
1099 & Vendor Compliance
A formal filing process.
Debit & Co. reviews payee records and requests W-9s each week, while Aaron leads senior review. The result: all 1099-NEC and 1099-MISC filings are completed before January 31, 2027.
Best for: B2B leaders needing complete contractor filings.
Incomplete filings cost up to $340 per form.
When W-9s remain buried in email, payees become harder to reach. Duplicate records split payments, and missing tax IDs can require 24% backup withholding.
The Continuous Close Method, applied to vendor compliance.
Debit & Co. reviews payee records and W-9 status weekly, while Aaron Ressel, Senior Controller, leads the work. Early review gives payees time to respond before filing.
01
Foundation: vendor records
The team merges duplicate payees, identifies likely recipients, and separates payments reported on Form 1099-K. Forms are filing-ready.
02
Cadence: W-9 collection
The team requests W-9s, follows up weekly, and verifies names and tax IDs through IRS TIN Matching. Gaps are documented for filings.
03
Completion: filing log
The team e-files each form, sends recipient copies, and delivers a filing log. Every required form is submitted before January 31, 2027.
Schedule by December 15 to protect the filing date.
What Debit & Co. includes.
Vendor records: four checks
- Vendor-record reconciliation for duplicate payees
- Payment-method review for eligible vendors
- Card-payment exclusions reported on Form 1099-K
- Threshold application to 2026 payments
W-9 collection: four checks
- W-9 requests sent to each flagged vendor
- Weekly W-9 follow-up from October through December
- IRS TIN Matching for names and tax IDs
- Backup-withholding flags at 24 percent
IRS filing: four outputs
- Reconciled 1099-NEC/MISC forms
- IRS e-filing for 10 or more forms
- Recipient copies by January 31
- February filing log for your CPA
A fit when…
- Ten or more contractors or vendors were paid in 2026.
- W-9s remain in email threads or nowhere at all.
- One payee appears under multiple vendor records.
- Prior forms went late or required corrections.
Not a fit when…
- Fewer than five vendors require forms this year.
- Card or PayPal payments cover every vendor.
- Employee W-2s belong with the payroll provider.
- Your CPA already files from complete records.
Need W-2 support? See Payroll Services →
Data security: encrypted data, role-based access, 7-day documented offboarding.
Comparing Debit & Co. to a January start across 5 filing risks.
| Buyer evaluates | January start | Debit & Co. |
|---|---|---|
| Response time | Days during a busy month | Weekly follow-up before filing |
| Tax ID errors | Found after an IRS notice | Found in TIN Matching before filing |
| Duplicate vendors | Split payments and totals | Merged before forms run |
| Withholding | Missed, then owed | Flagged before December 1 |
| Next year | The same scramble | Corrected vendor master retained |
Two senior reviewers oversee every annual filing.
Senior Controller
Aaron Ressel
Reviews classifications and ledger totals before filing. Brings an MBA and 20+ years of reporting leadership.
CFO
Kevin Cahill
Keeps the engagement calendar on track for filing. Brings CFO experience in forecasting and cost optimization.
Combined 50+ years of CFO and Controller leadership.
Pricing set by scope, quoted up front.
Scope reflects the vendor file and filing requirements. The quote is fixed after a short scoping call. Eight drivers shape the price:
- Vendor count and payments made during 2026
- Required 1099-NEC and 1099-MISC form count
- Missing or outdated W-9s at engagement start
- Duplicate records for each Form 1099 payee
- Ledger stack: QuickBooks Online, Puzzle, Bill.com
- State filings beyond the two federal forms
- Prior-year corrections for 2024 or 2025 forms
- Related entities: one to five related companies
Related thinking from the Playbook.

QBO books
How to close old payables in QuickBooks
Address stale AP without changing earlier periods.

AP close
Three controls for the AP month end close
Set cutoffs, accruals, and review procedures.

BS accounts
Three balance sheet account risks to resolve
Resolve negative balances, stale AR/AP, and suspense accounts.
Four questions before you book.
When are 2026 Forms 1099-NEC and 1099-MISC due?
January 31, 2027 is the deadline. NEC forms go to the IRS and recipients that day. Recipient MISC copies are also due then.
Who needs a 1099 for 2026 payments?
Unincorporated contractors, landlords, and attorneys paid $2,000 or more by check, ACH, or wire need a form. Card payments are reported on Form 1099-K.
What if a vendor never returns a W-9 form?
A missing tax ID can require 24% backup withholding from future payments. Debit & Co. logs each request and flags vendors before December 1.
How does this differ from Comprehensive Bookkeepers?
This is a seasonal filing engagement. Comprehensive Bookkeepers maintains vendor records throughout the year, while this service prepares forms and resolves vendor-record gaps before filing. See Comprehensive Bookkeepers →
Filing readiness before January 31, 2027.
Vendor records reviewed, W-9s collected, tax IDs verified, and filing logged. Forms reach the IRS and recipients on time. Your vendor master is ready for the year ahead.

