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Customer Engagement & Finance Specialist (Remote)
Remote
š Location: Remote
š¼ Type: Full-time
š° Compensation: Competitive salary + equity + premium benefits
This Isnāt Just a Job. Itās a Career LaunchpadāWith a Team Thatās Got Your Back.
At most companies, customer billing and finance is transactional. Collections are combative. And the people doing it are stuck in the shadows.
Not here.
At Files.com, our Customer Finance Team is a high-leverage, high-visibility, deeply supported role that sits at the intersection of customer success, revenue, and trust.
You wonāt just send invoices and collect payments. Youāll prevent friction, solve real business problems, and protect customer relationships.
This is a role with daily momentum, direct impact, and zero dead weight.
Who We Are
Weāre Files.com, a profitable, founder-led SaaS company powering secure file transfer and automation for 4,000+ brands you know: Target, Canonical, UPS, GoPro, Marriott, and more.
Weāre not a chaotic startup. Weāre not a bloated big tech org.
Weāve built a $35M+ business with just 70 people by hiring smart, clear-thinking communicators who act fast and own their outcomes.
Backed by $46.5M from Riverwood Capital, weāre scaling with intention, and this role is core to that strategy.
Why This Role Is a Big Deal
When this job is done well:
- š° Revenue flows
- š¬ Customers feel supported
- š§ Internal teams operate in sync
- ā Our business stays healthy and respected
Thatās why weāre only hiring someone excellent for this seat. Someone who communicates clearly, solves problems without drama, and gives a damn about getting it right.
What Youāll Actually Do (AKA: The Work That Moves the Needle)
Client Communication & Relationship Management
- Regularly speak with customers (yes, on the phone!) to resolve outstanding invoices
- Ask great questions, build rapport, and create action plans both sides can commit to
- Be professional and empatheticāeven when the convo is tough
Documentation & Process Improvement
- Maintain clear, accurate records of all customer comms and decisions
- Log every call, every update, every planāaccurately and consistently
- Help improve the way we collect, communicate, and track payments over time
Cross-Functional Collaboration
- Work closely with Billing to fix errors and close gaps
- Know when to bring in Sales, Support, or Leadership for help
- Be the person who connects the dotsābecause no one else sees what you do
Remove Customer Payment Barriers
- Help customers solve why they havenāt paidānot just that they havenāt
- Prevent service disruptions before they happen
- Focus on customer success firstācollections second
Who Thrives In This Role
ā
You communicate like itās your superpower.
ā
Youāre allergic to sloppiness and dropped balls.
ā
You lead with empathy, but donāt shy away from hard truths.
ā
Youāre AI-fluentāor ready to learn FAST.
ā
You want feedback, and you actually use it.
ā
You move quickly, think clearly, and write like a pro.
What Happens If You Donāt Do This Job Well?
Letās not sugarcoat it.
If this role is done poorly:
- Customers get angry, locked out, or churn altogether
- Revenue gets delayed, disrupted, or disappears
- Internal teams waste hours untangling messes
- Our audit readiness and reporting go out the window
- Company leadership loses confidence in operational reliability
This job matters, and thatās why weāre hiring someone great to do it.
Where This Role Can Take You (Growth Path)
We donāt sit on talent. When you perform here, we move fast to unlock your next chapter.
Real paths include:
- Customer Engagement Manager ā Coaching other customer-facing employees
- Finance / Accounting Roles, such as Controller ā Manage process improvements, and own team outcomes
If youāve got hunger and discipline, there is no ceiling.
This Role Is Not for You If...
Letās be blunt. If any of these sound like you, youāll struggle here:
- You avoid phone calls and try to solve everything over email
- You need to be reminded to follow up or log your work
- You wait for direction instead of taking ownership
- You get overwhelmed in fast-moving environments
- You donāt like feedbackāor you get defensive when you hear it
- That doesnāt mean youāre not talented. It just means this isnāt your team.
We move fast, communicate clearly, and hold a high barāfor ourselves and each other.
Perks & Benefits
𩺠100% Paid Health, Dental & Vision (75% for family)
šø 401(k) with 4% Company Match
š Equity Grants for Every Employee
š¼ Paid Parental Leave
š“ 20 PTO Days + 11 Holidays + Full Company Winter Break
š° $1,000 Signing Bonus + Modern Apple Laptop + Anniversary Gifts
š³ Free Catered Breakfast or Lunch Daily (In-Office)
āļø Team Travel to NYC, Austin, San Diego, and More
š Gorgeous Offices ā sunlight, energy, walkability, and cold brew on tap
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