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Infrastructure Engineer (Remote)

Files.com is the AI-forward, founder-led alternative to legacy managed file transfer — 4,000+ organizations, #1 on G2 and #1 on Gartner Peer Insights for MFT. We hire Builders, Operators, and Closers to run the work AI can't. See what Engineering at Files.com looks like →

📍 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.

Apply here.

We would like you to tell us why this opportunity speaks to you. You don’t have to tell us now, but we promise we’ll read your story upfront. You’re more than a resume!

And it's not just the AI.

You'll work for customers that matter.

4,000+ organizations — every Fortune 500 industry, every regulated vertical, every fast-scaling enterprise where secure file transfer is mission-critical. The product moves petabytes daily through hundreds of millions of API calls. The deals close, the support tickets matter, the engineering decisions ship at scale.

Founder-led, profitable, long-term.

Kevin Bombino still runs the company he founded in 2009. We build for the long term — and the math works, which is how we stay number one in revenue per employee in our category.

We compete with Google, Apple, and Meta for talent.

The bar to get in is high, and it stays high after you're in. We pay above market because the people we hire are above market — and we say no to a lot of strong candidates because raising the bar matters more than filling a seat. Your first week here, the room will feel different.

Every benefit worth having.

High starting salaries.

As a successful, profitable business that believes in over-investing in our team, we choose to offer industry-leading base salaries for all positions.

Performance-based raises.

We reward our high performers for one simple reason: they've earned it.

Equity option grants.

As a private equity-backed business, we expect to have a major exit event within the next 5 years. We have set aside a substantial pool of equity options to grant to our employees so they are able to share in the value created.

401(k) with generous employer match.

Most employer-sponsored 401(k) plans crush you with fees. Our plan features extremely low-fee ETFs, ensuring that you actually keep the money that you save for retirement. Plus, we will match your contributions up to 4% of your salary to encourage you to invest for your retirement.

Starting bonus.

New Hires receive a $1,000 starting bonus. No strings attached.

Company-issued MacBook Pro.

You will receive a fully loaded MacBook Pro, reducing time wasted setting up individual rigs.

Legal assistance.

Option to participate in an employee paid legal plan to gain access to a network of attorneys who assist with basic legal needs including wills, trusts, contracts, tickets, and documents.

Employee assistance program.

We provide a confidential and no cost avenue for you to receive 24/7 assistance with issues regarding behavioral and emotional health, family, legal, financial, wellness or other personal matters. You will have access to a certified clinician who can help you one-on-one or refer you to someone in your area for longer-term help.

I used to spend half my day on CRM hygiene and qualifying inbound leads. I haven’t done either by hand in months — the agents handle it. My calendar is full of actual selling conversations now.

Karan Mangat
Karan Mangat
Account Executive

We vibe-coded our own internal infrastructure management dashboard — pulls the best of Datadog, AWS Console, HashiCorp, and Wazuh into one place, completely customized to how we actually run. We built our own deployment system on top of it. It’s so much fun to own the full stack instead of stitching five vendors together.

Gabe Purrenhage
Gabe Purrenhage
Principal Infrastructure Engineer

I love that Files.com lets me spend six figures annually on Codex credits. I have agents running 24/7 and on weekends. I am so much faster than I used to be.

Dustin Zeisler
Dustin Zeisler
Principal Engineer

I was frustrated at the quality of Learning Management Systems out there, so I vibe-coded my own Files.com Sales Academy LMS. Now it runs in production training our Account Executives better than ever before. Files.com gave me access to Claude, Replit, and any other tool I need.

Wade Callison
Wade Callison
Chief Revenue Officer

In 2026, if your CEO isn’t running Claude and Codex sessions side-by-side, your company is already falling behind. I do in minutes what used to take weeks — and I’m having more fun running this company than I ever have.

Kevin Bombino
Kevin Bombino
Founder & CEO

I used to spend days writing product documentation and preparing New Feature Introduction presentations. Now our agentic pipeline does that work for me. I get to focus on what I’m best at — stepping on stage and shining.

Claudio Tinnirello
Claudio Tinnirello
Product Manager

I am truly proud to work for Files.com. We’re creating technology that genuinely helps people. You can see your work go from idea to impact so quickly, it's awesome.

Jesse Harris
Jesse Harris
Senior Engineering Manager

©2026 Files.com. An equal opportunity employer.