Remote Payment Operations Specialist: Payouts & Automation

Topsteptrader; Chicago (IL); Hybrid; USD 79,887,000 - 96,421,000; Full time

Benefits offered by this job

Company-paid holidays

Family leave

401(k) matching

Health, dental, and vision insurance

Remote/hybrid options

Job summary

Topstep is seeking a Payment Operations Specialist to join our team in Chicago. This role handles daily payout processing across ACH, Wise, wires, and Aeropay, with a focus on accuracy and timely completion.

The position supports transitioning offshore work in-house, and will participate in the rollout of automated workflows as TRM and batch automation land. Candidates should have 2+ years in payments/fintech and strong record-keeping skills.

Qualifications

• 2+ years of operations experience in payments, banking, or fintech.
• High attention to detail and strong process discipline.
• Comfort working to firm daily cutoffs.
• Clear written records and communication.

Responsibilities

• Prepare ACH, Wise, and wire batches according to runbooks and daily cutoffs.
• Process returns, retries, and payout exceptions accurately and on time.
• Maintain accurate records for independent reconciliation by Accounting.
• Flag anomalies and control gaps immediately.
• Execute cutover tasks and adopt new automated workflows.

Skills

Payments operations

Attention to detail

Process discipline

Clear written records

Tools

Wise

Aeropay

Job description

Topstep is seeking a Payment Operations Specialist to join our team in Chicago. This role handles daily payout processing across ACH, Wise, wires, and Aeropay, with a focus on accuracy and timely completion.

The position supports transitioning offshore work in-house, and will participate in the rollout of automated workflows as TRM and batch automation land. Candidates should have 2+ years in payments/fintech and strong record-keeping skills.