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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.

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!

Our Employee Benefits At A Glance

We want you and your family to live longer, healthier, and happier lives. Providing our employees with top-tier benefits leads to improved productivity, long-term retention, and better decision making, so that's what we do.

Categories :

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.

Medical Insurance

Comprehensive coverage with low premiums for employees and families. Ability to choose between a Preferred Provider Organization (PPO), Exclusive Provider Organization (EPO), or Health Maintenance Organization (HMO)

Dental Insurance

Coverage for preventive and diagnostic services like semi-annual exams, x-rays, cleanings, and coverage for more major events like fillings, extractions, or root canals.

Vision Insurance

Plans designed to encourage you to maintain your vision through regular eye exams and help with expenses for contacts, lenses, frames or surgery.

Life insurance

Employer-provided $50,000 Basic Life & AD&D policy, which employees have the option to supplement.

Disability Insurance

Coverage for short-term and long-term disability available for purchase.

Flexible Spending Account (FSA)

Ability to set aside pre-tax money for out-of-pocket medical expenses, such as prescriptions, over-the-counter medicine, or vision care.

Healthcare Providers

Access to providers based on region including Aetna, Blue Cross Blue Shield, Cigna, Delta Dental, Guardian, Group Health, Kaiser Permanente, MetLife, Tufts Health Plan, VSP, WageWorks, and UHC among others.

Vacation and Holidays

We encourage our employees to take time off and enjoy all that life has to offer. Employees are eligible to accumulate up to 4 weeks (20 days) of paid time off (PTO) and receive 11 company holidays.

Growing A Family

We offer paid time off for growing a family, whether by birth, adoption, or fostering. Eligible employees may take between 2 to 10 weeks of paid leave.

Bereavement Leave

Employees may take up to 4 days of paid bereavement leave for the death of an immediate family member. Bereavement days do not count toward an employee's PTO.

Paid Business Trips

You will travel to in-person meetings with your team and the entire company to meet and work together face-to-face. These meetings are in cities that are fun to visit. In the last few years, we've been to Austin, Orlando, New Orleans, San Diego, Las Vegas, New York City, and Nashville among other destinations. We also support attending trade shows and conventions, especially if you are willing to speak at such an event.

Continued Learning

We invest in continued learning opportunities for our staff. We reimburse employees who attend conferences, participate in speaking events, and pursue certifications to improve their skills.

"You're surrounded by intelligent and driven people who genuinely want to see you succeed. Everyone here is invested in helping you grow and perform at your best. It's rare to find that combination of high talent and supportive culture in one place."

— Karan Mangat, Account Executive

“It's really about being able to work with really smart people on really interesting problems and feeling like you're actually contributing to something big.”

— Gabe Purrenhage, Principal Infrastructure Engineer

“Files.com gives me opportunities to solve big problems, build real products, and see the direct impact on customers and growth. It’s work that truly matters.”

— Dustin Zeisler, Principal Engineer

"The level of excellence across the team encourages me to keep learning, try new ideas, and become better at what I do. I also appreciate how quickly our products move from concept to real customer use. Seeing something you helped build get adopted almost immediately creates a strong sense of pride and connection to the work."

— 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, Senior Engineering Manager