Experienced Customer Engagement & Finance Specialist – AR Collections, Client Solutions & Financial Operations (Remote)

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Join arenaflex as a Customer Engagement & Finance Specialist

Are you a natural communicator who thrives on solving complex problems and building lasting relationships? Do you have a passion for finance and customer success that drives you to clear roadblocks and keep businesses running smoothly? If so, arenaflex has an exciting opportunity for you to join our growing team as a Customer Engagement & Finance Specialist.

At arenaflex, we believe that every interaction with a customer is an opportunity to strengthen a relationship and demonstrate our commitment to their success. This role sits at the intersection of finance and customer engagement, where you'll be responsible for ensuring invoices are paid while maintaining the highest level of professional respect and empathy. This isn't your typical collections role—it's a sophisticated blend of problem-solving, communication, and financial acumen that keeps both our revenue flowing and our customer partnerships thriving.

What We Do at arenaflex

arenaflex is a profitable, founder-led SaaS company that has built a remarkable business powering secure file transfer and automation for over 4,000 organizations worldwide. Our client roster includes household names like Marc Jacobs, GrubHub, Michelin, Hot Topic, Stamps.com, Planet Fitness, KFC, and many more. We've achieved this success by maintaining a lean, talented team of approximately 70 individuals who are united by a shared commitment to excellence, rapid decision-making, and owning outcomes.

With $35M+ in annual revenue and backed by $46.5M from Riverwood Capital, arenaflex is scaling intentionally and strategically. We're not just growing for the sake of growth—we're building a company that will stand the test of time by hiring exceptional people and giving them the resources and autonomy to excel. This role is fundamental to that mission, as timely payments fuel our ability to innovate, expand, and continue delivering exceptional service to our customers.

The Role: Your Mission and Impact

As a Customer Engagement & Finance Specialist at arenaflex, you will be on the front lines every month, working with hundreds of accounts that fall into gray areas where payment is delayed or uncertain. Your one mission: make sure invoices get paid. But here's what makes this role unique—it's not about hounding customers with relentless reminders. It's about digging in and fixing what's broken.

When payments are delayed, the reasons are often complex: tangled purchase orders, sales tax complications, challenging procurement portals, bureaucratic corporate hierarchies, or simple communication breakdowns. Your job is to investigate these issues thoroughly, identify the real blockers, and remove them. You'll clear the roadblocks, keep cash flowing, and ensure customers feel respected—not pressured. This is professional problem-solving at its finest, combining persistence with empathy to protect both revenue and relationships.

Key Responsibilities

• Troubleshoot Payment Issues: Investigate missing payments by identifying root causes—whether invoice confusion, missing paperwork, sales tax mismatches, vendor delays, or technical issues. Your analytical skills will help you find the real blocker and implement solutions.


• Client Communication (Phone + Email): Master the art of phone communication. Speaking directly with customers is faster, builds trust, and resolves issues more effectively than email alone. You'll discuss invoices and payments in a collaborative, solutions-focused way—professional, empathetic, and persistent without being heavy-handed.


• CRM Logging & Documentation: Maintain meticulous records of every call, email, and decision. Our finance, audit, and support teams depend on your documentation for accuracy and continuity. No fluff, no gaps—just crisp, comprehensive notes that anyone can follow at a glance.


• Cross-Department Coordination: Work closely with Billing, Support, Sales, and Leadership teams. While you won't solve everything alone, you will keep issues moving through the right channels, ensuring customers always feel supported and informed.


• Process Improvement: Identify patterns in payment delays and propose creative solutions to prevent future occurrences. Your insights will help refine our processes and reduce friction for both customers and internal teams.


• Relationship Building: Transform potentially tense situations into opportunities for strengthening customer relationships. Every interaction is a chance to demonstrate arenaflex's commitment to exceptional service.

What Success Looks Like

Success in this role is measured by multiple dimensions that reflect both your individual performance and your contribution to arenaflex's overall health:

• Invoices are paid on time—or quickly recovered when delays occur


• Customers leave billing conversations feeling respected, supported, and valued


• Cash keeps flowing steadily, revenue stays predictable, and the business remains financially healthy


• Teams across Finance, Sales, and Support trust your documentation and depend on your follow-through


• You consistently demonstrate the arenaflex values: clear communication, rapid action, and ownership of outcomes

Who Thrives at arenaflex

Essential Qualifications

• Exceptional Communication Skills: You communicate like it's your superpower—especially on the phone. You can articulate complex issues clearly, listen actively, and build rapport quickly with customers from all backgrounds.


• Problem-Solving Mindset: You can detangle messy, bureaucratic problems without losing momentum. Complex challenges excite you rather than discourage you.


• Emotional Intelligence: You stay positive and empathetic—even in tough conversations. You understand that behind every delayed payment is a human story, and you approach every interaction with respect and understanding.


• Discipline and Organization: You're meticulous about logging details, following through on commitments, and keeping your workspace and documentation organized.


• Action-Oriented: You move quickly, think clearly, and keep your eye on the goal: timely payment and satisfied customers. You don't wait to be told what to do—you see what needs to be done and do it.


• Tech Savvy: Comfortable learning new software systems, navigating CRM platforms, and adapting to evolving technology tools.

Preferred Background

• 1-3 years of experience in customer service, accounts receivable, collections, or a related field


• Experience in SaaS or technology company environments


• Strong Excel/Google Sheets skills and comfort with financial systems


• Experience navigating complex corporate procurement processes


• Background in industries with B2B sales cycles

What This Job Is Not

We believe in transparency, so here's what this role isn't:

• Not a traditional collections role: This isn't about aggressive follow-ups or treating customers as numbers. We value relationships over shortcuts.


• Not email-only: If you avoid phone calls and try to solve everything over email, this isn't the right fit. Direct communication is essential to success.


• Not a passive role: If you need to be reminded to follow up or log your work, you won't thrive here. We expect self-starters who take initiative.


• Not for those who freeze: If you struggle in fast-moving, ambiguous environments, this role may not be ideal. We move quickly and adapt constantly.


• Not for the thin-skinned: If you dislike feedback or take it personally, you won't enjoy our culture. We believe feedback is a gift that helps us all improve.

At arenaflex, we move fast, communicate clearly, and hold a high bar—for ourselves and each other. We support one another, but we also expect everyone to contribute to our high-performance culture.

Where This Role Can Take You: Career Growth Path

We don't sit on talent at arenaflex. Perform well here, and doors open quickly. This role is designed as a launchpad for your career, with multiple growth paths available based on your interests and strengths:

Customer Engagement Manager

Prove yourself as a top performer, and you could transition into a leadership role where you'll coach and mentor other customer-facing employees. You'll develop training programs, refine processes, and help shape the future of our customer engagement function.

Finance/Accounting Leadership

If finance is your passion, this role provides deep exposure to the financial operations of a growing SaaS company. You could evolve into roles driving process improvements, managing broader financial outcomes, and even stepping into controller-track positions as you develop your expertise.

Operations or Customer Success

The skills you'll develop—problem-solving, cross-functional coordination, relationship management—are highly transferable. Many professionals in similar roles expand into adjacent high-visibility, high-impact positions across the organization.

If you've got hunger and discipline, there's no ceiling at arenaflex. Your career trajectory is limited only by your ambition and performance.

Work Environment and Culture

arenaflex is a remote-first company, and we're proud to offer this flexibility to our team members. As a Remote Customer Engagement & Finance Specialist, you'll work from the comfort of your home office while staying connected with your colleagues through modern collaboration tools. This role is open to candidates located within the United States.

Our culture is built on several core principles:

• Ownership Mentality: Every team member is empowered to make decisions and own their outcomes. We don't micromanage—we trust you to do your job brilliantly.


• Clear Communication: We value direct, honest communication. Say what you mean, mean what you say, and always keep the customer's best interests at heart.


• Rapid Action: We move fast. Analysis paralysis isn't in our vocabulary. When you see a problem, solve it. When you see an opportunity, seize it.


• Continuous Learning: We invest in your growth through mentorship, feedback, and professional development opportunities.


• Collaboration Over Silos: No team operates in isolation. You'll work closely with colleagues across departments, and everyone is committed to helping each other succeed.

Compensation and Benefits

At arenaflex, we believe in rewarding our team members competitively and comprehensively. Here's what you can expect:

• Competitive Salary: We offer industry-competitive compensation that reflects your experience and contributions.


• Equity Grants: Every employee receives equity grants, ensuring you share in arenaflex's success and growth.


• Premium Health Benefits: 100% of your health, dental, and vision premiums are covered by arenaflex (75% for family coverage).


• Retirement Savings: 401(k) plan with a generous 4% company match to help you build your financial future.


• Paid Parental Leave: We support new parents with meaningful paid leave to bond with their growing families.


• Generous Time Off: Enjoy 20 paid vacation days plus 11 company holidays, plus a full company winter break to recharge.


• Sign-On Bonus: $1,000 signing bonus to welcome you aboard.


• Modern Tools: We provide a modern Apple laptop and all the technology you need to succeed.


• Team Travel: Join the team for in-person gatherings in exciting cities like New York, Austin, San Diego, and more. These events strengthen our bonds and create lasting memories.


• Anniversary Gifts: We celebrate your tenure with meaningful anniversary rewards.

Ready to Make an Impact?

This role matters. Done well, it keeps customers happy, cash flowing, and the business strong. At arenaflex, you'll solve real problems every day, build meaningful relationships with customers and colleagues, and grow faster than you would at a larger, more bureaucratic company.

If you want a career launchpad where your contributions are visible, your voice is heard, and your growth is supported, we want you in this seat. Join arenaflex and be part of a team that's redefining what's possible in secure file transfer and automation.

Apply today and take the first step toward an exciting career where your communication skills, problem-solving abilities, and drive for results will be valued and rewarded. We can't wait to meet you.