by Terrance Ellis | Oct 1, 2025 | Uncategorized
Build React + TypeScript experiences used by thousands of enterprise users daily. If you want ownership, speed, and a flat, engineering-first culture, this role puts you at the center of Files.com’s platform.
About Files.com
Files.com is a profitable, founder-led SaaS powering secure file transfer and automation for 4,000+ brands (Marc Jacobs, Grubhub, Michelin, KFC, Planet Fitness). With $35M+ in revenue and backing from Riverwood Capital, we scale intentionally and keep decisions close to engineers.
Schedule
- Full-time, Remote (USA or Canada)
- Collaborate asynchronously across time zones
- High autonomy and direct access to technical leadership
What You’ll Do
- Build and scale robust React + TypeScript features for web, desktop, and mobile surfaces
- Help architect a maintainable front-end platform and shared component libraries
- Partner with backend, design, and product to deliver cohesive end-to-end workflows
- Drive performance, accessibility, and reliability across the UI
- Ship confidently with GitLab CI/CD on Vercel + AWS; write solid tests with Jest/Cypress
- Contribute to documentation, code reviews, and open-source efforts
What You Need
- Deep experience with React and TypeScript in production
- Proven chops in performance, accessibility, testing, and state management
- Familiarity with CI/CD and modern front-end tooling (package managers, bundlers, linters)
- Comfort collaborating across the stack and owning outcomes in a high-trust team
- Bonus: exposure to mobile/desktop clients or backend services
Benefits
- Compensation: $110,000 – $250,000 + equity + premium benefits
- 100% Paid Health, Dental & Vision (75% family coverage)
- 401(k) with 4% company match; equity grants for every employee
- 20 PTO days + 11 holidays + full company winter break
- Paid parental leave; $1,000 signing bonus; anniversary gifts
- Modern Apple laptop; periodic team travel (NYC, Austin, Nashville, Miami)
Shape interfaces that make complex IT workflows feel fast and intuitive at enterprise scale. Your work will be visible, used daily, and backed by a team that ships.
Join a remote team where initiative is the norm and growth is the track record.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Oct 1, 2025 | Uncategorized
Build production-grade systems that handle hundreds of millions of API calls daily. If you want real ownership, high impact, and a flat, engineering-first culture, this role puts you at the core of Files.com’s platform.
About Files.com
Files.com is a profitable, founder-led SaaS powering secure file transfer and automation for 4,000+ brands (Marc Jacobs, Michelin, KFC, Planet Fitness). Backed by $46.5M from Riverwood Capital, we’ve grown to $35M+ in revenue with a lean, high-output team.
Schedule
- Full-time, Remote (USA or Canada)
- High-autonomy collaboration across time zones
- Flat org; engineers ship, lead, and own outcomes
What You’ll Do
- Ship scalable Ruby services (plus chances to contribute in Golang, Python, Java, and JavaScript)
- Design and operate distributed systems with Redis, Elasticsearch, and deep S3/Azure integrations
- Build and optimize large-scale job orchestration, search, sync, and security features
- Use CI/CD (GitLab) to deploy confidently to AWS; drive performance, reliability, and maintainability
- Write tests (RSpec/Minitest), document decisions, and raise engineering standards
- Partner across infrastructure, product, and frontend to deliver cohesive systems
- Contribute to open source and improve our internal tooling and frameworks
What You Need
- Strong backend fundamentals with Ruby (Rails experience welcome, but you’ll go beyond it)
- Hands-on experience with distributed systems, queues/jobs, and high-volume APIs
- Proficiency with CI/CD, IaC concepts, and performance profiling
- Comfort with Redis, Elasticsearch, and cloud storage providers (e.g., S3, Azure)
- Pragmatic, ownership-first mindset; you value tests, clarity, and long-term reliability
Benefits
- Compensation: $110,000 – $250,000 + equity + premium benefits
- 100% Paid Health, Dental & Vision (75% family)
- 401(k) with 4% match; equity grants for every employee
- 20 PTO days + 11 holidays + full company winter break
- Paid parental leave; $1,000 signing bonus; anniversary gifts
- Modern Apple laptop; periodic team travel (NYC, Austin, Nashville, Miami, and more)
Own the backbone of a platform used by thousands of enterprises. Build fast, ship safely, and stretch your craft beyond Ruby.
Join a team where initiative is the default and growth is the track record.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Oct 1, 2025 | Uncategorized
Build infrastructure that powers millions of secure file transfers daily. At Files.com, you’ll design systems that don’t just support the product — they define it.
About Files.com
Files.com is a profitable, founder-led SaaS company serving 4,000+ brands including Marc Jacobs, Michelin, KFC, and Planet Fitness. With $35M+ in revenue and $46.5M in backing from Riverwood Capital, we’re scaling intentionally while keeping a flat, high-trust engineering culture.
Schedule
- Full-time, Remote (USA or Canada)
- High-autonomy, high-impact role
- Flexible team collaboration across time zones
What You’ll Do
- Architect and implement cloud-native infrastructure to power secure file transfers at scale
- Build proprietary systems (sync engines, observability pipelines, DNS management)
- Engineer infrastructure for speed, resilience, and reliability
- Develop automation using Terraform, Chef, and related tools
- Enhance security layers and compliance automation
- Contribute to open-source projects and internal engineering standards
What You Need
- Strong background in infrastructure engineering and cloud-native systems
- Experience with automation, CI/CD, and infrastructure-as-code tools
- Security-first mindset with knowledge of compliance frameworks
- Ability to thrive in a high-trust, autonomous environment
- Interest in contributing beyond infrastructure (backend, mobile, databases)
Benefits
- Salary: $110,000 – $250,000 + equity + premium benefits
- 100% Paid Health, Dental & Vision (75% family coverage)
- 401(k) with 4% company match
- Equity grants for every employee
- 20 PTO days + 11 holidays + company-wide winter break
- Paid parental leave, signing bonus, anniversary gifts
- Company-issued MacBook Pro and regular team travel
This is an opportunity to own infrastructure that scales globally while shaping the future of secure file automation.
Join a team where your impact is felt from day one.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Oct 1, 2025 | Uncategorized
Do you believe great design only matters when it ships? At Files.com, we hire designers who create with both vision and code—building elegant, scalable systems that make workflows feel effortless. If you thrive at the intersection of Figma and React, this is your canvas.
About Files.com
Files.com is a profitable, founder-led SaaS company powering secure file transfer and automation for 4,000+ global brands including Marc Jacobs, GrubHub, Michelin, Hot Topic, and Planet Fitness. With $35M+ in revenue and $46.5M in growth capital, we’ve scaled intentionally with a lean team of 70. Here, designers own the full journey—from concept to component, prototype to production.
Schedule
- Full-time, remote within the U.S. or Canada
- Flexible hours with collaboration across design, product, and engineering teams
What You’ll Do
- Design and ship intuitive, elegant flows that simplify complex workflows
- Translate concepts into production-ready React, JSX, and advanced CSS
- Create scalable design systems, UI libraries, and patterns documented in Storybook
- Prototype, test, and refine user experiences based on feedback and usability studies
- Collaborate closely with PMs and engineers to deliver features that feel modern and cohesive
What You Need
- 6+ years of product design experience, with a portfolio showcasing strong interaction design and visual polish
- Comfort designing in Figma/Adobe Suite and coding in React, JSX, and CSS
- Experience building and maintaining design systems and component libraries
- Strong user journey mapping skills with proven ability to simplify complex flows
- Ability to iterate quickly, balancing rapid experiments with long-term scalable design
Benefits
- Salary: $110,000 – $200,000 (based on experience) + equity
- 100% paid health, dental, and vision (75% for family)
- 401(k) with 4% company match
- Equity grants for every employee
- Paid parental leave
- 20 PTO days + 11 holidays + full winter company break
- $1,000 signing bonus + modern Apple laptop + anniversary gifts
- Team travel to NYC, Austin, Nashville, Miami, and more
This isn’t a “handoff” design role—you’ll create and ship experiences used daily by hundreds of thousands of users. If your portfolio shows taste, clarity, and systems-level thinking, you’re already halfway there.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Oct 1, 2025 | Uncategorized
Ready to redefine what great technical support looks like? At Files.com, Customer Support Engineers don’t just answer tickets—they solve complex technical challenges, influence product direction, and directly impact customer success.
About Files.com
Files.com is a profitable, founder-led SaaS company powering secure file transfer and automation for over 4,000 global brands including Marc Jacobs, GrubHub, Michelin, and Planet Fitness. With $35M+ in revenue, $46.5M in growth capital, and a lean team of 70, we’ve scaled by hiring smart communicators who act fast and own outcomes. Here, Customer Support is treated as a first-class function—central to product growth and customer loyalty.
Schedule
- Full-time, remote within the U.S. or in-office (Austin, TX / Scottsdale, AZ)
- Expect direct customer interaction via phone, email, and Zoom during business hours
What You’ll Do
- Provide first-class support to enterprise customers through phone, email, and Zoom
- Troubleshoot issues across networking, API integrations, identity management, and automation workflows
- Identify and replicate bugs, escalate quickly, and collaborate with Engineering for fast fixes
- Deliver crisp, empathetic communication that builds trust and confidence
- Feed customer insights into Product and R&D for continuous improvement
What You Need
- Technical curiosity with strong problem-solving skills
- Clear communication skills, especially in phone and video conversations
- Ability to empathize with customers while staying solution-oriented
- Comfort working in a fast-moving environment with shifting priorities
- Strong written documentation skills for internal alignment and customer clarity
Compensation & Benefits
- Salary: $95,000 – $150,000 (based on qualifications and experience)
- Equity grants for every employee
- 100% paid health, dental, and vision (75% for family)
- 401(k) with 4% company match
- Paid parental leave
- 20 PTO days + 11 holidays + full company winter break
- $1,000 signing bonus, modern Apple laptop, and anniversary gifts
- Team travel opportunities (NYC, Austin, San Diego, and more)
This isn’t a “support desk” job—it’s a high-impact technical role where you’ll solve real problems, shape the product, and grow your career. If you’re looking for variety, intellectual challenge, and a clear growth path, this is your seat.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Oct 1, 2025 | Uncategorized
Bring clarity to complexity by designing seamless digital experiences that guide members into care. At Included Health, you’ll shape conversion flows and engagement strategies that simplify healthcare and make it accessible for everyone.
About Included Health
Included Health is redefining healthcare by delivering integrated virtual care and navigation. From urgent care to behavioral health and specialty services, we break down barriers so everyone can access high-quality care. Our design team plays a pivotal role in turning complex healthcare systems into intuitive, human-centered experiences.
Schedule
- Full-time, remote (U.S.-based)
- Flexible hours with cross-functional collaboration across product, engineering, and marketing teams
What You’ll Do
- Lead end-to-end design for Growth & Engagement, owning conversion flows and digital entry points
- Simplify complex authentication and coverage systems into intuitive, frictionless experiences
- Run A/B tests and rapid iterations using insights and data to refine design strategies
- Explore new storytelling, motion, and interaction design approaches to elevate member engagement
- Use AI-powered design tools (e.g., v0.dev, Spline, Cursor, Bolt) for prototyping and iteration
- Mentor peers, set design direction, and advocate for long-term vision alongside rapid experimentation
- Collaborate with product, engineering, and marketing to align design with business outcomes
What You Need
- 6+ years of product design experience (at least 2 years in growth, engagement, or conversion flows)
- Strong portfolio showcasing high-quality, high-converting experiences
- Proficiency with AI-powered design and research tools for prototyping and testing
- Experience with complex flows like authentication, onboarding, or coverage verification
- Strategic mindset with the ability to connect design decisions to business outcomes
- Excellent communication and storytelling skills to advocate for design solutions
- Bonus: Background in healthcare, fintech, or other regulated industries
Compensation & Benefits
- Base salary ranges by location:
- Zone A: $128,130 – $180,990
- Zone B: $140,943 – $199,089
- Zone C: $153,756 – $217,188
- Zone D: $166,569 – $235,287
- Equity package + comprehensive benefits including:
- Medical, vision, and dental coverage with multiple plan options
- 401(k) savings plan through Fidelity with company match
- Generous PTO and Discretionary Time Off
- 12 weeks 100% paid parental leave + up to $25,000 fertility/family building benefit
- Compassionate leave for failed pregnancy, surrogacy, adoption, or fertility treatment
- Paid volunteer time off (24 hours per year)
- Work-from-home reimbursement for effective setup
- Access to full suite of Included Health telemedicine services at no cost
Design with impact. Help us transform healthcare journeys and make access effortless for millions of members.
Happy Hunting,
~Two Chicks…
