Rahul Chaubey — Director of Engineering

Cloud & AI Transformation | Interview Panelist | Speaker & Trainer | Multi-Cloud Strategy | GenAI | CloudOps I’m a strategic cloud and AI transformation leader with 19+ years of experience delivering large-scale digital modernization across AWS, Azure, and Oracle Cloud. I help businesses design multi-cloud architectures, optimize costs, and drive performance using AI-driven automation and secure CloudOps. In addition to advisory and execution roles, I bring deep experience as a technical interviewer, hands-on trainer, and enterprise speaker, contributing to the larger tech ecosystem. What I Do: -Multi-Cloud Strategy & Architecture – Seamlessly integrate AWS, Azure, and OCI with cost and performance efficiency -AI-Powered CloudOps – Leverage GenAI and automation to enhance cloud operations, security, and observability -Enterprise Cloud Migration – Craft cloud roadmaps and transformation playbooks for complex legacy environments -Technical Interview Panelist – Actively involved in hiring top engineers through system design, cloud, and DevOps interviews in previous leadership roles -Enterprise Trainer & Mentor – Create and deliver in-depth cloud-native, DevOps, and AI-infra training programs Who I Work With: -CXOs & IT Leaders – As a virtual CTO or advisor aligning cloud investments with business strategy -L&D and Talent Teams – Supporting tech interview panels, upskilling initiatives, and structured hiring -Event Hosts & Communities – Speaking at webinars and podcasts on Multi-Cloud, GenAI, and modern CloudOps practices Highlights: -Led cloud transformations saving 30%+ in infra costs -Conducted 100+ technical interviews (DevOps, Cloud, System Design) across mid-to-senior levels -Speaker and mentor for CloudOps, GenAI, and career strategy sessions -Passionate about building future-ready cloud talent and modernizing enterprise infra Always open to meaningful conversations around cloud transformation, emerging tech, talent development, and knowledge-sharing initiatives.

Stackforce AI infers this person is a Cloud Transformation Leader specializing in multi-cloud architectures and AI-driven solutions.

Location: Hyderabad, Telangana, India

Experience: 18 yrs 8 mos

Skills

Multi-cloud Strategy
Ai-powered Cloudops
Genai Strategy
Multi-cloud Architecture
Ai-driven Devops
Cloudops
Cloud Computing

Career Highlights

Led cloud transformations saving 30%+ in infrastructure costs
Conducted 100+ technical interviews across mid-to-senior levels
Passionate about building future-ready cloud talent

Work Experience

Winfo Solutions

Director - Cloud Strategy, CloudX (1 yr 2 mos)

Oracle

Principal Cloud & AI Architect (3 yrs 6 mos)

Microsoft

SEE (1 yr 8 mos)

Amazon Web Services (AWS)

Technical Account Manager (1 yr 9 mos)

Cloud Supp Team Lead-Deployment (7 mos)

AWS Cloud Engineer (2 yrs)

IBM Inda

SME Unix (3 yrs 5 mos)

Deutsche Bank

UNIX Administrator (11 mos)

Tech Mahindra

Sr. Infrastructure Management Associate - UNIX (1 yr 3 mos)

HCL Technologies (Infrastructure Services Division)

Associate Consultant Unix (2 yrs 11 mos)

Education

Executive General Management Programme (EGMP) at Indian Institute of Management Bangalore

Master of Technology - MTech at Birla Institute of Technology and Science, Pilani

Rahul Chaubey

Director of Engineering

Hyderabad, Telangana, India18 yrs 8 mos experience

Highly StableAI Enabled

Key Highlights

Led cloud transformations saving 30%+ in infrastructure costs
Conducted 100+ technical interviews across mid-to-senior levels
Passionate about building future-ready cloud talent

Stackforce AI infers this person is a Cloud Transformation Leader specializing in multi-cloud architectures and AI-driven solutions.

Contact

Skills

Core Skills

Multi-cloud StrategyAi-powered CloudopsGenai StrategyMulti-cloud ArchitectureAi-driven DevopsCloudopsCloud Computing

Other Skills

AI AutomationAIOpsAIOps & ObservabilityAWSAzureAzure Kubernetes ServiceBusiness Case Development (ROI Analysis & Cost-Benefit Analysis)Business Process ImprovementCI/CDCloud ArchitectureCloud Architecture StrategiesCloud Platform DiagnosticsCross-functional Team LeadershipDevOps EnablementDisaster Recovery

About

Experience

Winfo solutions

Director - Cloud Strategy, CloudX

Jan 2025 – Present · 1 yr 2 mos · Hyderabad, Telangana, India · Hybrid

As Director of Cloud Strategy at Winfo Solutions, I operate as the Virtual CTO, driving enterprise transformation across BFSI and public sector clients. I lead the strategic design, execution, and enablement of AI-first, cloud-native, and modernization programs that blend technology with measurable business outcomes.
I spearhead WinfoCloudX, our flagship multi-cloud innovation framework, architected around Oracle, AWS, and Azure. Through this portfolio, I’ve led the delivery of Full Stack Disaster Recovery (FSDR), GenAI pipelines, secure database modernization (e.g. MongoDB to Oracle AJD), and DevOps acceleration solutions.
Acting as a trusted CTO advisor to CIOs and enterprise architects, I shape cloud migration roadmaps, GenAI adoption frameworks, and co-innovation blueprints — aligned with both transformation goals and cost optimization. I’ve built strategic GTM collaboration with Oracle and Microsoft sales teams, enabling qualified pipeline growth through IP-driven PoCs, technical demos, and real-world benchmarks.
I also lead internal capability-building: mentoring solution teams, training sales, and enabling delivery through repeatable architectures, performance labs, and technical storytelling.
Highlights:
Led AJD vs MongoDB benchmark labs using YCSB, now leveraged by Oracle GTM teams across APAC.
Accelerated deal velocity by 50% with reusable labs for AI, FSDR, and modernization use cases.
Built multi-channel GTM engines across Oracle Field Sales, Inside Sales, Marketing & Partners.
Positioned Winfo as a transformation thought leader via blogs, whitepapers, and client workshops.
This role reflects my core strength: bridging enterprise architecture, AI innovation, and business growth.

Multi-Cloud Strategy & ArchitectureAI-Powered CloudOpsEnterprise Cloud MigrationTechnical Interview PanelistEnterprise Trainer & MentorMulti-Cloud Strategy

Oracle

Principal Cloud & AI Architect

Jun 2021 – Dec 2024 · 3 yrs 6 mos · Hyderabad, Telangana, India

As a cross-functional technology leader and Principal Cloud & AI Architect, I led the strategic design and enterprise-wide rollout of GenAI-first, DevOps-enabled, and multi-cloud architectures for Oracle's top global customers. I collaborated with CxOs, engineering heads, and transformation teams to align next-gen cloud solutions with AI-driven business outcomes.
I specialized in building AI-ready DevOps platforms across Oracle Cloud, AWS, and Azure—integrating microservices, containerization (Kubernetes), CI/CD, observability, and AIOps to modernize infrastructure and accelerate delivery. My frameworks enabled high developer velocity, 30%+ cost savings, and enterprise-grade governance with 99.9% uptime.
As a recognized GenAI evangelist, I guided clients on embedding AI into real-world processes—personalized CX, intelligent automation, predictive analytics, and ERP augmentation (e.g. GenAI for Oracle EBS). I authored official blogs, delivered architecture blueprints, and led hands-on labs and customer workshops on multi-cloud GenAI platforms and secure AI DevOps pipelines.
I also contributed to Oracle’s talent ecosystem as a LinkedIn mentor and Bar Raiser, supporting cloud hiring panels and mentoring future-ready architects and engineering leaders.
Core Strengths
GenAI Strategy · Multi-Cloud Architecture (OCI, AWS, Azure) · AI-Driven DevOps & CloudOps · Platform Engineering · AIOps & Observability · SaaS Modernization · Virtual CTO Consulting · Secure CI/CD Pipelines · AI-Augmented ERP (Oracle EBS) · Thought Leadership & Enablement · Product-Led Innovation · Stakeholder Alignment · Governance & Cost Optimization

GenAI StrategyMulti-Cloud ArchitectureAI-Driven DevOpsPlatform EngineeringAIOps & Observability

Microsoft

SEE

Oct 2019 – Jun 2021 · 1 yr 8 mos · Greater Hyderabad Area

Served as a cross-functional technical leader and SME for Azure Kubernetes Service (AKS), enabling platform reliability, customer success, and DevOps adoption across global enterprises. Acted as a strategic link between Microsoft Engineering, Support PMs, and customers to drive diagnostics maturity and product enhancements.
Led the design and implementation of AKS platform support capabilities by collaborating with Azure Engineering teams to prioritize roadmap feedback, enhance support tooling, and improve customer readiness.
Spearheaded Kubernetes-based container deployments across local and Azure environments, accelerating the adoption of microservices and DevOps pipelines. Provided technical leadership in root cause analysis (RCA), incident response, and performance troubleshooting for high-impact AKS and Azure platform issues.
Acted as a trusted advisor to enterprise clients on container orchestration, cloud-native modernization, and platform observability. Mentored engineers on Kubernetes, Docker, CI/CD, and Azure integrations to enhance team capability and service excellence.
Key Outcomes:
Improved AKS recovery time and RCA transparency for production workloads.
Reduced support escalations through diagnostic tool innovation and automation.
Strengthened customer confidence in AKS as a production-grade container orchestration platform.
Skills: Azure Kubernetes Service · Kubernetes & Docker · Cloud Platform Diagnostics · DevOps Enablement · Root Cause Analysis · CloudOps · CI/CD · Engineering Collaboration · Site Reliability · Technical Escalation Management · Platform Resilience · Cross-functional Leadership

Azure Kubernetes ServiceCloud Platform DiagnosticsDevOps EnablementRoot Cause AnalysisCloudOps

Amazon web services (aws)

3 roles

Technical Account Manager

Promoted

Jan 2018 – Oct 2019 · 1 yr 9 mos

Acted as the POC for customers, providing assistance in planning, debugging, and monitoring ongoing business-critical applications.
Developed a well-architected framework to construct secure, high-performing, resilient, and efficient infrastructure for applications.
Migrated large-scale applications to AWS, utilizing services such as EC2, VPC, RDS, ELB, IAM, CloudFormation, S3, EKS, ECS, and Security.
Provided strategic support to the organization by offering insights into both business and technical facets of Cloud Computing.
Spearheaded Infrastructure Event Management, leading focused engagements to provide architectural and operational guidance.
Conducted consultative reviews of customers' cloud strategy, made recommendations to optimize operations on AWS, and delivered event reporting upon request for informed operational decision-making.

AWSCloud ArchitectureInfrastructure ManagementCloud Computing