Master Guide to Form 1099 Compliance | E-Book

 2025 Master Guide to Form 1099 (E-Book)

Last revised: September 26, 2025

The 2025 Master Guide to Form 1099 Compliance gives you practical and authoritative assistance for Form 1099 compliance and avoidance of penalty assessments.

The 2025 Master Guide covers the Form 1099 reporting issues and scenarios encountered all year long in Accounts Payable, highlighting the changes which impact your 2025 year-end reporting, and also guiding you through easy-to-understand explanations you’ll use throughout 2026 on the fundamental rules and common reportable payment situations in this area of tax compliance. 

What’s new in the 2025 edition:  

• A looming change to the $600 threshold — not for 2025, but for 2026. The One Big Beautiful Bill (OBBB) makes the first change to this amount since 1954, setting the threshold at $2,000 for 2026 and indexing it for inflation in future years.  

• A reversion back to the “old rules” for Form 1099-K reporting. The reversion back to the old rules doesn’t directly affect most people in the 1099 world, but 1099-K indirectly affects everyone who issues 1099s. 

• The IRS no longer accepting paper checks after September 30, 2025. Form those of us in the 1099 and 1042-S world, this means payment of backup withholding must be made electronically. 

• A proposed end date to the FIRE system (December of 2026). Many businesses use FIRE for filing 1099s and 1042-S but the IRS’s tentative plan is to shut FIRE down in December of 2026 — meaning 2025 forms that you file in 2026 will be the final forms you can file through FIRE (if the IRS’s proposed timeline holds). 

Sections of the Guide include updates to IRS forms; the IRS electronic filing requirements; security protocols and transmitter codes for IRS electronic filing; understanding the new Form W-9 and which payees may be exempt from being reported; Forms 1099-NEC, 1099-MISC and 1099-K explained with numerous examples of reportable payments; 24% backup income tax withholding requirements and due dates for federal tax withholding deposits; the special reporting requirements which result from legal settlements and amounts payable to attorneys; fringe benefits and expense reimbursements; worker classification (employee vs. independent contractor); due dates for Forms 1099 to the IRS and copies to payees; extensions of time for 1099 filing and furnishing payee copies; state Form 1099 filing information; IRS “B” notices and proposed penalty notices; and more.

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