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

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