We are looking for a Senior DevOps Engineer to join our team!
You will own and evolve Mailtrap's production infrastructure — a multi-region AWS platform powering high-volume email sending and testing. You will keep it reliable, secure, and cost-efficient day to day.
You will also lead a key strategic initiative: planning and executing a partial migration of selected workloads from AWS to rented bare-metal / colocation infrastructure to cut costs — a hybrid-by-design effort, not a full cloud exit.
You will decide what moves and what stays, design the target platform (likely Kubernetes or a similar orchestrator on bare metal), and own the migration end to end, from business case to cutover.
Our engineering team thrives in an agile, continuously improving, and automation-oriented environment. We value ongoing evolution, objective evaluation of our processes, and taking action to make things better.
Must have skills- 5+ years DevOps/platform (senior), production ownership
- Deep AWS (VPC, ECS, IAM, RDS/ElastiCache or equivalents, networking)
- Terraform at scale (modules, remote state / Terraform Cloud)
- CI/CD with GitHub Actions, including automated deploys to production (e.g. blue/green deployments)
- Containers (Docker); comfortable operating services on ECS or K8s
- Strong Linux networking (DNS, TLS, load balancing, firewalls, VPN/hybrid)
- Proven experience planning and executing migration to on-prem, colo, or private cloud (partial/hybrid OK — full exit not required)
- Comfortable owning a multi-quarter infra initiative: TCO, design, vendors, cutover, rollback
- Comfortable automating operational tasks with shell and/or Python
- Fluent English (both spoken and written)
- Colo/bare-metal ops: IPAM (NetBox), Ansible, image-based provisioning (Packer or equivalent), HAProxy/Nginx
- Replacing managed AWS services with self-hosted (Postgres HA, Redis/Valkey, Kafka, OpenSearch)
- Email infrastructure (MTA, SMTP, IP reputation, DKIM/SPF/DMARC) — Halon or similar
- Cloudflare (DNS/WAF/Access)
- Observability beyond CloudWatch (Prometheus/Grafana/Loki or equivalent)
- Prior work with multi-region SaaS or EU data residency
- Cost-driven architecture / FinOps mindset
Would be a plus
- GCP (BigQuery/certificates)
- Comfortable reading Ruby or Go (used in our services and tooling)
- AWS Certificates
- Operate and evolve AWS multi-account / multi-region infra
- Terraform modules/workspaces
- Ensure safe infrastructure changes across network, storage, and services, with zero-downtime deployments.
- ECS services, blue/green deploys, Docker image pipelines
- Reliability: CloudWatch/PagerDuty/Sentry, capacity, cost tags
- Security baseline: IAM, secrets (SSM), Cloudflare edge rules
- Partner with engineers on release automation and production readiness
- Maintain the hybrid estate (AWS and rented bare metal) as one operable platform
- Build the business and technical case for what moves off AWS vs what stays
- Design the rented bare-metal / colo landing zone (compute, network, storage, observability, secrets)
- Produce migration waves, dependency maps, cutover/rollback plans
- Stand up hybrid connectivity and dual-run periods; shift traffic safely (e.g. via Cloudflare)
- Replace or re-home managed services where it pays off (compute, queues, search, cache, MTA nodes)
- Coordinate colo/vendors, timelines, and eng teams; report progress and risk
Skills Required
- 5+ years DevOps/platform experience with production ownership
- Deep AWS knowledge (VPC, ECS, IAM, RDS, ElastiCache or equivalents)
- Terraform at scale (modules, remote state / Terraform Cloud)
- CI/CD with GitHub Actions and automated production deploys (blue/green)
- Containers (Docker); experience operating services on ECS or Kubernetes
- Strong Linux networking (DNS, TLS, load balancing, firewalls, VPN/hybrid)
- Proven experience planning and executing migrations to on-prem/colo/private cloud (partial/hybrid)
- Experience owning multi-quarter infrastructure initiatives: TCO, design, vendors, cutover, rollback
- Ability to automate operational tasks with shell and/or Python
- Fluent English (spoken and written)
What We Do
Railsware is a product studio with two main focuses – Railsware products and consultancy services. Railsware Products: Mailtrap.io, Coupler.io, and TitanApps.io were initially created as simple in-house tools. They quickly got recognition in the community and became commercial products with a multi-million user base, steady growth, and ambitious plans. As for consultancy services, we build great web and mobile solutions focusing on clients’ essential business objectives, creating value for the end-users, and ensuring products’ steady growth. No matter what products Railsware is working on, we always stick to the three simple principles: 🔸 do what makes sense 🔸 take responsibility 🔸 improve and share your craft As a result, we can boast of many successful products that help people on various levels. Like these: 🔹Calendly - an online appointment scheduling platform that we’ve been supporting from the ideation to a $3.5 billion business. 🔹BrightBytes - a research-based decision support platform. Railsware extended the BrightBytes tech team to help build complicated parts of projects till the moment when Google acquired BrightBytes. 🔹DoctorOnlineUA - a free online platform for Ukrainians who require physical and mental health advice but don’t have access to qualified medicine. During the first six months, more than 1600 consultations have been held for free. At Railsware, we value freedom, remote and a flexible schedule, and a balanced workload. We guarantee easy-going onboarding, a clear but flexible development plan, and the ability to take responsibility for decision-making through a holacratic team structure. No wonder, an average Railswarian stays in the company for around 5 years! We invest in building a strong team choosing people who care about their work and are dedicated to their projects. Is that what you were looking for? Join Railsware now, find your new Career Match - https//railsware.com/careers
