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1099 Reporting Obligations When a Trustee Pays on Your Institution's Behalf

Q. We are a Higher Ed institution and have had a bond issuance. Over $300,000 was paid for services… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

Vendor W-9 Doesn't Match TIN Records Due to Name Change: Should You Wait to Pay?

Q. We have to set up a new vendor in our system. They sent us a W-9, but when we did a TIN match,… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

How Can Companies Reimburse Board Members and Clients Without Paper Forms?

Q. We have vendors/clients/board members/committee members who need to be reimbursed. Instead of… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

AP Team Structure Best Practices: Real-World Approaches to Dividing Invoice Processing Work

Q. I would like to know how other AP managers allocate the work on their team. Does everyone own a… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

New Cash Tip Reporting on Form 1099-K: TPSOs Only

Q. I am seeking clarification regarding the new cash tip field on Form 1099-K (December 2026), Box… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

Should You Require a W-8 From Every Non-US Supplier?

Q. What are the best practices when it comes to our company requesting suppliers provide their… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

Mid-Year Change to Standard Mileage Rates

Q. IRS Bulletin No. 2026-29 dated 7/13/2026 on the IRS.gov website says: "Announcement 2026-11,… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

How to Handle a W-9 Without an SSN or EIN

Q. We have a rent vendor who provided an incomplete W9 missing their TIN. When we asked for a… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

Retroactively Billing Under a Suspended S Corp

Q. In reviewing an updated W-9 form for an individual who requested we set up payment under her S… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

Federal Entity Tax Exemption: Is a W-9 Enough Verification?

Q. If an entity is stating they are a federal entity and proves it with their W-9, is that… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

When Do Partnerships Receive a 1099?

Q. Please provide guidance on when a 1099 is issued to a partnership. I am under the impression… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

IRS Tax Lien Notices (Form 668-Y & 668-Z): What AP Needs to Know

Q. We received a Notice of Federal Tax Lien (Form 668-Y(c)) and a Certificate of Release of Federal… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

Can Government Agencies Reimburse Employees Who Used Rewards Points or Gift Cards? Tax Implications Explained

Q. I work for a local government agency in the Finance/Accounts Payable department. We have… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

How to Onboard Foreign Vendors: Required Forms, Watchlists, and Reporting

Q. We are starting to do business with foreign vendors and would like to know a good protocol for… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

Foundation-Funded Employee Assistance Payments and When a Vendor 1099 Is Required

Q. We have a fund set up through the Foundation where they have money to use for employees who… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

Is Sales Tax Owed on Gas Cylinder Rentals in Texas?

Q. I work for a construction company in Houston, Texas, and we rent gas tanks from a Texas company.… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

Lien on Supplier Payment: Who Gets the 1099?

Q. When you receive a lien notice to direct payment of unpaid invoices to a supplier, would a W-9… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

W-9 or W-8? Tax Reporting When a UK Entity Has a U.S. Parent Company

Q. We have a payee that describes itself as a UK-based company owned by a U.S. parent company. The… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

T&E Corporate Card Reconciliation: What's Working for AP Teams

Q. We are currently reviewing our internal processes for managing the timely reconciliation of T&E… Read More
IOFM Members rely on “Ask the Expert” whenever they’re stumped. IOFM's tax experts are standing by, ready to answer your 1099 compliance questions. And a panel of more than 100 AP practice leaders are also on call for your next best practice question.

Handling Aged Payroll Tax and Garnishment Checks: Reissuance, Escheatment, and Compliance Best Practices

Q. Many of our stale-dated checks are payroll-related payments for state or local taxes or… Read More
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