📍 Location: Remote (USA or Canada-based)
💼 Type: Full-time
💰 Compensation: $110,000 - $250,000 (subject to qualifications and experience) + equity + premium benefits

At most companies, frontend engineers are treated like decorators — taking mockups from design and wiring them into place. At Files.com, frontend engineering is core to how our platform works and scales.

The Frontend Engineer at Files.com owns the frontend layer of our platform, including interfaces built in React that interact with APIs handling hundreds of requests per second. This is not a narrow role. Engineers here work across projects that touch web, desktop, mobile, and internal tools — with the authority to shape architecture and the opportunity to dive into any layer of the stack.

This is a high-impact, high-autonomy position where your work will be directly experienced by thousands of users every day, including some of the world’s biggest brands. You’ll collaborate closely with backend engineers, designers, and product managers to build interfaces that make complex IT workflows feel intuitive and fast.

And unlike siloed roles in big enterprises, you’ll bounce across projects, own meaningful outcomes, and contribute to open-source efforts. Files.com is a flat, engineering-first culture where initiative is rewarded and engineers have the freedom to shape their craft.

Who We Are

We’re Files.com, a profitable, founder-led SaaS company powering secure file transfer and automation for 4,000+ brands you know: Marc Jacobs, GrubHub, Michelin, Hot Topic, Stamps.com, Planet Fitness, KFC, and more.

We’ve built a $35M+ business with just 70 people by hiring smart, disciplined, high-output teammates who act fast and own outcomes. Backed by $46.5M from Riverwood Capital, we’re scaling intentionally — and this role is a critical part of that growth.

Most importantly: Files.com is an engineering-first company. Our founder and CEO is an engineer himself, still deeply engaged in the craft. That means decisions are made with technical quality in mind, engineers have a direct line to leadership, and building systems that last is the cultural default.

What Makes This Role Different

⚡ Not Just Frontend: While we need strong frontend expertise, engineers here contribute across the stack — mobile, desktop, backend, and even open-source projects.
🚀 Serious CI/CD: We use GitLab for CI/CD with a sophisticated deployment pipeline on Vercel + AWS. Engineers ship with confidence, speed, and reliability.
🧪 Testing Built for Productivity: We invest heavily in Jest and Cypress for unit and integration testing. Everything is designed to maximize your velocity, not slow you down. Testing here is an accelerant, not a drag.
📚 World-Class Training & Documentation: Our internal Engineering Training Guide is nearly a million words long, and everything we build is thoroughly documented. You’ll never be stuck without guidance.
🛡 Scale + Reliability: You’ll work on systems that handle hundreds of millions of API calls a day, moving data for thousands of enterprise customers. Testing, reliability, and maintainability aren’t afterthoughts — they’re the foundation.
🤝 Engineer-First Culture: You’ll have an entire engineering team at your back. Files.com is built for engineers, by engineers. Every tool, every system, every process is designed to make you more productive.
🌱 Proven Growth Path: Our engineering managers all grew from within. Many engineers here expand beyond frontend into mobile, backend, or platform ownership. The growth path isn’t just open — it’s expected.

Some Examples of Projects Our Developers Have Recently Completed

• Universal Metadata Extractor: Built a scalable pipeline that extracts and normalizes metadata from dozens of file types so customers can search, tag, and audit files with precision.
• SSO Everywhere: Expanded our identity layer to support SCIM provisioning and passwordless authentication across all integrations.
• Streaming File Previews: Delivered a system for on-the-fly video and audio previews that stream instantly in-browser.
• Cross-Cloud Automation: Extended our orchestration engine to support real-time workflows across SharePoint, Box, and Google Drive.

Some Projects Our Developers Will Tackle in the Next 6–12 Months

• AI-Powered Content Discovery: Implementing semantic file search using vector embeddings for meaning-based file discovery.
• Zero-Trust Sharing: Designing ephemeral file access links with advanced device posture and geolocation constraints.
• Next-Gen Sync: Rebuilding our sync layer to support multi-directional, conflict-aware synchronization at petabyte scale.
• Observability at Scale: Rolling out a monitoring framework with distributed tracing for real-time visibility into file flows and API calls.
• Policy as Code: Enabling IT teams to define and enforce security and retention rules in version-controlled code.

What You’ll Actually Do

• Build & Scale: Develop robust frontend features using React and TypeScript.
• Architect Systems: Help design scalable, maintainable frontend architectures.
• Ship Components: Build and evolve shared component libraries that improve consistency and velocity.
• Collaborate: Work with backend, design, and product to deliver cohesive, end-to-end experiences.
• Write Great Code: Participate in reviews, improve documentation, and raise the bar for clarity and maintainability.
• Optimize Performance: Ensure responsiveness, accessibility, and speed across the platform.

Who Thrives in This Role

✅ Engineers who want to solve complex UI and scale problems — building interfaces that handle hundreds of millions of API calls daily.
✅ Builders who care about pixel-perfect detail and maintainable code, not just wiring mockups together.
✅ Polyglot thinkers who love React/TypeScript but also want to explore mobile, backend, or infrastructure projects.
✅ People who thrive in a high-trust, flat team where initiative and ownership are expected.
✅ Engineers who enjoy contributing to shared component libraries and open-source projects that raise the bar for everyone.

Your Growth Path

Frontend Engineers at Files.com don’t stagnate. Many start in React, then expand into:

• Technical Leadership — owning major front-end systems and mentoring others.
• Cross-Platform Engineering — contributing to mobile apps, desktop clients, and backend services.
• Staff/Principal Tracks — tackling architecture challenges across scale, performance, and design systems.
• Open-Source Impact — shaping the ecosystem through reusable tools, libraries, and contributions.

Every single engineering manager at Files.com was promoted internally. Growth isn’t a promise here — it’s a proven track record.

Perks & Benefits

🩺 100% Paid Health, Dental & Vision (75% for family)
💸 401(k) with 4% Company Match
📈 Equity Grants for Every Employee
🍼 Paid Parental Leave
🌴 20 PTO Days + 11 Holidays + Full Company Winter Break
💰 $1,000 Signing Bonus + Modern Apple Laptop + Anniversary Gifts
✈️ Team Travel to NYC, Austin, Nashville, Miami, and more

Bottom Line: This is a high-visibility, high-leverage engineering role where your work shapes the experience of thousands of enterprise users. If you want daily variety, the freedom to explore beyond frontend, and a fast-growth environment that rewards ownership, this is your seat.

📍 Location: Downtown Austin, TX or Old Town Scottsdale, AZ (In-Office); Remote considered for the right candidate
💼 Type: Full-time, Executive Leadership
💰 Compensation: World-class executive pay + equity + premium benefits

At most companies, IT is seen as a back-office support function. Reset passwords. Approve access. Keep the WiFi working. Not here.

At Files.com, IT is a mission-critical driver of security, productivity, and operational excellence. As our VP of Information Technology, you will own the entire internal technology ecosystem that powers a fast-scaling SaaS company. This isn’t just about support—it’s about strategy, systems, and building an environment where 100% of our people can do their best work every day.

This is a hands-on executive role. You’ll set vision, but you’ll also roll up your sleeves. You’ll design systems that scale, eliminate friction in how we work, and keep our people secure without slowing them down. From device management and SaaS tools to automation, compliance, and employee experience, IT at Files.com is not an afterthought—it’s a lever for growth.

We’re looking for a leader who thinks like an engineer, acts like an operator, and delivers like an owner. If you’ve ever dreamed of stepping into a VP-level role where you can shape the future of internal IT at a profitable, growing SaaS company—this is it.

Who We Are
We’re Files.com, a profitable, founder-led SaaS company powering secure file transfer and automation for 4,000+ global brands you know: Target, Canonical, UPS, Leica, DirecTV, GoPro, Marriott, and more.

We’ve built a $35M+ business with just 70 people by hiring smart, disciplined, and high-output teammates who act fast and own outcomes. Backed by $46.5M from Riverwood Capital, we’re scaling with discipline—and this role is central to that growth.

We are open to candidates based in our Austin, TX or Scottsdale, AZ offices, and we also welcome remote candidates who bring the right level of seniority and impact. We trust our leaders to choose the environment where they do their best work.

Our Austin office is downtown with sweeping views of the Capitol, a gym, and all the amenities of a world-class workspace. Our Scottsdale office is in the heart of Old Town, with huge windows ☀️, craft coffee ☕️, free drinks, and catered breakfast every day 🍳🥓—plus direct access to some of the best lunch and happy hour spots in the city.

Twice a year, we bring the entire company together for energizing off-sites in cities like New York, Nashville, Miami, and San Diego.

Strategic Mandate and Clear Scope
This role is 100% focused on internal systems, tools, and security. You’ll own:

• All internal SaaS platforms, hardware, device management, and user lifecycle tooling.
• Internal compliance, access control, and IT security measures.
• Productivity and support processes for every employee.

This role does not touch customer-facing infrastructure. Where there’s overlap, you’ll collaborate with—and ultimately defer to—the Engineering organization.

What We’re Looking For

Cultural and Values Alignment

This role is a live test of our core values. The right candidate embodies:

• Communicate Well – Make complex topics simple, triage with empathy, and align cross-functionally.
• Make It Effortless – Remove friction. Build systems that feel seamless, not burdensome.
• Innovate Constantly – Be curious, proactive, and always looking for better ways forward.

We also expect our leaders to model our people values: tenacity to close, personal integrity, and a deep respect for teamwork.

Key Traits and Expectations

• Appreciates the Foundation – Our current systems work. They got us here. You’ll respect the tradeoffs made along the way, learn the “why,” and deliver incremental improvements before major change.
• Seeks Early Wins – You’ll establish credibility by delivering low-friction, high-impact improvements within your first 30–90 days. Early wins matter.
• Thinks Like a Builder – You’re here to eliminate chaos, not manage it. You’ll design scalable systems and repeatable strategies that improve with scale and stand the test of time.

Skills and Experience You Bring

• Deep comfort in an Apple-native environment.
• Proven hands-on experience with MDM platforms, including building custom deployment packages and scripts.
• Fluency in IT security and compliance practices: access logging, SSO/LDAP, and policy design.
• Experience building zero-downtime onboarding/offboarding systems.
• An automation-first mindset: if it can be scripted, it should be.
• Ability to “speak engineer” — collaborate with technical teams, contribute scripts, and partner effectively with Engineering leaders.

Security Philosophy

Files.com has a unique security posture: we expect to outperform companies 10x our size—without sacrificing productivity. That means:

• No security theater.
• No broken experiences in the name of compliance.
• No tolerance for sloppy execution.

Your job is to protect the business as aggressively as possible, while keeping security invisible to employees. If something feels like friction, we revisit it.

What You’ll Actually Do

• Own internal IT strategy in a Mac environment: SaaS management, device control, access systems, and user lifecycle processes.
• Design and enforce seamless security systems: real protection, zero friction.
• Automate relentlessly: provisioning, onboarding, patching, compliance, and help desk workflows.
• Lead help desk operations: build systems that resolve issues quickly and proactively support employee productivity.
• Oversee core platforms: Google Workspace, Microsoft 365, Slack, Zoom, Greenhouse, Help Scout, and more.
• Champion compliance: lightweight but powerful access controls and policy frameworks that keep us audit-ready.
• Collaborate with Engineering: contribute scripts, coordinate infrastructure needs, and act as a bridge between IT and dev teams.
• Deliver early wins: identify high-impact improvements in your first 90 days and build trust fast.

What Success Looks Like

• Internal IT systems are automated, scalable, and invisible to most employees—because they just work.
• Security is seamless, effective, and friction-free.
• Help desk tickets are rare, handled quickly, and often prevented before they happen.
• Employees consistently describe their IT experience as “effortless.”
• Files.com meets compliance standards without chaos, confusion, or red tape.
• Engineering trusts you as a true partner who speaks their language and gets things done.
• Leadership sees IT not as overhead, but as a growth driver.

Who Thrives in This Role

• ✅ You see IT as a systems design challenge, not a support queue
• ✅ You think like an engineer and automate everything you touch
• ✅ You’re obsessed with security but allergic to friction
• ✅ You can lead at the executive level while staying hands-on when needed
• ✅ You thrive in fast-moving, disciplined environments where ownership is the culture
• ✅ You’re a Mac-native expert who lives and breathes the Apple ecosystem

Why This Role is Exciting

This is a rare opportunity to step into a VP-level role at a profitable, founder-led SaaS company where IT isn’t an afterthought—it’s a strategic driver of growth. You’ll have the authority, resources, and executive visibility to design systems that scale and shape our operations for years to come.

Unlike many IT leadership roles, this one is 100% focused on internal excellence. You won’t be putting out fires for customers. You’ll be building deeply—future-proofing our internal systems, enabling our people to do their best work, and collaborating directly with senior leadership on the strategy that powers the company.

If you’re a strategic IT leader who’s ready to build, automate, and elevate—while sitting in a VP seat that actually matters—this is your opportunity.

Perks & Benefits

• 🩺 100% Paid Health, Dental & Vision (75% for family)
• 💸 401(k) with 4% Company Match
• 📈 Equity Grants for Every Employee
• 🍼 Paid Parental Leave
• 🌴 20 PTO Days + 11 Holidays + Full Company Winter Break
• 💰 $1,000 Signing Bonus + Modern Apple Laptop (Mac-only environment) + Anniversary Gifts
• ✈️ Team Travel to NYC, Austin, Nashville, San Diego, and more

Bottom Line: If you want an executive role where you can make IT strategic—not reactive—this is it. You’ll own the systems that power the entire business, shape the future of how we work, and prove that world-class IT can be seamless, secure, and a driver of growth.

📍 Location: Remote (USA Only)
💼 Type: Full-time
💰 Compensation: $110,000 - $250,000 (subject to qualifications and experience) + equity + premium benefits

Every day, Files.com executes hundreds of millions of API calls for thousands of enterprise customers — from Fortune 500 giants to the fastest-growing startups. Powering that kind of scale takes infrastructure that is fast, resilient, and secure — and building it is the job of our Infrastructure Engineers.

This isn’t maintenance. This isn’t firefighting. This is engineering at the core of the business. Infrastructure Engineers at Files.com design and build the systems that make everything else possible: cloud-native services, proprietary synchronization engines, observability pipelines, and security frameworks that outperform companies 10x our size.

The Files.com engineering culture also places a strong emphasis on open source. Engineers are encouraged to engage with and contribute to the broader ecosystem, using their work to advance not just Files.com but the state of engineering practice more broadly.

Files.com operates as a flat, high-trust engineering organization. Engineers are not narrowly siloed; they are empowered to take ownership of projects wherever their skills and interests align with business needs. Many of the company’s most impactful engineers began as infrastructure-focused but have since contributed significantly to cross-platform initiatives. This breadth of exposure and autonomy is consistently cited as one of the most rewarding aspects of engineering at Files.com.

As Files.com continues to scale, this role provides exposure to high-scale architecture, system performance, and cross-functional collaboration. It offers clear growth paths into technical leadership, platform ownership, full-stack or staff-level engineering, and contributions that shape both the company’s product and the open source community.

In short: this is a high-autonomy, high-impact role for builders who want to create infrastructure that lasts, scales, and enables product excellence.

Who We Are

We’re Files.com, a profitable, founder-led SaaS company powering secure file transfer and automation for 4,000+ brands you know: Marc Jacobs, GrubHub, Michelin, Hot Topic, Stamps.com, Planet Fitness, KFC, and more.

Our CEO is an engineer and remains deeply involved in the engineering team. Files.com has built a $35M+ business with just 70 people by hiring smart, high-output teammates who own outcomes and raise the bar. Backed by $46.5M from Riverwood Capital, we’re scaling intentionally — and Infrastructure is at the heart of that growth.

What Makes This Role Different

⚡ High-Impact Infrastructure: You’ll build systems that directly power file transfer, security, scaling, and automation for thousands of enterprise customers.
🛠️ Builder’s Mentality: This isn’t about maintaining legacy systems. It’s about architecting and delivering infrastructure as product.
🌍 Breadth of Exposure: You won’t be siloed. Files.com engineers often move fluidly between infrastructure, backend services, mobile apps, desktop clients, and databases.
🤝 Flat, High-Trust Culture: Every engineer has the authority to make an outsized impact. Ownership and autonomy aren’t slogans — they’re how we operate.
🌐 Open Source Contribution: Our engineering culture encourages contributions that benefit not just Files.com, but the broader ecosystem.
📈 Proven Growth Paths: All of our engineering managers were promoted from within. Infrastructure Engineers here grow into technical leadership, platform ownership, or staff-level roles.

What You’ll Actually Do

• Infrastructure Architecture: Design and implement cloud-native infrastructure that powers core product capabilities at scale.
• Systems Development: Build proprietary solutions (sync engines, observability pipelines, DNS management systems) that differentiate Files.com.
• Performance & Reliability: Engineer infrastructure for speed, resilience, and maintainability across high-volume, distributed workloads.
• Security & Compliance: Implement security layers, access control, and compliance automation without adding developer friction.
• Automation & Tooling: Reduce manual operations to zero by improving automation with Terraform, Chef, and related tools.
• Operational Excellence: Participate in on-call rotations for routine infrastructure events, while building systems that reduce incidents long-term.
• Documentation & Standards: Contribute to patterns, runbooks, and best practices that keep the team productive and efficient.

Example Projects Engineers at Files.com Work On

Here’s the kind of work Infrastructure Engineers take on:

• Building a global, multi-region deployment system that ensures zero-downtime releases across AWS and Vercel.
• Designing a next-generation observability platform with distributed tracing, structured logging, and real-time dashboards.
• Engineering a synchronization pipeline that moves terabytes of data seamlessly between Files.com and third-party cloud providers.
• Creating self-healing infrastructure that automatically recovers from failures and scales elastically with demand.
• Developing automated compliance tooling that enforces security policies without slowing down development.
• And in the next 12 months, projects will include scaling our orchestration engines to handle hundreds of millions of API calls per day, expanding region-specific deployments, and advancing our open source contributions.

Who Thrives in This Role

✅ Engineers who see infrastructure as a product — something to design, build, and evolve.
✅ Builders who thrive on autonomy and ownership, not maintenance and ticket queues.
✅ Generalists who love crossing boundaries — infrastructure today, backend or mobile tomorrow.
✅ Engineers who value testing, CI/CD, and reliability as much as shipping features.
✅ People who want to learn, grow, and contribute in a flat, high-trust organization.

Your Growth Path

Infrastructure Engineers at Files.com don’t stagnate. Many start in infrastructure, then expand into:

• Technical Leadership — owning major services and mentoring others.
• Staff/Principal Tracks — tackling company-wide architecture challenges.
• Open-Source Impact — contributing upstream improvements back to the ecosystem.

Every single engineering manager at Files.com was promoted internally. Growth isn’t a promise here — it’s a proven track record.

Perks & Benefits

🩺 100% Paid Health, Dental & Vision (75% for family)
💸 401(k) with 4% Company Match
📈 Equity Grants for Every Employee
🍼 Paid Parental Leave
🌴 20 PTO Days + 11 Holidays + Full Company Winter Break
💰 $1,000 Signing Bonus + Modern Apple Laptop + Anniversary Gifts
✈️ Team Travel to NYC, Austin, Nashville, Miami, and more

Bottom line: This is a high-autonomy, high-impact engineering role where you’ll build infrastructure that doesn’t just support the product — it defines it.

📍 Location: Remote (USA or Canada-based)
💼 Type: Full-time
💰 Compensation: $110,000 - $250,000 (subject to qualifications and experience) + equity + premium benefits

At Files.com, backend engineering is where scale and craft intersect. The Backend Ruby Engineer is responsible for systems that execute hundreds of millions of API calls every day, powering mission-critical data movement for more than 4,000 enterprise customers worldwide. This is not about tinkering at the edges — it’s about building production-grade systems where performance, resilience, and reliability are non-negotiable.

Ruby is at the heart of our stack, but this role goes far beyond Rails. Engineers here work in an advanced Ruby ecosystem that includes an internal framework, a distributed job system, Redis, Elasticsearch, and deep integrations with providers like S3 and Azure. The challenges span distributed systems, large-scale search, versioning, and security — the kind of work where Ruby shines when paired with thoughtful engineering. And for those who want to broaden their craft, there’s plenty of opportunity to contribute in Golang, Python, Java, and across the stack.

This is backend engineering at its sharpest: high-impact, high-autonomy work where the code written directly supports some of the world’s most recognizable brands.

 You’ll work with a flat, engineering-first team led by a CEO who is himself an engineer, still deeply involved in technical decisions. You’ll collaborate with peers across infrastructure, frontend, and product — and you’ll have the authority to dive into any layer of the stack when it makes sense.

And unlike siloed roles in big enterprises, you’ll bounce across projects, own meaningful outcomes, and contribute to open-source efforts. Files.com is a flat, high-trust culture where initiative is rewarded and engineers have the freedom to shape their craft.

Who We Are

We’re Files.com, a profitable, founder-led SaaS company powering secure file transfer and automation for 4,000+ brands you know: Marc Jacobs, GrubHub, Michelin, Hot Topic, Stamps.com, Planet Fitness, KFC, and more.

We’ve built a $35M+ business with just 70 people by hiring smart, disciplined, high-output teammates who act fast and own outcomes. Backed by $46.5M from Riverwood Capital, we’re scaling intentionally — and this role is a critical part of that growth.

What Makes This Role Different

⚡ Beyond Rails: While we started as Ruby on Rails users, our stack is built today on a custom Ruby framework, a custom-built job system (similar to Resque), Redis, Elasticsearch, and integrations with providers like S3 and Azure. You’ll push Ruby to its limits and beyond.

🚀 Serious CI/CD: We use GitLab for CI/CD with a sophisticated deployment pipeline on AWS. Engineers ship with confidence, speed, and reliability.

🧪 Testing Built for Velocity: Our Ruby stack is wired for productivity. We rely on Bundler for dependency management, RSpec and Minitest for robust testing, and Factory Bot for clean, reliable data setup. Everything is designed to give you speed and confidence in shipping — testing here accelerates, not slows you down.

📚 World-Class Training & Documentation: Our internal Engineering Training Guide is nearly a million words long, and everything we build is thoroughly documented. You’ll never be stuck without guidance.

🛡 Scale + Reliability: You’ll work on systems that handle hundreds of millions of API calls a day, moving data for thousands of enterprise customers. Testing, reliability, and maintainability aren’t afterthoughts — they’re the foundation.

🤝 Engineer-First Culture: You’ll have an entire engineering team at your back. Files.com is built for engineers, by engineers. Every tool, every system, every process is designed to make you more productive.

🌱 Proven Growth Path: Our engineering managers all grew from within. Many engineers here expand beyond backend into mobile, infrastructure, or platform ownership. The growth path isn’t just open — it’s expected.

Some Examples of Projects Our Developers Have Recently Completed

• Universal Metadata Extractor: Built a scalable pipeline that extracts and normalizes metadata from dozens of file types so customers can search, tag, and audit files with precision.
• Streaming File Previews: Delivered a system for on-the-fly video and audio previews that stream instantly in-browser.
• Job Orchestration Engine: Built a distributed Ruby job system to handle large-scale, parallel file processing with reliability guarantees.
• Cross-Cloud Automation: Extended our orchestration engine to support real-time workflows across SharePoint, Box, and Google Drive.

Some Projects Our Developers Will Tackle in the Next 6–12 Months

• AI-Powered Content Discovery: Implementing semantic file search using vector embeddings for meaning-based file discovery.
• Zero-Trust File Sharing: Designing ephemeral file access links with advanced device posture and geolocation constraints.
• Next-Gen Sync: Rebuilding our sync layer to support multi-directional, conflict-aware synchronization at petabyte scale.
• Observability at Scale: Rolling out a monitoring framework with distributed tracing for real-time visibility into file flows and API calls.
• Policy as Code: Enabling IT teams to define and enforce security and retention rules in version-controlled code.

What You’ll Actually Do

• Ship Production Code in Ruby, Golang, Java, Python, and JavaScript: Write performant, maintainable Ruby that scales.
• Own Features End-to-End: Design, implement, deploy, and support services.
• Push Beyond Rails: Work with microservices, Redis, Elasticsearch, proprietary infrastructure, and large-scale integrations.
• Collaborate Across Teams: Partner with infrastructure, frontend, and product to deliver cohesive systems.
• Elevate Quality: Contribute to code reviews, documentation, and standards that make the team stronger.
• Optimize Performance: Identify bottlenecks and build systems that are resilient, fast, and reliable.

Who Thrives in This Role

✅ Engineers who want to solve hard scale problems (hundreds of millions of API calls daily).
✅ Builders who care about clean, maintainable code — not just getting something to “work.”
✅ Polyglot thinkers who love Ruby but also want to explore Golang, Python, or full-stack projects.
✅ People who thrive in high-trust, flat teams where initiative is rewarded, not managed away.
✅ Engineers who enjoy engaging with open-source and pushing the ecosystem forward.

Your Growth Path

Backend Engineers at Files.com don’t stagnate. Many start in Ruby, then expand into:

• Technical Leadership — owning major services and mentoring others.
• Infrastructure/Platform Engineering — working on orchestration, observability, and deployment systems.
• Staff/Principal Tracks — tackling company-wide architecture challenges.
• Open-Source Impact — contributing upstream improvements back to the ecosystem.

Every single engineering manager at Files.com was promoted internally. Growth isn’t a promise here — it’s a proven track record.

Perks & Benefits

🩺 100% Paid Health, Dental & Vision (75% for family)
💸 401(k) with 4% Company Match
📈 Equity Grants for Every Employee
🍼 Paid Parental Leave
🌴 20 PTO Days + 11 Holidays + Full Company Winter Break
💰 $1,000 Signing Bonus + Modern Apple Laptop + Anniversary Gifts
✈️ Team Travel to NYC, Austin, Nashville, Miami, and more

👉 Bottom Line: This is a high-visibility, high-leverage engineering role where your work shapes the backbone of a platform used by thousands of enterprises every day. If you want daily variety, the freedom to explore beyond Ruby, and a fast-growth environment that rewards ownership, this is your seat.

📍 Location: Remote (USA or Canada-based)
💼 Type: Full-time
💰 Compensation: $110,000 - $200,000 (subject to qualifications and experience) + equity + premium benefits

Great design is rare. Great design that ships is even rarer.

Most designers stop at the mockup. They work in Figma, hand it off, and cross their fingers that Engineering executes their vision. Not here. At Files.com, we hire designers who can also ship. Designers who don’t just sketch ideas — they bring them to life in React, JSX, and advanced CSS.

This role sits at the intersection of creativity and code. It’s for someone with genuine taste — someone who knows when a design feels elegant, when typography sings, when a layout breathes. But it’s also for someone who refuses to leave great ideas stranded in a design file. At Files.com, designers own the full journey: from concept to component, from prototype to production.

Our product is used by hundreds of thousands of users every day — from Fortune 500 brands to the fastest-growing startups. That means your work won’t just sit on a Dribbble portfolio; it will shape the daily workflows of some of the most recognizable companies in the world. Every interaction you refine, every system you build, every component you document in Storybook will ripple across a massive audience.

If you’re equally at home in Figma and JSX, if you care as much about spacing systems as you do about scalability, and if you believe design is only real when it ships, then this is your canvas.

Who We Are

We’re Files.com, a profitable, founder-led SaaS company powering secure file transfer and automation for 4,000+ brands you know: Marc Jacobs, GrubHub, Michelin, Hot Topic, Stamps.com, Planet Fitness, KFC, and more.

We’ve built a $35M+ business with just 70 people by hiring smart, disciplined, high-output teammates who act fast and own outcomes. Backed by $46.5M from Riverwood Capital, we’re scaling intentionally — and this role is a critical part of that growth.

What Makes This Role Different

🎨 Creative + Technical: This isn’t “make a slide deck and hope Engineering builds it.” You’ll design and code, seeing your ideas through to production.
🚀 System Builder: You’ll create design systems, UI libraries, and patterns that last — helping everyone move faster with consistency and taste.
🔄 Iterative, Real-World Design: You’ll collaborate tightly with PMs and Engineers, test in production, gather feedback, and refine quickly. No ivory tower design work.
✨ High Bar for Taste: We care deeply about aesthetics. This isn’t just about usability — it’s about building a product that feels modern, cohesive, and delightful to use.

What You’ll Actually Do

• Interaction Design: Craft elegant, intuitive flows that make complex workflows feel simple.
• User Journey Mapping: Translate personas and use cases into frictionless product experiences.
• End-to-End Design: Take concepts from Figma to production-ready React code.
• Prototyping & Testing: Build wireframes, prototypes, and run usability tests to validate and refine ideas.
• UI Components: Create menus, tabs, tables, and widgets that are reusable, consistent, and scalable.
• Frontend Implementation: Write JSX and advanced CSS in our React codebase — not just hand off.
• Design Systems: Document and maintain UI in Storybook.js so that our components scale across teams and features.

What Success Looks Like

• New features feel intuitive on Day 1, with minimal user confusion.
• Designs are not only usable but visually impactful — customers describe the UI as modern, polished, and easy to navigate.
• Components you create become part of the broader design system, used across multiple parts of the app.
• Usability testing consistently validates your design choices and surfaces clear improvements.
• Engineers and PMs trust you to deliver designs that are practical, scalable, and production-ready.

Who Thrives in This Role

✅ Brings a refined visual sensibility and a strong eye for detail — knows the difference between “good enough” and “exceptional.”
✅ Balances originality with structure, creating designs that are both imaginative and scalable.
✅ Comfortable moving between design tools (Figma, Sketch, Adobe Suite) and production code (React, JSX, CSS).
✅ Obsessed with creating systems that last: design systems, component libraries, repeatable patterns.
✅ Energized by shipping work, gathering feedback, and iterating fast.

Perks & Benefits

🩺 100% Paid Health, Dental & Vision (75% for family)
💸 401(k) with 4% Company Match
📈 Equity Grants for Every Employee
🍼 Paid Parental Leave
🌴 20 PTO Days + 11 Holidays + Full Company Winter Break
💰 $1,000 Signing Bonus + Modern Apple Laptop + Anniversary Gifts
✈️ Team Travel to NYC, Austin, Nashville, Miami, and more

Show, Don’t Tell

At Files.com, design is judged in the details — and that starts with your application. We don’t just want to hear that you have great taste, we want to see it.

That means a portfolio that shows your eye for visual polish, your ability to design at system-level scale, and your capacity to make complex workflows feel simple. It also means a resume that reflects the same principles you’d bring to our product: clarity, hierarchy, and elegance.

We’re not looking for clutter, gimmicks, or filler. We’re looking for proof — that you know how to communicate ideas visually, that you can demonstrate the thinking behind your choices, and that you can make even a resume feel like great design.

If your resume and portfolio make us stop, look twice, and think “this person has taste,” then you’re already halfway there.