Onboarding Manager (Remote - U.S. Only)

📍 Location: Remote (U.S. Only)
💼 Type: Full-time
💰 Compensation: $130,000 - $200,000 (subject to qualifications and experience) + equity + premium benefits

At Files.com, the role of Onboarding Manager is about impact — staying embedded in the work, coaching Onboarding Architects through live customer deployments, and turning every new customer's onboarding into a long-term success. You’ll lead the team that ensures customers launch strong, adopt quickly, and see Files.com as mission-critical infrastructure from day one.

Every onboarding here is high-stakes. You and your team will work directly with Fortune 500s, global brands, and fast-scaling enterprises that depend on us for secure, scalable, and automated file operations. Your leadership doesn’t just launch accounts — it sets the foundation for retention and growth. By sharpening technical discovery, enforcing discipline, and coaching with precision, you’ll elevate Onboarding Architects into consultative implementers who deliver seamless deployments and earn lasting trust with IT leaders.

This is hands-on leadership. You’ll diagnose skill gaps in real time, improve processes for efficiency and effectiveness, and back your team with a product that ships fast and works flawlessly. Along the way, you’ll sharpen your own craft and gain career-defining leadership experience that sets you up for Director and VP roles, here or anywhere in SaaS.

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, clear-thinking communicators who act fast and own outcomes. Backed by $46.5M from Riverwood Capital, we’re scaling intentionally—and this role is a core part of that growth.

What You’ll Actually Do

This isn’t a desk-and-reports role. As Onboarding Manager, your days are spent in the trenches with your Engineers, sharpening their skills and elevating customer outcomes.

• Coach on Real Deployments: Shadow kickoff calls, review migration plans, and use live onboarding sessions to deliver precise, hands-on coaching that drives measurable improvement.
• Stay Fully Immersed: Maintain situational awareness of every Engineer’s projects and milestones. Step into engagements when necessary to model best practices.
• Diagnose & Intervene Early: Spot risks to adoption quickly, identify root causes, and coach Engineers through tactical fixes that stick.
• Enforce Process Discipline: Uphold accuracy and rigor in onboarding playbooks, project tracking, and documentation.
• Lead Structured Training: Run group and 1:1 sessions that translate technical frameworks and onboarding methodology into stronger customer outcomes.
• Guide Adoption & Outcomes: Coach Engineers on accelerating time-to-value, validating secure deployments, and driving early customer success.
• Drive Urgency & Accountability: Set the tone daily with responsiveness, clarity, and a high-performance mindset.

What Success Looks Like

• Customers complete onboarding on time, fully deployed, and adoption-ready.
• Deployments are seamless, with integrations, identity, and automation running securely and at scale.
• Onboarding Engineers grow into consultative technical leaders who anticipate challenges and earn executive trust.
• Project tracking and documentation are clean, accurate, and repeatable for future engagements.
• Underperformance is addressed quickly with coaching that produces real, measurable improvement.
• Customers enter their long-term partnership with Files.com confident and committed from day one.
• You’re building the next generation of senior Onboarding Engineers and future technical leaders.

Why This Role Is Different

• You’ll Lead Enterprise-Grade Onboarding Engagements That Matter. Every deployment is high-stakes with global brands relying on us for mission-critical workflows.
• You’ll Build Consultative Technical Leaders, Not Script-Followers. Your team will master discovery, configuration, and adoption — not just checklist walkthroughs.
• You’ll Master the Coaching Craft on Real Deployments. You’ll diagnose skill gaps in real time and coach Engineers through live technical sessions.
• You’ll Deliver With Confidence, Backed by Engineering. No firefighting “known issues” — our product ships fast and works.
• Career-Defining Leadership Experience. You’ll refine your ability to run enterprise onboarding at scale, setting you up for Director and VP roles here or anywhere in SaaS.

Who Thrives in This Role

• ✅ You see yourself as a coach and builder of technical leaders, not just a manager
• ✅ You thrive on being in the weeds — shadowing calls, reviewing configurations, and giving sharp feedback
• ✅ You hold high standards for accuracy, urgency, and accountability
• ✅ You’re motivated by helping Engineers grow into senior technical and customer-facing roles
• ✅ You bring energy, discipline, and a consultative mindset every day

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, San Diego, Nashville, Miami, and more

Bottom Line: This isn’t a clipboard manager role. It’s a career-defining leadership opportunity where you’ll coach Engineers, shape enterprise-grade onboarding engagements, and fuel long-term customer success for one of the most profitable SaaS companies in the industry.