---
title: 'Senior DevOps Engineer at Railsware'
canonical: 'https://feeny.ai/job/senior-devops-engineer-railsware-remote-znezn408k00s'
type: 'job'
last_seen: '2026-10-19'
---

# Senior DevOps Engineer at Railsware

- **Company:** Railsware
- **Location:** Remote
- **Work type:** remote
- **Posted:** 2026-08-13
- **Last confirmed live:** 2026-10-19
- **Apply:** https://job-boards.eu.greenhouse.io/railsware/jobs/4951385101

## Job description

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)

Strongly preferred

- 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

## Responsibilities day-to-day

- 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

Migration leadership

- 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

## About Railsware

## Company Overview
- **One-liner**: A product studio that builds SaaS tools for developers, marketers, and teams, while also offering consultancy services to craft web and mobile products for clients.
- **Entity Type**: Private (Bootstrapped)
- **Headquarters**: Krakow, Poland
- **Founded**: 2007
- **Founders**: Yaroslav Lazor (CEO) and three other tech-savvy enthusiasts (names not publicly disclosed)

## Core Business
- Primary industry/industries: Software Development, SaaS, Product Studio
- Target customers: B2B (developers, marketers, analysts, product teams, enterprises)
- Mission statement: “Influence the way companies are managed through the proven approaches and the products we build. Expand Railsware formula to the industry with leverage of reputation and market visibility.”

## Products & Services
- **[Mailtrap.io](https://mailtrap.io)**: An email testing platform (SaaS) for developers to safely test, preview, and debug email sending in staging/dev environments. Includes Email API and Email Sandbox.
- **[Coupler.io](https://coupler.io)**: A data integration and automation platform (SaaS) that enables marketers, analysts, and ops teams to import data from over 60+ sources into spreadsheets, BI tools, and databases.
- **[TitanApps.io](https://titanapps.io)**: A suite of Jira and Atlassian marketplace apps — including Smart Checklist, an AI-powered assistant (Telos) for Jira configuration, and other productivity tools for project management teams.
- **Consultancy Services**: Custom web and mobile product development for clients (B2B), using Rails, React, mobile, and other modern stacks. Notable client work includes supporting **Calendly** from ideation to a $3.5 billion business, and building a trading terminal platform called **TradeZella** (a trading journaling and educational platform).

## Market Standing
- **Valuation**: Not publicly available (private, bootstrapped). Goal is to turn Railsware Product Studio into a $10 billion venture.
- **Annual Revenue**: $159.1K (reported by LinkedIn, likely underestimated or a fraction of actual due to bootstrapped structure)
- **Total Funding**: $60.0K (reported by LinkedIn; likely in-house or seed round)
- **Notable Investors/Partners**: Bootstrapped — no external VC investors. Key partnerships include **Atlassian** (marketplace), **Google** (acquired client BrightBytes), and **Calendly** (former client).
- **Growth Signals**: Products Mailtrap, Coupler.io, and TitanApps have a multi-million user base; actively expanding Trading Terminal product; growing in the Jira/AI automation space with Telos assistant. Headcount is 156 employees (down -7.7% YoY).

## Competitive Advantages
- **Product Studio Model**: Combines in-house product development with client services — allowing cross-pollination of ideas, technology, and craft.
- **Bootstrapped Independence**: No VC pressure — focused on sustainable growth, quality over quantity, and long-term value.
- **Deep Expertise in Atlassian Ecosystem**: TitanApps (Smart Checklist, Telos) gives a niche moat in Jira/JSM automation.
- **Remote-first, Fully Distributed**: Operates across 25+ countries with a strong culture of asynchronous communication, flexibility, and ownership.
- **High Employee Retention**: Average tenure of 5+ years — strongly positive signal for job seekers.

## Strategic Focus
- **AI-driven Jira automation**: Expanding Telos, an AI assistant for Jira configuration, targeting the large Atlassian services market.
- **Trading Platform (TradeZella)**: Building a full featured trading journal/replay tool for prop firms and individual traders — a new high-growth vertical.
- **Scaling product revenue**: Growing Mailtrap, Coupler.io, and TitanApps towards a $10B valuation goal.
- **Deepening product studio formula**: Using consultancy to fund product innovation and vice versa.

## Why Work Here
- **Remote-first & Flexible**: Railswarians live in 25+ countries — fully remote, no fixed schedule, asynchronous communication.
- **Generous Time Off**: 34 paid days off per year (24 vacation + 10 national holidays).
- **Smart Expense Policy**: An addition sum for workstation, health, learning — “No questions asked” (no bureaucracy).
- **Life-Work Balance**: Strong policy against working on weekends, holidays, or outside agreed hours.
- **Strong Team Culture**: “I don’t have to carry everything on my shoulders” — experienced, motivated, and accountable peer group. Open feedback, transparency, and holacratic team structure.
- **Growth Support**: Individual development plans, conferences, and a culture that encourages learning any skill relevant to your role.
- **Secure Equipment**: You choose your workstation.
- **Hiring Practices**: Values ownership, empathy, transparency, and quality. Typical hires are senior-level (Full-Stack, QA, Account Managers, etc.).
- **Engineering Culture**: Spec-driven development; early-stage involvement in product decisions; technology stack includes Rails, React, mobile, and modern cloud infra.

## Sources
1. [Railsware About Page](https://railsware.com/about/)
2. [Railsware Careers Page](https://railsware.com/careers/)
3. [Railsware Handbook (Reasons to Join Us)](https://railsware.com/handbook/reasons-to-join-us/)
4. [LinkedIn Company Profile](https://www.linkedin.com/company/railsware)

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