Chief Technology Officer

‍TaxMD is a next-generation, AI-enhanced tax planning platform built on a modern microservices architecture. We already have: 

• A full engineering team of 30+ (backend, frontend, QA, DevOps, PM, BA, AI) 
• A dedicated AI consultant and U.S.-based software advisor 
• A fully defined technical design, microservices model, DevOps infrastructure, and documentation 
• A scheduled product launch in Jan 2026 and March 2026. Two product.  

What we don’t have yet is a Fractional Senior Technical Leader who can review, refine, optimize and accelerate everything our team has built. That’s where you come in. 

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Why Join TaxMD™?

At TaxMD™, we’re not just building careers; we’re building futures. As a purpose-driven organization, we believe in empowering individuals to grow, lead, and make an impact. This is more than just a job; it’s an opportunity to be part of a company where your ideas matter and your growth is a priority. As a member of the TaxMD™ team, you’ll: 

• Be Part of a Visionary Team: Join a forward-thinking, impact-driven company that partners with organizations to solve complex business and people's challenges. 
• Collaborate Globally: Work with high-performing teams and dynamic professionals across departments and regions in a culture that values knowledge-sharing and innovation. 
• Grow with Purpose: Advance your career through continuous learning, internal mobility, and leadership development initiatives designed to help you reach your full potential. 
• Thrive in a People-First Culture: Be part of a workplace that values well-being, inclusion, and recognition. We believe that when people feel valued, great things happen. 
• A Vision for the Future: Join a company that's evolving. As we scale, we remain committed to sustainability, innovation, and long-term value - for our clients, our people, and the communities we serve. 

Role Overview

We are hiring a Fractional CTO who will step in immediately to: 

1. Review system architecture, microservices, data models, and DevOps pipelines 
2. Review backend/frontend code quality and enforce production-grade patterns 
3. Identify scalability, performance, and maintainability gaps 
4. Guide the engineering team to meet our March 2026 release 
5. Ensure the codebase is “investor-ready” and can handle thousands of concurrent users 
6. Provide hands-on recommendations, PR-level reviews, and coaching to mid-level developers 
7. Evaluate AI integration (LLM, RAG, embeddings, orchestration) for correctness and performance 
8. Review resource and timeline 

If performance is strong, this role may convert into a full-time CTO after launch 
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What You Will Lead

1. Architecture Review & Optimization 

• Validate and refine our microservices architecture (19+ services) 
• Review API gateway design, routing, rate limiting, tenant isolation 
• Assess Python/Django + FastAPI + Next.js structure 
• Validate Postgres, MongoDB, Redis, and S3/MinIO usage 
• Strengthen multi-tenancy and security layer 
• Improve caching and performance across services 

2. Code Review & Best Practices 

You will systematically review: 

• Backend Python code quality (Django, DRF, FastAPI microservices) 
• Frontend architecture (Next.js 14+, React 18+) 
• API design conventions 
• Repository structure, naming standards, and testing discipline 
• CI/CD workflow (GitHub Actions, Terraform, EKS deployment) 

3. DevOps & Infrastructure 

• Validate our EKS setup, autoscaling, logging, and observability 
• Review Terraform modules, IaC structure, and secrets management 
• Ensure architecture can scale during tax season traffic 
• Examine disaster recovery, redundancy, and RPO/RTO compliance 

4. AI Architecture & Integration 

• Evaluate LLM strategy (Bedrock → Self-hosted Mistral) 
• Review RAG implementation, embedding strategy, vector DB design 
• Validate model orchestration via LangChain or custom pipelines 
• Build guardrails for output reliability and compliance 

5. Team Leadership & Process Improvement 

You will work closely with our: 

• Product Manager 
• AI consultant 
• Backend leads 
• Frontend leads 
• DevOps/SRE 
• QA automation team 

Your role is to elevate them—not replace them. 
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What We Are Looking For

Technical Experience. We’re looking for a real builder, not a corporate manager. 

Qualifications and Requirements: 

• 10+ years engineering experience, 5+ years in senior leadership 
• Deep experience with Python/Django, microservices, REST APIs, and scalable architectures 
• Strong knowledge of AWS (EKS, RDS, S3, IAM, CloudWatch) 
• Comfort reviewing Next.js + React code 
• Experience with Redis, PostgreSQL, MongoDB 
• Strong DevOps background (CI/CD, Terraform, containerization, Kubernetes) 
• Experience delivering AI-driven features, preferably LLM/RAG implementations 
• Ability to guide mid-level engineers and enforce best practices 

Nice to Have: 

• Fintech/Regtech/SaaS experience 
• SOC2 / IRS 1075 style compliance background 
• Experience with tax engines, financial models, or complex rules engines 
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What Success Looks Like

In 90 days, you will have: 

1. Completed full codebase and architecture review 
2. Delivered a prioritized technical risk assessment 
3. Improved CI/CD, release management, and code quality standards 
4. Guided dev team with corrective action plans 
5. Ensured TaxMD’s codebase is stable, scalable, and investor-ready 

By March 2026, you will have: 

• Led the platform to a clean, stable launch 
• Established engineering processes that run like a real SaaS company 
• Positioned yourself as a strong candidate to step in as full-time CTO 
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What’s in It for You?

• Competitive compensation for fractional engagement 
• Potential to convert to full-time CTO after launch 
• Flexible 20–40 hours per month commitment 
• 100% remote opportunity 
• No time tracking – outcome-driven environment 
• 4-day work week 
• Work with a rapidly growing company delivering in-demand B2B SaaS services 
• Direct impact on scaling a national tax-automation platform 

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How to Apply

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