
Shashank Sinha
Verified Expert in Engineering
Software Developer
Dubai, United Arab Emirates
Toptal member since May 16, 2022
Shashank is a senior DevOps, cloud, and security engineer with 13+ years of experience. He builds Kubernetes platforms at scale (AKS/EKS/GKE), Terraform IaC for multi-cloud environments, and DevSecOps pipelines integrating SAST, SCA, and compliance automation. Shashank has led SOC 2 compliance engineering, attack surface management at scale, and FinOps initiatives, reducing Azure spend by 37%.
Portfolio
Experience
- DevOps - 10 years
- Amazon Web Services (AWS) - 10 years
- AWS Certified Solution Architect - 8 years
- Docker - 8 years
- Terraform - 8 years
- Kubernetes - 7 years
- Jenkins - 6 years
- GitHub Actions - 2 years
Preferred Environment
Linux, Visual Studio Code (VS Code), Docker, DevOps, Amazon Web Services (AWS), Google Cloud Platform (GCP), Python, Bash, Infrastructure as Code (IaC), Amazon EKS
The most amazing...
...thing I've built is an AppSec automation pipeline (Chariot to Bugcrowd to Jira) that triaged 400+ findings across 24 teams, cutting manual effort by 80%.
Work Experience
Cloud Architect
Freelance Clients
- Migrated and managed 50+ applications on AWS, GCP, and Azure.
- Assisted large-scale enterprise and eCommerce companies in taking advantage of cloud, microservices, and agile migrations.
- Helped implement and automate security controls, governance processes, and compliance validation.
- Contributed to developing scalable, reliable, secure, and supportable products.
- Assisted clients in developing and setting up a DevOps toolchain as per the requirements.
- Helped define and deploy monitoring, metrics, and logging systems.
- Triaged 400+ attack surface findings across 24 engineering boards using Chariot; built automation pipeline (Tines, Bugcrowd, Slack, Jira), reducing manual triage effort by 80%.
- Led SOC 2 compliance remediation across 40+ critical items, including auth bypass risks, hardcoded credential elimination, and container security hardening on Azure Kubernetes Service (AKS).
- Deployed full observability stack (OTEL Collector, Grafana, Tempo, Loki, Prometheus, Sentry) on Kubernetes; achieved 82% reduction in Sentry noise across microservices platform.
- Reduced Azure cloud spend from $47,500 to under $30,000 per month through finops analysis, right-sizing, and reserved capacity planning.
DevOps Lead
Al Tayer Group
- Designed highly scalable AWS architecture for eCommerce websites, such as GAP and Mamas & Papas. Ensured infrastructure was PCI compliant and helped achieve and maintain other compliances.
- Implemented AWS Spot Fleet with Kubernetes to make infrastructure more resilient. Helped manage AWS infrastructure for four major eCommerce websites in the Gulf region, including GAP, Nisnass, Ounass, and Mamas & Papas.
- Helped teams find bottlenecks on websites by identifying slow third-party calls. Implemented Dynatrace, an APM solution for end-to-end user activity tracking. Wrote a shared library in Jenkins using Groovy DSL for CI/CD.
- Collaborated with a project manager on a technical project plan with timelines. Migrated live websites across Kubernetes clusters. Reduced AWS costs by using optimal resources as per usage and improved Ansible playbooks for configuration management.
DevOps Engineer
StarzPlay
- Deployed and maintained Spring Boot microservice architecture on Apache Mesos clusters. Maintained infrastructure based on AWS, enabling and helping teams to adopt CI using Jenkins.
- Automated Selenium testing using CI and log analysis using ELK. Implemented customized Grafana graphs to visualize metrics using Prometheus and InfluxDB.
- Acted as a chef for configuration management and deployment using Terraform. Used Docker containers for microservices.
Senior Development Engineer
MasterCard
- Provisioned and deployed using tools like Vagrant, Chef, Packer, and Terraform. Conducted TDD using KitchenCI and Serverspec. Created software stacks using DevOps tooling and Windows images using Packer.
- Designed and implemented CI pipelines using Jenkins. Managed the in-house private cloud as per standards. Worked in an Agile environment, collaborating across multiple teams. Tracked progress and bugs using Rally and Jira.
- Integrated microservices using Docker in the dev environment and for TDD. Created a Dockerized application and POC on Mesosphere, a cloud-native DC/OS for creating a hybrid environment within the organization.
DevOps Engineer
Talentica
- Introduced automated infrastructure provisioning and configuration management using tools using Chef.
- Participated in on-call rotations to respond to critical incidents and provide 24/7 support for production systems.
- Collaborated closely with development teams to troubleshoot issues and optimize application performance.
Technical Consultant
Fujitsu Consulting
- Collaborated with developers to optimize application performance and scalability through code and architecture improvements.
- Helped clients achieve PCI and SOC2 compliances in different projects.
- Implemented and maintained automated deployment and testing systems to ensure reliable and consistent application updates.
- Helped set up guidelines for Linux server hardening provided to multiple customers/clients.
- Participated in on-call rotations to respond to critical incidents and provide 24/7 support for production systems.
Experience
Automotive Company
• Built and improved CI/CD tooling and helped developers with CI configurations.
• Managed CI for automated testing of all environments.
• Managed CD for automated cross-region deployment to multiple environments
Role: DevOps engineer
LLM Platform Observability on Kubernetes
Integrated Langfuse (open-source LLM observability) with the existing OTEL Collector, Grafana, Tempo, Loki, and Prometheus stack to create a unified observability layer spanning both infrastructure and AI model layers. Resolved a critical multi-tenant Loki misconfiguration that had silently dropped logs for multiple teams for over six weeks. Reduced Sentry alert noise by 82% through intelligent grouping, enabling engineers to focus on genuine incidents. Built custom Grafana dashboards for LLM latency percentiles, token cost tracking, and trace correlation between model requests and infrastructure events.
The platform now serves as the observability foundation for all AI workloads, enabling data-driven prompt optimization and SLA enforcement for LLM endpoints.
STACK
Langfuse, OpenTelemetry, Grafana, Tempo, Loki, Prometheus, Sentry, Azure Kubernetes Service (AKS), Kubernetes, Helm.
Grocery eCommerce Platform
AI-powered DevSecOps Automation with Claude MCP
CORE COMPONENT
• An AI agent that reads SonarQube blocker issues, generates targeted code fixes using large language models (LLMs), and automatically opens pull requests, cutting code quality remediation effort by over 80%. The agent understands code context, applies language-appropriate fixes, and routes findings through a structured review workflow.
SECOND COMPONENT
• Automated attack surface triage pipeline (Chariot scanner to Tines to GitHub ownership lookup to Jira and Bugcrowd routing) that processed 400+ security findings across 24 engineering teams, replacing weeks of manual triage with fully automated routing and ticket creation.
Built as a reusable Claude skill framework deployable across any engineering org. Represents the next evolution of DevSecOps: AI agents handling routine security toil autonomously.
STACK
Claude MCP, Python, SonarQube API, GitHub API, Jira API, Tines, Bugcrowd, Chariot.
Distributed Ordering Platform: Scalable Infrastructure & High-fidelity Staging
Certifications
AWS Certified Security – Specialty
AWS
Certified Kubernetes Security Specialist (CKS)
The Linux Foundation
AWS Certified Solutions Architect Associate
AWS
Certified Kubernetes Administrator (CKA)
The Linux Foundation
Certified Kubernetes Application Developer (CKAD)
The Linux Foundation
Skills
Libraries/APIs
Jenkins Job DSL, Node.js, REST APIs
Tools
Jenkins, Amazon Elastic Container Service (ECS), GitHub, AWS CloudTrail, Docker Compose, Terraform, Grafana, Ansible, Helm, Amazon EKS, CircleCI, Amazon Virtual Private Cloud (VPC), NGINX, Azure Kubernetes Service (AKS), AWS Fargate, Mesos, ELK (Elastic Stack), Chef, Vagrant, Packer, Rally, Jira, Ansible Tower, SonarQube
Paradigms
DevOps, Automation, Continuous Delivery (CD), Continuous Integration (CI), Microservices, Microservices Architecture, DevSecOps, Agile, Test-driven Development (TDD), Scrum
Platforms
Kubernetes, Docker, Linux, Amazon Web Services (AWS), Amazon EC2, AWS Cloud Computing Services, Azure, New Relic, AWS Lambda, Langfuse, Google Cloud Platform (GCP), Visual Studio Code (VS Code), Apache Kafka
Storage
Amazon S3 (AWS S3), On-premise, Datadog, PostgreSQL, Redis, InfluxDB, Database Administration (DBA)
Languages
Python, Bash
Frameworks
Selenium
Other
DevOps Engineer, CI/CD Pipelines, AWS Certified Solution Architect, Infrastructure as Code (IaC), Site Reliability Engineering (SRE), AWS Cloud Architecture, Infrastructure, Containerization, Containers, Platform Engineering, Kubernetes Security, Cloud, Infrastructure Automation, Cloud Infrastructure, GitHub Actions, Linux Server Administration, Prometheus, Kubernetes Operations (kOps), Cloud Services, Security, System Administration, Leadership, Amazon RDS, Identity & Access Management (IAM), Cloud Migration, Architecture, Cloud Architecture, Cloud Security, Networking, Monitoring, PCI DSS, SOC 2, VMware vCloud, AWS DevOps, AWS Cloud Security, Large Language Models (LLMs), Generative Artificial Intelligence (GenAI), IT Security, Artificial Intelligence (AI), GitOps, Self-hosted, API Gateways, AI Agents, Agentic AI, Zero Trust, AI Agent Orchestration, AI Development, Scripting, LLM Integration, Cloudflare, Spring Cloud, Advertising, Governance, Documentation, Communication, Security Automation, OpenTelemetry, Machine Learning Operations (MLOps), Prompt Engineering, Agentic AI Systems
How to Work with Toptal
Toptal matches you directly with global industry experts from our network in hours—not weeks or months.
Share your needs
Choose your talent
Start your risk-free talent trial
Top talent is in high demand.
Start hiring