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Careers at Aiwyn
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Technical Payment Operations Specialist

17 Oct 2025
United States
Verified by Turrior

Content + Source + Freshness • 18 Dec 2025 • 95% confidence

84 / 100

Offer value

Good value based on critical operational responsibilities within the payment ecosystem and the chance to improve financial systems, though with industry-specific challenges.

  • Enhance payment operations in a rapidly scaling company
  • Develop expertise in regulatory compliance and payment processing
  • Collaborate with multiple teams to improve systems
Pros
  • Key role in optimizing payment operations in a fast-paced SaaS environment
  • Opportunity to develop skills in payments and financial compliance
  • Collaborative work with cross-functional teams to enhance systems
Cons
  • Potential regulatory challenges in the finance industry
  • Roles may involve high-stress and fast-paced decision-making
  • Occasional travel may be required for stakeholder meetings

Who it's for

Mid-level • Remote

Good fit
  • Individuals with payment operations experience
  • Analytical professionals interested in fintech
  • Candidates eager to improve and streamline operations
Not recommended for
  • Candidates without relevant experience in payments
  • Those uninterested in compliance and regulatory aspects
  • Individuals seeking sales-oriented roles

Motivation fit

Interest in payment processing and fintech innovationDesire for a collaborative work environment focused on operational excellenceEagerness to engage in continuous improvement initiatives

Key skills

Payment systems and processesAnalytical and problem-solving abilitiesRegulatory compliance knowledgeCollaboration with technical teams
Score: 84/100 AI verified analysis

About the job

Who is Aiwyn and what do we do?

Aiwyn is transforming the way accounting firms manage the entire revenue lifecycle. Backed by top-tier investors like Bessemer, KKR, and Revolution, we’re one of the fastest-growing scale-up SaaS companies in the world. We build category-defining technology—and we’re doing it with world-class people, processes, and products.

Role Overview:

Aiwyn is seeking a Technical Payment Operations Specialist to drive the efficient execution, monitoring, and optimization of our payment systems and processes. In this role, you’ll play a critical part in managing our For Benefit Of (FBO) model for ACH processing, ensuring accurate and timely bank reporting, and maintaining strict compliance with Anti-Money Laundering (AML)
regulations.

You’ll combine technical expertise, operational rigor, and regulatory awareness to enhance the reliability and scalability of Aiwyn’s payment infrastructure. As a member of a fast-paced startup, you won’t just operate the system—you’ll improve it.

You’ll help design and document the playbooks and processes that make operational excellence repeatable and sustainable. You’ll also partner with cross-functional teams to anticipate capacity needs, support growth, and ensure that our payments ecosystem runs smoothly and securely.

What will your day-to-day responsibilities look like?

  • Manage and oversee Aiwyn’s FBO model for ACH processing, ensuring accurate settlement, reconciliation, and reporting.
  • Partner with banking institutions to coordinate daily and monthly reporting on transactions, balances, and exceptions.
  • Monitor payment flows across ACH, credit card, and alternative payment methods, identifying and resolving operational discrepancies.
  • Ensure compliance with internal policies, payment industry regulations, and security standards.
  • Collaborate with technology teams to configure, maintain, and optimize payment processing systems.
  • Work with APIs, payment gateways, and integrations to troubleshoot issues and enhance performance.
  • Partner with Product and Engineering teams to support new payment feature rollouts and system enhancements.
  • Analyze transaction data to uncover trends, inefficiencies, and potential risks.
  • Develop and deliver regular reports on payment operations metrics and KPIs.
  • Provide data-driven insights that guide operational improvements and enhance the customer experience.
  • Serve as the first line of technical support for payment-related issues, resolving or escalating as needed.
  • Coordinate with vendors, financial institutions, and internal stakeholders to address and resolve escalated matters.
  • Identify and implement automation opportunities to streamline payment workflows and improve efficiency.
  • Develop and document operational procedures to ensure consistency, scalability, and compliance across teams.

What You’ll Bring:

  • 3 + years of experience in payment operations, fintech, or banking operations roles.
  • Direct experience with ACH processing, FBO models, and AML compliance preferred.
  • Strong understanding of ACH processing flows and FBO account structures.
  • Proficiency in bank reporting, reconciliation, and settlement operations.
  • Knowledge of AML, KYC, OFAC, PCI DSS, and NACHA compliance requirements.
  • Familiarity with accounting and reconciliation principles.
  • Accredited ACH Professional (AAP) NACHA qualification preferred.
  • Bachelor’s degree in Finance, Information Systems, Computer Science, or a related field.

  • Soft Skills & Mindset
  • Naturally curious — you dig deeper when something doesn’t work as expected.
  • Strong analytical and problem-solving abilities with meticulous attention to detail.
  • Excellent communication and collaboration skills for working with technical, banking, and compliance stakeholders.
  • This role involves participating in regular video and occasional in-person meetings, with reasonable accommodations available.
  • Ability to work independently while partnering effectively across teams in a fast-paced environment.
  • A proactive mindset with a passion for operational accuracy and continuous improvement.

Benefits and Perks

  • The big-picture value proposition of this role is simple: join us, and you'll be paid competitively to have freedom in solving worthwhile, challenging problems alongside other A-players at a fast growing SaaS startup led by an experienced and successful co-founding team with industry experience.

  • Other benefits include:
  • Adventure travel stipend - you receive a $1,000 travel reimbursement on your work anniversary each year. We encourage our team to recharge and explore the world beyond their home office walls.
  • Remote, work-from-anywhere culture
  • Flexible PTO
  • World Class health benefits - we believe in fostering flourishing teams by providing benefits that go beyond the usual standards - Health, vision, dental, HSA/FSA, and mental health support.
  • Stock options - every Full Time Employee has ownership in Aiwyn's future and success.
  • 401(k) matching

Our Values:

  • Relentless by Design
  • Owners not Renters
  • Trust at the Core
Aiwyn is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, color, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran status, race, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable laws, regulations and ordinances.

Candidate information will be treated in accordance with our CCPA privacy notice which can be found here: https://www.aiwyn.ai/ccpa

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