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Rashid Shaikh

Rashid Shaikh

AI-Native Engineering Systems Architect

Mumbai, India | Remote (EMEA & North America)
LinkedIn Profile

Executive Summary

Engineering systems architect specializing in AI-augmented delivery operating models for scaling SaaS organizations.

Partnering with CTOs and VP Engineering leaders to modernize execution systems for AI-accelerated development environments balancing velocity, governance, predictability, and cross-functional alignment.

Experience spans HIPAA-regulated healthcare SaaS, distributed US and India engineering environments, and multi-tenant cloud platforms. Currently designing and operationalizing AI-native engineering orchestration systems through Coach Sensai.

Professional Experience

2025 – Present

CEO & Co-Founder

Coach Sensai

Designing and implementing AI-native engineering execution systems for modern SaaS teams.

  • Architected AI-augmented engineering operating systems integrating JIRA, GitHub, and Slack via MCP.
  • Designed structured governance models for AI-generated artifacts (requirements, code, review, release).
  • Built modular multi-agent orchestration frameworks enabling stateful coordination and audit-ready traceability.
  • Implemented execution visibility systems improving sprint predictability.
  • Partnered with executive leadership to redesign operating models for AI-accelerated environments.
2022 – 2024

Head of Engineering

SpringEats Climate Tech

Led engineering for a circular e-commerce and logistics platform eliminating single-use packaging.

  • Architected AWS-based, event-driven SaaS platform supporting 100K monthly users.
  • Designed execution frameworks aligning product, engineering, and sustainability objectives.
  • Established CI/CD and multi-environment deployment discipline.
  • Implemented operational dashboards and impact metrics (EcoStats).
2019 – 2022

Founding Engineer

Alertive Healthcare (Acquired by Carbon Health)

Engineering leader building HIPAA-compliant remote patient monitoring platform.

  • Architected multi-tenant RBAC SaaS system across seven microservices.
  • Designed event-driven cloud architecture supporting 50,000+ patients.
  • Delivered COVID-response monitoring system in 3 weeks under crisis constraints.
  • Led distributed engineering team and contributed to scale-readiness during acquisition.

Earlier Experience

Senior Software Engineer – Imprivata (IPO-stage Healthcare SaaS)

Operated within enterprise governance environments building secure healthcare systems.

Specialization

  • AI-Integrated Operating Models
  • Delivery System Redesign
  • Multi-Agent Orchestration
  • Governance-by-Design
  • Distributed Team Architecture

Core Capabilities

Engineering Operating Model DesignAI-Accelerated DevelopmentDelivery System ModernizationEnterprise GovernanceCloud SaaS ScalingCross-Functional Alignment