as a Principal/Staff Engineer or CTO, ideally within startups.
  • Technical Expertise: Proficient in Node.js, React.js, and API-driven architectures.
  • AI Integration: Hands-on experience implementing AI solutions.
  • Scalability: Skilled in designing scalable, compliant systems.
  • Compliance: Knowledge of frameworks like HIPAA, SOC 2, or similar.
  • Industry Insight: Familiarity with regulated industries preferably Insurance is a plus.
  • Collaboration: Excellent communication and team-building skills in global and dynamic environments.

How to Apply

Note: This is a syndicated job post, meaning it was not posted to Fractional Jobs directly, so we don't have control over the application process. To apply, click on the "View Application" and follow the application's instructions.

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