Payments Success Manager at CourtReserve – St. Augustine, Florida

We are looking for a Payments Success Manager to help drive the growth, adoption, and performance of our embedded payments offering. This role is critical to increasing payment attach, improving merchant experience, and executing strategic initiatives such as processor migrations and new payment product rollouts.

You will work cross-functionally with Sales, Onboarding, Support, Product, and Finance to ensure customers successfully adopt and optimize payments within our platform. This is a highly visible, revenue-impacting role ideal for someone who thrives at the intersection of customer success, payments, and SaaS.

Key Responsibilities

Merchant Success & Optimization

• Act as the primary payments advisor for key customers.
• Provide best-practice guidance on payment setup, billing workflows, fraud prevention, and payment optimization.
• Monitor merchant payment health, usage trends, and processing performance.
• Proactively engage customers with opportunities to improve payments adoption and performance.

Sales Enablement & Revenue Growth

• Partner with Sales to support net-new opportunities that include payments.
• Assist with payment-related discovery, pricing conversations, and merchant education.
• Help drive higher payments attach rates during the sales and onboarding process.
• Develop sales playbooks, collateral, and internal training to improve payments adoption across the organization.

Customer Migrations & Payment Adoption

• Lead migrations from legacy processors to our platform’s preferred payments solution.
• Own outreach and success plans for targeted customer cohorts.
• Increase payment attach and active processing across the customer base.
• Identify and remove barriers to payment adoption.

Payments Escalations & Complex Issues

• Serve as the internal payments subject matter expert for complex customer situations.
• Partner with Sales and Support to resolve high-impact merchant issues, payment disputes, or technical payment concerns.
• Assist in diagnosing root causes and coordinating with internal teams or payment partners when escalations occur.
• Ensure merchants receive timely resolution while improving internal processes to prevent recurring issues

Why This Role Matters

Payments is a core revenue driver for the business. This role directly impacts:

• Platform revenue growth
• Customer retention and satisfaction
• Time-to-value for new customers
• Long-term payments strategy

• High-growth company building the future of racquet and paddle sports technology.
• Collaborative environment where ideas matter and innovation thrives.
• Empowered ownership — you’ll have space to lead, make decisions, and drive meaningful impact.
• Tight-knit, values-driven culture — we believe results and relationships go hand in hand.

• Fully Remote Position
• 9 Paid Holidays + 16 Days PTO
• 401(k) Plan after eligibility with 3% annual company contribution
• Medical, Dental, Vision, and Life Insurance plans available
• Monthly Reimbursements:
  • $20 for gym membership
  • $60 for massage or chiropractic
  • $50 for date/family night
  • $50 for internet/WiFi
  • $50 for racquet sports activities
• Monthly Snack Box
• Paid Maternity Leave (12 weeks) and Paternity Leave (4 weeks)
• 30-Day Paid Sabbatical after 7 years of consecutive employment

CourtReserve is an Equal Opportunity Employer

We are committed to creating an inclusive environment where everyone feels valued and supported. If you require reasonable accommodations during the application or interview process, please contact us directly.

Required

2+ years of experience in one or more of the following areas:

• Payments
  SaaS customer success
  Account management
  FinTech or revenue operations

Strong understanding of payment concepts, including:

• Card processing
• Processing rates
• Chargebacks
• Payment flows

Experience working cross-functionally with Sales, Support, Product, and Finance.

Highly organized with strong project management skills.

Data-driven mindset with comfort using CRM and reporting tools.

Preferred

• Background in vertical SaaS or platform businesses.
• Experience leading large-scale customer initiatives or product adoption programs.
• Experience working with embedded or integrated payment platforms.
• Experience working with common SaaS and payment tools such as Salesforce, Slack, email platforms, Payment Dashboards and Gateways, customer support systems, and reporting tools like Excel or Google Sheets