Tyler is available for hire

Tyler Bailey

Verified Expert in Engineering

DevOps Developer

Hamilton, ON, Canada

Toptal member since April 27, 2020

Expertise

AWS DevOps AWS Solutions AWS RDS DevOps Cloudflare AWS Ubuntu Docker Agile Development AWS IAM Terraform

Bio

Tyler is a DevOps consultant with 17 years of experience in building scalable, reliable systems and optimizing developer workflows. He specializes in applying large language models (LLMs) to automate IaC, CI/CD, observability, and security workflows. His key strengths include AI-augmented development, cloud and infrastructure as code, CI/CD automation, and technical leadership. By leveraging LLMs in DevOps, he frees up time to focus on architecture, mentorship, and long-term strategy.

Portfolio

Revvity

Amazon, Amazon EC2, Amazon EFS, Amazon Elastic Container Service (ECS), GitHub...

Chloris Geospatial inc.

Amazon Web Services (AWS), Kubernetes, Terraform, Python, Docker, GitLab CI/CD...

Bazze & Company, Inc

Terraform, Sentry, Serverless Framework, Amazon Web Services (AWS), Serverless...

Experience

Linux - 15 years
DevOps - 15 years
Amazon Web Services (AWS) - 15 years
Amazon - 12 years
Docker - 10 years
AWS Fargate - 5 years
Terraform - 5 years
GitLab CI/CD - 4 years

Preferred Environment

Amazon Web Services (AWS), GitLab, Kubernetes, Python, Docker, Terraform, Artificial Intelligence (AI), Claude, OpenAI, Microsoft Copilot Pro

The most amazing...

...project I've done was migrate a NASDAQ/S&P 500 company's web infrastructure from Rackspace to AWS, reducing their bill by over 75%.

Work Experience

Principal CloudOps Engineering Lead

2023 - PRESENT

Revvity

Served as the technical lead for CloudOps operations as the principal CloudOps engineering lead, driving infrastructure modernization, security, and developer productivity across the organization.
Handled cloud migrations. Led successful GCP to AWS infrastructure migrations, ensuring minimal downtime and improved scalability.
Contributed to Identity and Access Management. Migrated the organization to AWS SSO, simplifying user management and strengthening security posture.
Handled security enablement. Deployed CrowdStrike and Snyk across products, embedding security into the development lifecycle.
Contributed to AI and GPT solutions. Designed and delivered AI‑driven product solutions, including GPT‑powered workflows that enhanced automation, knowledge management, and customer‑facing features.
Contributed to developer productivity. Integrated Claude, OpenAI/ChatGPT, and Microsoft Copilot into daily development workflows, accelerating code delivery, automating documentation, and improving decision‑making across projects.
Demonstrated technical leadership. Provided guidance on CloudOps best practices, infrastructure as code, and CI/CD pipelines, while mentoring engineers on adopting AI‑augmented development responsibly.

Technologies: Amazon, Amazon EC2, Amazon EFS, Amazon Elastic Container Service (ECS), GitHub, Linux, Web Security, IoT Security, DevOps, AWS DevOps, Amazon RDS, AWS Certified Solution Architect, ChatGPT, OpenAI, Claude, Artificial Intelligence (AI), Microsoft Copilot Pro, Microsoft Copilot, GitHub Actions, DevSecOps, Cloud Architecture, Amazon Web Services (AWS), Git, Terraform, Continuous Deployment, Linux Server Administration, Docker Compose, VM, Elastic Load Balancers, Web Application Firewall (WAF), GitOps, Bash Script, IT Security, Docker Hub, Tmux, Istio, YAML, DevOps Engineer, Networks, Microservices, Cyber Defense, Cloudflare, Cloud Migration, AWS CodeDeploy, AWS CodePipeline

Senior DevOps Engineer

2026 - 2026

Chloris Geospatial inc.

Developed and deployed an automation project using n8n and Terraform/OpenTofu, orchestrated on AWS ECS Fargate, enabling Slack-based commands to query and surface information from Notion, Gmail, and Slack messages via Claude AI integration.
Assumed DevOps responsibilities in a temporary capacity, ensuring developers maintained seamless access to AWS environments and uninterrupted deployment pipelines through GitLab CI/CD.
Resolved tiling issues for clients and troubleshot deployment problems for new product features, collaborating closely with the development team to ensure smooth releases.

Technologies: Amazon Web Services (AWS), Kubernetes, Terraform, Python, Docker, GitLab CI/CD, Infrastructure as Code (IaC), Machine Learning, Machine Learning Operations (MLOps), Artificial Intelligence (AI), OpenTofu, Claude Code, Gemini, Microservices, Cloudflare

DevOps Engineer (AWS | Terraform | Serverless) | Geospatial Data Platform

2025 - 2026

Bazze & Company, Inc

Migrated and rebuilt GitLab AWS application and Terraform deployment pipelines, reducing pipeline runtime by over 75% while modernizing existing infrastructure.
Investigated and remediated SecurityHub, Inspector, and Macie security findings, hardening the organization's security posture in preparation for an upcoming audit.
Designed and provisioned scalable AWS infrastructure through Terraform, enabling repeatable IaC deployments to reduce costs and improve uptime.

Technologies: Terraform, Sentry, Serverless Framework, Amazon Web Services (AWS), Serverless, AWS Lambda, GitLab CI/CD, Python, DevOps, Datadog, AWS IAM, CI/CD Pipelines, Docker, ECS, Virtual Private Cloud (VPC), Aerospace & Defense, Cyber Defense, Continuous Deployment, Linux Server Administration, PostgreSQL, Node.js, Next.js, React Native, Docker Compose, GitOps, Bash Script, YAML, DevOps Engineer, Microservices, Load Testing

AWS DevOps/Server-side Google Tag Manager Implementation Specialist

2025 - 2026

WHEELHOUSE INTERACTIVE, LLC

Partnered with Wheelhouse to design and deploy AWS CloudFormation templates that provisioned Google Tag Manager infrastructure on Amazon ECS for a clinical laboratory, enabling scalable, containerized tag management in a regulated healthcare environments.
Implemented security controls and compliance guardrails within CloudFormation templates to align with healthcare industry standards, ensuring data handling, network isolation, and access policies met regulatory requirements for a clinical lab deployment.
Developed self-service, parameterized CloudFormation templates that abstracted infrastructure complexity, enabling non-DevOps team members to reliably provision and manage environments with minimal technical expertise and zero manual configuration.

Technologies: Amazon Web Services (AWS), Beanstalk, DevOps, Load Balancers, Amazon Virtual Private Cloud (VPC), Amazon Route 53, AWS DevOps, AWS NAT Gateway, Amazon CloudWatch, AWS IAM, Google Container Engine, Google Tag Manager, Google Tag Manager API, HIPAA Compliance, Docker, Infrastructure as Code (IaC), AWS Elastic Beanstalk, Linux, Claude Code, OpenAI, Gemini, Git, Terraform, Elastic Load Balancers, DevOps Engineer, Microservices

DevOps Manager

2022 - 2023

PerkinElmer

Led the DevOps team as technical lead for CloudOps operations, driving infrastructure modernization, security improvements, and developer productivity across the organization.
Managed hiring, coaching, mentoring, and hands-on career development for the DevOps team while setting expectations with other engineering and operational teams.
Migrated the organization to AWS SSO for easier user management, deployed CrowdStrike and Snyk across products, and coordinated with management and external stakeholders to increase the quality of cloud deliverables.

Technologies: Amazon Web Services (AWS), Terraform, CrowdStrike, VM, Web Application Firewall (WAF), Bash Script, IT Security, DevOps Engineer, AWS Directory Service, Microservices, GitHub Actions, Load Testing, Cloud Migration, Autoscaling, AWS CodeDeploy, AWS CodePipeline

Terraform Expert

2022 - 2023

Random Games

Created AWS infrastructure through the use of Terraform.
Integrated Datadog as a monitor solution for all aspects of the project.
Set up the project with high availability in mind with failover.

Technologies: Terraform, Jenkins, Amazon Elastic Container Service (ECS), Amazon EFS, Amazon EC2, Amazon CloudWatch, Datadog, AWS CloudFormation, AWS IAM, AWS VPN, AWS ALB, DevOps, Amazon Web Services (AWS), Git, YAML, DevOps Engineer, Blockchain, Microservices

Principal CloudOps Engineering Lead

2022 - 2023

PerkinElmer

Worked as a technical lead for CloudOps operations across teams.
Migrated the organization over to AWS SSO through AWS Control Tower.
Set up CrowdStrike across products for vulnerability scanning.
Set up Snyk across products and support developers to resolve vulnerabilities.

Technologies: Amazon, Terraform, AWS IoT, IoT Security, AWS Elastic Beanstalk, Amazon Elastic Container Service (ECS), AWS Fargate, Amazon CloudWatch, RHEL, Windows, GitHub, Jira, Amazon Elastic Block Store (EBS), Amazon RDS, Amazon EC2, Amazon Simple Email Service (SES), Amazon S3 (AWS S3), Amazon WorkSpaces, Amazon Web Services (AWS), Amazon DynamoDB, Amazon EFS, DevOps, Git, Continuous Deployment, Linux Server Administration, Docker Compose, VM, Elastic Load Balancers, Web Application Firewall (WAF), GitOps, Bash Script, IT Security, Docker Hub, Tmux, Istio, New Relic, YAML, DevOps Engineer, AWS Directory Service, Microservices, GitHub Actions, Load Testing, Cloud Migration, Autoscaling, AWS CodeDeploy, AWS CodePipeline

DevOps Manager

2021 - 2022

PerkinElmer

Led the DevOps team across the software platforms department.
Empowered the DevOps team to increase the velocity of deploying our releases while decreasing technical debt and improving the quality of our software.
Hired, coached, mentored, and gave the DevOps team feedback and hands-on career development.
Set and managed expectations with other engineering and operational teams.
Coordinated with the management and external stakeholders or customers.

Technologies: Amazon, Jira, Terraform, AWS CloudFormation, AWS IAM, Amazon CloudWatch, Amazon DynamoDB, Amazon Elastic Block Store (EBS), Amazon EC2, Amazon EFS, Amazon RDS, Amazon S3 (AWS S3), Amazon Web Services (AWS), Amazon WorkSpaces, Amazon Elastic Container Service (ECS), Amazon Simple Email Service (SES), AWS ALB, AWS VPN, AWS IoT, AWS ELB, AWS Command Line Interface (CLI), GitHub, DevOps, Git, VM, Bash Script, IT Security, DevOps Engineer, AWS Directory Service, Microservices, GitHub Actions, Load Testing, Cloud Migration, Autoscaling, AWS CodeDeploy, AWS CodePipeline

Senior DevOps Engineer

2020 - 2021

PerkinElmer

Performed day-to-day infrastructure as code, built and maintained CI/CD pipelines, managed proof of concepts, security patching, and monitoring across cloud environments.
Built the infrastructure for SimplicityLab420, a dedicated cloud-based laboratory execution system, using Terraform, CloudFormation, and GitHub Actions as part of the larger Laboratory Automation Solutions workflow.
Migrated and rebuilt cloud infrastructure for the PKeye Mobile Operations Monitor, providing researchers with around-the-clock access to their automated liquid handling workstation through integration of on-deck cameras with the PKeye cloud platform.

Technologies: Amazon Web Services (AWS), Terraform, Docker, Kubernetes, Amazon Elastic Container Service (ECS), Continuous Deployment, Linux Server Administration, Debian, Docker Compose, VM, Web Application Firewall (WAF), Bash Script, IT Security, Docker Hub, IIS 10, DevOps Engineer, Microservices, GitHub Actions, Load Testing, Cloud Migration, Autoscaling, AWS CodeBuild, AWS CodeDeploy, AWS CodePipeline

Senior DevOps Engineer

2020 - 2021

Perkin Elmer

Built out highly available ECS Fargate clusters for various medical-related microservices.
Provisioned Kubernetes clusters with Terraform, Rancher, and RKE in a cloud-native manner.
Created the proof of concepts for AWS IoT for on-prem data collection.

Technologies: Amazon Web Services (AWS), AWS Lambda, Continuous Delivery (CD), Continuous Integration (CI), Amazon EC2, MQTT, Internet of Things (IoT), GitHub, AWS Fargate, ECS, Terraform, Kubernetes, Amazon Elastic Container Service (ECS), Amazon, Amazon EKS, AWS Command Line Interface (CLI), Amazon RDS, AWS IAM, Ubuntu, DevOps, Git, Docker Compose, VM, Web Application Firewall (WAF), Bash Script, IT Security, Docker Hub, IIS 10, DevOps Engineer, Microservices, GitHub Actions, Load Testing, Cloud Migration, Autoscaling, AWS CodeBuild, AWS CodeDeploy, AWS CodePipeline

DevOps Engineer

2019 - 2020

Parallel Digital Studio

Migrated a NASDAQ/S&P 600 company's web infrastructure from Rackspace to AWS, reducing their bill by over 75% using a GitOps approach with Terraform and container-based applications.
Built CI/CD pipelines with GitLab CI and AWS CodePipeline, developed CI/CD for infrastructure as code, and designed container-based application deployments tested and deployed through automated pipelines.
Migrated existing and new infrastructure to Terraform, created custom Git-hosted Terraform modules for application-specific cloud resources, and set up ELK monitoring and serverless applications with AWS Lambda.

Technologies: Amazon Web Services (AWS), Terraform, Docker, Continuous Deployment, Linux Server Administration, Python 3, Elasticsearch, Docker Compose, NGINX, Bash Script, Docker Hub, Kibana, YAML, DevOps Engineer, Microservices, Cyber Defense, IIS, Web Servers, Grafana

DevOps Engineer

2019 - 2020

Parallel Digital Studio

Migrated a NASDAQ/S&P 600 company's web infrastructure from Rackspace to AWS, reducing costs by more than 75%. The infrastructure, using Terraform and container-based applications, was built, tested, and deployed through GitLab CI/CD pipelines.
Developed the CI/CD or continuous integration and continuous delivery pipelines with Gitlab CI and AWS CodePipeline.
Created custom Git-hosted Terraform modules to encapsulate application-specific cloud resources to set up and tear down various environments.
Stood up ELK or Elasticsearch, Kibana, and Logstash monitoring and log aggregation stacks.
Automated processes using scripting languages such as Python, PowerShell, and Bash.

Technologies: Amazon Web Services (AWS), ELK (Elastic Stack), Python, GitLab, Docker, Terraform, AWS CloudFormation, AWS Command Line Interface (CLI), Amazon RDS, AWS IAM, Penetration Testing, Security, Ubuntu, DevOps, Git, GitLab CI/CD, Docker Compose, NGINX, Bash Script, Docker Hub, Kibana, YAML, DevOps Engineer, Microservices, Cyber Defense, IIS, Web Servers, Grafana

Contract DevOps Engineer

2019 - 2019

StormFree Cloud Corporation

Worked with a remote DevOps team to help build Turnkey solutions on AWS using Kubernetes, Ansible, and Packer.
Deployed microservices to Kubernetes through custom Helm charts while deploying microservices through custom Helm charts.
Hardened and secured the base infrastructure Docker containers using Packer.
Built and maintained high-performance, high-availability Kubernetes clusters.

Technologies: Docker, Ansible, Packer, Kubernetes, AWS Command Line Interface (CLI), Amazon RDS, AWS IAM, Ubuntu, DevOps, Amazon Web Services (AWS), Consul, Git, Linux Server Administration, Docker Compose, VM, NGINX, Bash Script, Docker Hub, YAML, DevOps Engineer, Microservices

Operations Engineer

2014 - 2019

Postmedia

Built AWS infrastructure through Ansible, automated developer code deployments through Jenkins, and supported and monitored web resources using Grafana, ELK Stacks, Nagios, and Icinga.
Helped migrate 100+ small-medium-sized community websites across Canada from on-prem to AWS in a month, working with multiple stakeholders, including developers, QA, product, and project managers.
Assisted in building and testing infrastructure for applications powering some of Canada's largest media websites, created internal tools to reduce costs and streamline processes, and automated MySQL upgrades and server migrations.

Technologies: Amazon Web Services (AWS), Ansible, Jenkins, Python, Continuous Deployment, Linux Server Administration, MySQL, Python 3, Debian, Redis, Apache2, MongoDB, Elasticsearch, JavaScript, VM, NGINX, Bash Script, IIS 10, Kibana, MariaDB, Typekit, DevOps Engineer, Windows PowerShell, Microservices, Web Servers, Grafana

Operations and DevOps Engineer

2014 - 2019

Postmedia Network

Helped migrate over 100 small and medium-sized community websites across Canada from on-prem to AWS in a month. The infrastructure was built out and configured with Ansible and deployed via Jenkins.
Assisted in building and testing the infrastructure of applications that power some of the largest media websites in Canada, including Nationalpost.com.
Built a web crawler with Scrapy to collect SEO metrics on our websites to better inform the newsroom on how our content performs and how to improve key metrics.
Monitored and diagnosed server issues using products such as AppDynamics, Grafana, Nagios, Amazon CloudWatch, and New Relic.
Automated MySQL upgrades, including optimizations to server and database instances and scripted Windows and Linux server migrations.
Created multiple iterations of site speed projects to improve website performance, focusing on ATF above the fold.
Created internal and external tools to significantly reduce cost, save time, and streamline processes.

Technologies: Amazon Web Services (AWS), Linux, Jenkins, Python, Ansible, AWS Command Line Interface (CLI), Amazon RDS, AWS IAM, Ubuntu, DevOps, Git, Continuous Deployment, Linux Server Administration, MySQL, Python 3, Debian, Redis, Apache2, MongoDB, Elasticsearch, JavaScript, VM, NGINX, Bash Script, IIS 10, Kibana, MariaDB, Typekit, DevOps Engineer, Web Servers, Grafana

Experience

Migrated a NASDAQ/S&P 600 Company's Web Infrastructure

https://www.daveandbusters.com/

Migrated a NASDAQ/S&P 600 company's web infrastructure from Rackspace to AWS, reducing their bill by over 75%. Infrastructure was created with a GitOps approach using Terraform and containers-based applications built, tested, and deployed through GitLab CI/CD pipelines.

Infrastructure Setup and Migration of 100+ Small-medium-sized Sun Media Community Websites

https://torontosun.com/

Helped migrate 100+ small-medium-sized community websites across Canada from on-prem to AWS in a month. Infrastructure was built out and configured with Ansible and deployed via Jenkins. Worked with multiple stakeholders, including developers, QA, product, and project managers.

Node.js Anagram Application Built and Deployed with Terraform on AWS

https://github.com/draalin/anagram-app-infrastructure

An example Node.js Anagram application built and deployed with Terraform onto AWS. Using GitHub Actions as our CI/CD pipeline to manage the deployment of our infrastructure and application.
The infrastructure contains a standalone VPC, public and private subnets, auto-scaling capabilities, and a single point of entry handled by an application load balancer.

Serverless Architecture with AWS, Terraform, and GitHub Actions

https://github.com/draalin/tylerbailey.com

A live working example of serverless architecture built out with Terraform, deployed to GitHub Actions (CI/CD) onto AWS. Using a combination of Lambda functions and API Gateway to handle any dynamic requests. At the same time, keeping the front end hosted on S3 with CloudFront in front.

AWS Infrastructure for SimplicityLab420

Through a combination of Terraform, CloudFormation, and GitHub Actions built the infrastructure for SimplicityLab420 which is a dedicated Cloud-based laboratory execution system and is a part of the larger workflow of Laboratory Automation Solutions in Cannabis & Hemp.

Cloud Migration of Microservices

Migrated and rebuilt the infrastructure from one cloud platform to another for the PKeye Mobile Operations Monitor, which provides researchers with around-the-clock access to their automated liquid handling workstation by integrating on-deck cameras with the PKeye™ cloud-based platform.

This process involved the migration from another cloud provider over to AWS through the AWS Migration Acceleration Program (MAP).

Unioverse NFT

A web-based project using various AWS services deployed through Terraform and Jenkins. It is a website for the video game industry where users can choose their own heroes in a sci-fi world through various NFTs.

Education

2012 - 2014

Bachelor of Technology Degree in Computing and Information Technology

McMaster University - Hamilton, Ontario

2007 - 2011

Ontario College Advanced Diploma in Network Engineering and Security Analyst

Mohawk College - Hamilton, Ontario

Certifications

JULY 2020 - PRESENT

Certified Rancher Operator: Level One

Rancher Labs

JUNE 2019 - JUNE 2022

AWS Certified Cloud Practitioner

Amazon Web Services (AWS)

Skills

Libraries/APIs

Node.js, Google Tag Manager API

Tools

AWS Fargate, Terraform, GitLab CI/CD, Docker Compose, Amazon Elastic Container Service (ECS), AWS Command Line Interface (CLI), AWS IAM, AWS CodeBuild, AWS CodeDeploy, ChatGPT, ELK (Elastic Stack), Grafana, AWS CloudFormation, Amazon Elastic Block Store (EBS), NGINX, Git, Subversion (SVN), Docker Hub, Tmux, Istio, Amazon Simple Email Service (SES), Amazon EKS, Amazon WorkSpaces, Beanstalk, AWS Directory Service, OpenTofu, GitLab, Packer, GitHub, MQTT, Jenkins, Ansible, Kibana, Jira, Typekit, Amazon CloudWatch, AWS ELB, Claude, Amazon Virtual Private Cloud (VPC), Claude Code, Microsoft Copilot, Sentry

Paradigms

DevOps, Continuous Delivery (CD), Continuous Deployment, Load Testing, Microservices, Continuous Integration (CI), HIPAA Compliance, DevSecOps, Penetration Testing

Platforms

Amazon, Docker, Ubuntu, Amazon Web Services (AWS), AWS ALB, Kubernetes, Linux, Debian, AWS IoT, Blockchain, CrowdStrike, AWS Elastic Beanstalk, Rancher, Amazon EC2, AWS Lambda, Apache2, Azure, Google Cloud Platform (GCP), New Relic, Windows

Languages

Python 3, Bash Script, Bash, Python, YAML, JavaScript

Storage

Amazon EFS, PostgreSQL, MySQL, Redis, Datadog, Elasticsearch, Amazon DynamoDB, MongoDB, MariaDB, Amazon S3 (AWS S3)

Frameworks

Next.js, React Native, Serverless Framework, Windows PowerShell

Other

Infrastructure as Code (IaC), AWS DevOps, DevOps Engineer, Amazon RDS, AWS VPN, Cloud Migration, Cloudflare, Autoscaling, Load Balancers, AWS CodePipeline, Web Servers, AWS Certified Solution Architect, Machine Learning Operations (MLOps), Linux Server Administration, VM, Consul, Web Application Firewall (WAF), GitOps, Elastic Load Balancers, IT Security, Networks, IIS, Aerospace & Defense, Cyber Defense, ECS, Internet of Things (IoT), IIS 10, CI/CD Pipelines, Serverless, Lambda Functions, Web Security, IoT Security, RHEL, OpenAI, Artificial Intelligence (AI), Microsoft Copilot Pro, Amazon Route 53, AWS NAT Gateway, Google Container Engine, Google Tag Manager, Gemini, GitHub Actions, Security, Cloud Architecture, Virtual Private Cloud (VPC), Machine Learning

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