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Contract Commercial Loan Specialist

June 10, 2026

Department: Operations Location: Remote Description Grasshopper Bank is a client-first, digital bank built for the business and innovation economy, with an obsession for providing leading-edge technology, solutions-driven products and superior service through a combination of passionate people and digital resources. We are a highly experienced team who pride ourselves on diversity of thought and perspective. Nationally chartered, our portfolio of products and services range from VC, PE & Portfolio Companies to SBA Lending, as well as direct SMB and Embedded Banking. Our entrepreneurial drive allows us to support the growth and success of a wide range of clients at every stage of their business through inclusive partnership. We seek out team members who will enable both our organization and our people to grow and thrive through collaboration and acting with integrity and respect. Our focus on cross-functional teamwork provides a culture where ideas are valued, accountability is encouraged, and successes are celebrated. We welcome all those searching for the opportunity to contribute to banking innovation that influences and supports the emerging digital world of Financial Services. Our digital first approach enables our teams the flexibility to work remotely. We have offices in NYC and Boston. What You'll Do Your enthusiasm, organizational skills and keen attention to detail for Loan Operations will keep us moving forward in the right direction and help us grow. Your knowledge of loan documentation, onboarding and regulatory procedures will support our growing client base and keep us compliant. This will be a 3 month contract with potential to extend to 6 months. Responsibilities In this role, you will effectively manage a caseload of commercial loans while collaborating closely with the broader operations team to ensure accurate processing, servicing, and reporting functions. Your daily responsibilities will include: <ul><li>Perform initial setup, data entry, and system record creation for new Commercial Real Estate (CRE), Sponsor Banking, and Yacht loans, including onboarding primary borrowers, guarantors, and associated Demand Deposit Accounts (DDAs)</li><li>Manage the ongoing lifecycle of existing loans by processing renewals, amendments, extensions, and term modifications</li><li>Process daily loan advances, payments, insurance updates, and manage unused fee calculations and billing on undrawn lines of credit.</li><li>Process participation payments, notices, and wires (specifically handling Fieldpoint and BancAlliance programs), as well as general incoming and outgoing wire transfer reviews</li><li>Issue and administer Letters of Credit and generate accurate invoices for loan-related fees and payments</li><li>Perform post-booking general loan quality control to ensure data accuracy and adherence to bank policies. Systematically review FCM, nCino, and FIS reports to identify and correct exceptions, delinquencies, and errors during maintenance cross-checks</li><li>Reconcile and balance various General Ledger (GL) and DDA accounts. Perform core edits and FIS Bank Control adjustments (e.g., updating interest rate indexes)</li><li>Manage internal and external inquiries via Zendesk. Research FIS system issues and open Client Portal tickets to resolve core banking platform problems</li><li>Gather documentation to respond to internal/external audit inquiries and actively document, refine, and improve written loan operations procedures.</li><li>Handle routine administrative duties, daily reports, and general in-office responsibilities necessary for smooth operations </li></ul>What You Need <ul><li>A minimum of 3-5 years experience in Loan Processing/Servicing at a commercial or community bank</li><li>Proficiency with modern loan documentation and origination software, specifically nCino</li><li>Extensive experience with core banking systems, specifically FIS/IBS and the US Bank letter of credit portal</li><li>Experience using FCM and ticketing/service systems like Zendesk</li><li>In-depth knowledge of loan processes, documentation review, and collateral management</li><li>Strong fluency with loan servicing across different loan types (e.g., CRE, C&I, Sponsor Banking, Yacht)</li><li>Deep understanding of Participations (e.g., Fieldpoint, BancAlliance), Letters of Credit, Term loans, and syndicated loans</li><li>Proven experience in General Ledger (GL) and Demand Deposit Account (DDA) reconciliation</li><li>Working knowledge of regulatory requirements within the loan operations department and experience handling audit inquiries</li><li>Advanced knowledge of Microsoft Office (e.g. Word, Excel, PowerPoint) and/or Google Workspace products</li><li>Excellent interpersonal, communication, and procedural writing skills</li></ul>

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...