Deal Enablement Specialist
Date: 1 May 2026
Location: Jacksonville, FL, US, 32256
Company: Paysafe
About Paysafe
Paysafe is a global payments platform powering the experience economy, with a strong focus on the iGaming, video gaming, e-commerce, retail, travel and hospitality sectors. With 30 years of expertise in payment technology, Paysafe helps businesses and consumers lift every experience through seamless, secure payment solutions, including card payments, digital wallets such as Skrill, eCash solutions like PaysafeCard, and a suite of local payment methods. With approximately 2,900 employees across 12 countries and annualized transactional volume of $167 billion in 2025, Paysafe connects people and businesses worldwide through innovative digital payment experiences.
Your career starts here. Help us build and deliver innovative payment solutions.
Position Summary
The Deal Enablement Specialist delivers front-line sales support and onboarding assistance to Agents, who are entry-level, contracted external sales representatives. This role supports Agents by guiding them through established onboarding processes, tools, and standard deal workflows to promote accurate merchant setup and a positive early sales experience.
Working closely with Agents during their initial merchant opportunities, the Deal Enablement Specialist delivers real-time guidance using documented playbooks and procedures, assists with basic pricing and product questions, and helps Agents navigate Paysafe’s onboarding systems.
This role operates in a high-volume, queue-based environment and follows defined escalation paths for complex or non-standard situations. The position is designed to build foundational sales and payments knowledge while supporting consistency, accuracy, and efficiency in early-stage deal execution.
This is a hybrid position based in our Jacksonville, FL office, with an expectation of working onsite three days per week.
Key Responsibilities
- Provide real-time phone and system-based support to Agents via an inbound support queue.
- Assist Agents with merchant onboarding steps, including required documentation, system navigation, and process questions.
- Support Agents in using onboarding and merchant management tools (including iEntry and iAccess) following established procedures.
- Provide basic guidance on pricing structures, product options, and POS solutions using approved reference materials.
- Help agents identify appropriate onboarding paths and next steps based on merchant type and standard eligibility criteria.
- Explain payments concepts at an introductory level, helping agents understand required information and common onboarding considerations.
- Coordinate with internal teams (Operations, Risk, Technology, Settlement, Deployment) to route questions, request assistance, and escalate issues as needed.
- Monitor assigned tickets, calls, and requests to ensure timely and accurate responses.
- Identify issues or questions outside standard guidelines and escalate according to defined escalation protocols.
- Document interactions, outcomes, and follow-ups in CRM or tracking systems as required.
- Support ongoing improvements by sharing common agent questions or process gaps with leadership.
- Perform other related duties as assigned in support of onboarding and enablement operations.
Qualifications & Skills
- Bachelors degree or educational equivalent; or relevant experience in lieu of a degree, required.
- 2+ years of experience in a customer support, sales support, operations, or onboarding-related role preferred.
- Prior experience in payments, financial services, or SaaS environments a plus but not required.
- Familiarity with CRM systems (e.g., Salesforce) or ticketing systems preferred.
- Sales experience helpful but not required.
- Working knowledge of sales support or customer-facing operational processes.
- Ability to follow documented procedures, scripts, and escalation guidelines.
- Clear and professional verbal and written communication skills.
- Comfort handling high-volume inbound requests in a structured environment.
- Strong attention to detail and accuracy.
- Ability to learn and navigate multiple systems and tools.
- Collaborative mindset and willingness to ask questions or escalate when needed.
- Reliable time management and ability to prioritize assigned work.
- Professional, patient, and service-oriented approach when supporting new sales agents.
Life at Paysafe:
One network. One partnership. At Paysafe, this is not only our business model; this is our mindset when it comes to our team. Being a part of Paysafe means you’ll be one of over 3200 members of a world-class team that drives our business to new heights every day and where we are committed to your personal and professional growth. Are you ready to make an impact? Join our team that is inspired by a unified vision and propelled by passion.
Our culture values humility, high trust & autonomy, a desire for excellence and meeting commitments, strong team cohesion, a sense of urgency, a desire to learn, pragmatically pushing boundaries, and accomplishing goals that have a direct business impact.
Equal Employment Opportunity
Paysafe provides equal employment opportunities to all employees, and applicants for employment, and prohibits discrimination of any type concerning ethnicity, religion, age, sex, national origin, disability status, sexual orientation, gender identity or expression, or any other protected characteristics. This policy applies to all terms and conditions of recruitment and employment. If you need any reasonable adjustments, please let us know. We will be happy to help and look forward to hearing from you.
Nearest Major Market: Jacksonville