Two Chicks With A Side Hustle

Lead a high-performing team delivering exceptional merchant support across payments, reconciliation, and terminal troubleshooting.

About Jonas Financial Services
As part of Jonas Software, a global leader serving 60,000+ customers across 30+ countries, Jonas Financial Services provides trusted enterprise solutions that streamline financial operations. Jonas is backed by Constellation Software Inc., a publicly traded technology leader, ensuring both stability and innovation-driven growth.

Schedule

  • Full-time, 40 hours per week
  • Remote (USA-based)

Responsibilities

Leadership & Team Management

  • Supervise, mentor, and coach a team of merchant support specialists
  • Manage scheduling, workload, and performance metrics (SLTs, CSAT, response/resolution times)
  • Provide training and development in technical troubleshooting and financial operations
  • Serve as escalation point for complex merchant issues

Merchant Support & Technical Oversight

  • Oversee resolution of merchant inquiries on reporting, reconciliation, chargebacks, and discrepancies
  • Supervise terminal troubleshooting (Ingenico, Verifone, Pax), including connectivity, firmware, and hardware issues
  • Ensure accurate handling of settlement issues, funding delays, and transaction variances
  • Develop knowledge base content and enforce standard operating procedures

Cross-Functional Collaboration

  • Partner with Engineering, Product, Finance, and Risk teams to resolve issues and improve processes
  • Support product rollouts with feedback and team preparation
  • Identify bottlenecks and collaborate on efficiency improvements

Reporting & Analytics

  • Track KPIs and prepare performance/trend reports
  • Analyze merchant support data to uncover recurring issues and training needs
  • Guide dashboard/report development for merchant-facing insights

Requirements

  • 3–5 years in merchant services, payments, or fintech, with 1–2 years in a supervisory or team lead role
  • Strong knowledge of payment processing lifecycle (authorization, settlement, reconciliation, chargebacks)
  • Experience supporting and troubleshooting payment terminals/devices (Ingenico, Verifone, Pax)
  • Proficiency with CRM/support platforms (Salesforce, Zendesk) and reporting tools (Excel, SQL)
  • Excellent communication, leadership, and problem-solving skills
  • [Preferred] Knowledge of PCI compliance, POS integrations, or API-based support

Benefits

  • Competitive compensation package
  • Medical, dental, and vision insurance
  • 401(k) with employer match
  • Paid time off, holidays, and additional leave programs
  • Tuition reimbursement
  • Supportive, growth-focused work culture with work-life balance

Step into a leadership role where you’ll drive operational excellence and make a lasting impact on merchant experience.

Happy Hunting,
~Two Chicks…

APPLY HERE