Senior Cashiering Associate

Alpaca

Chicago (IL)

On-site

USD 85,000 - 120,000

Full time

43 hours ago

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Benefits offered by this job

Stock options

Health benefits

Home-office setup

Brex card stipend

Job summary

Alpaca, a US-headquartered fintech, seeks a Senior Cashiering Operations Associate to own client money movement across ACH, wires, RTP, checks, and journals. You will ensure timely, accurate, and compliant cash processing while strengthening controls, reducing risk, and driving process quality in a fast-paced environment.

The role requires deep money-movement expertise, a control-first mindset, and strong ownership of outcomes.

Qualifications

Bachelor's degree in Finance, Business, Economics, or related field.
5+ years of experience in financial services, brokerage operations, banking, or cashiering.
Direct experience processing money movements (ACH, wires, checks, journals, RTP preferred).
Experience interacting with custodians, clearing firms, or correspondent banks.
Strong command of operational risk and fraud controls.
High level of attention to detail and accuracy.
Clear, confident written and verbal communication with internal stakeholders and external partners.
Ability to work independently, prioritize competing demands, and elevate issues with context and recommendations.

Responsibilities

Own money movement controls across ACH, wires, RTP, checks, and journals.
Review, validate, and approve client money movement requests.
Process and release transactions within SLAs.
Reconcile daily cash movements, deposits, and settlement activity.
Monitor and resolve exceptions, returns, rejects, and discrepancies.
Serve as primary operational contact for custodians and banking partners.
Prepare and review daily and monthly operational reports.

Skills

Attention to detail

Communication

Independent worker

Risk controls

Education

Bachelor's degree in Finance/Business

Tools

Salesforce

Job description

Who We Are

Alpaca is a US-headquartered, global leader in agent-first brokerage infrastructure for stocks, ETFs, options, crypto, fixed income, 24/5 trading, and more. Amongst our subsidiaries, Alpaca is a licensed financial services company, serving hundreds of financial institutions across 40 countries with our institutional-grade APIs. This includes broker-dealers, investment advisors, wealth managers, hedge funds, and crypto exchanges, totalling over 10 million brokerage accounts. Our global team is a diverse group of experienced engineers, traders, and brokerage professionals who are working to achieve our mission of opening financial services to everyone on the planet. We're deeply committed to open-source contributions and fostering a vibrant community, continuously enhancing our award-winning, developer-friendly API and the robust infrastructure behind it. Alpaca is proudly backed by $400 million in funding from top-tier global investors including Portage Ventures, Spark Capital, Tribe Capital, Social Leverage, Horizons Ventures, Opera Tech Ventures, SBI Group, Derayah Financial, Unbound, Peak XV, Elefund, and Y Combinator.

Our Team Members

We're a dynamic team of 400+ globally distributed members who thrive working from our favorite places around the world, with teammates spanning the USA, Canada, Japan, Hungary, Nigeria, Brazil, the UK, and beyond! We're searching for passionate individuals eager to contribute to Alpaca's rapid growth. If you align with our core values—Stay Curious, Have Empathy, and Be Accountable—and are ready to make a significant impact, we encourage you to apply.

Your Role

Alpaca is seeking a Senior Cashiering Operations Associate to own client money movement across ACH, domestic and international wires, RTP, checks, and internal journals. This role is accountable for timely, accurate, and compliant cash processing, with a strong mandate to strengthen operational controls, reduce risk, and drive process quality. You will operate with a high degree of independence, exercise judgment on complex and high-risk transactions, and serve as a key partner to custodians and banking partners. The ideal candidate brings deep money-movement expertise, a control-first mindset, and clear ownership of outcomes in a fast-paced fintech environment.

Ops Control Framework & Oversight

Own and continuously strengthen controls across money movement workflows, ensuring adherence to firm policies, regulatory expectations, and data privacy standards
Review, validate, and approve client money movement requests (ACH, wires, RTP, checks, journals) in accordance with firm policies
Process and release transactions accurately and within established SLAs
Reconcile daily cash movements, deposits, and settlement activity to ensure accurate posting
Monitor and resolve exceptions, returns, rejects, and transaction discrepancies
Serve as a primary operational point of contact for custodians and banking partners
Prepare and review daily and monthly operational reports, including transaction coding oversight
Maintain accurate documentation and case tracking in Salesforce and internal systems
Ensure adherence to regulatory requirements, internal controls, and data privacy standards
Identify operational risks and elevate suspicious or high-risk transactions appropriately
Support audits, reporting requirements, and special projects as needed
Partner with Operations, Compliance, Risk, and Technology to design and implement process improvements
Train and coach internal teams; contribute to playbooks, SOPs, and onboarding for cashiering workflows

What You Bring

Bachelor's degree in Finance, Business, Economics, or related field — or equivalent experience
5+ years of experience in financial services, brokerage operations, banking, or cashiering
Direct experience processing money movements (ACH, wires, checks, journals, RTP preferred)
Experience interacting with custodians, clearing firms, or correspondent banks
Strong command of operational risk and fraud controls
High level of attention to detail and accuracy
Clear, confident written and verbal communication with internal stakeholders and external partners
Ability to work independently, prioritize competing demands, and elevate issues with context and recommendations

Preferred Experience

Portfolio accounting or broker-dealer systems
Experience in fintech or high-growth environments
Prior ownership of SOPs, control frameworks, or audit support for cash/money movement operations
Experience mentoring or training operations team members

Core Competencies

Detail Orientation
Action & Ownership Mindset
Strong Risk Awareness
Clear Communication
Responsiveness & Follow-Through
Cross-Functional Collaboration
Confidentiality & Professional Judgment
Alignment with Alpaca's company tenets
- Stay Curious
- Have Empathy
- Be Accountable