Small Business Deadline Calendar: vendor changes

Oct 16: Old Microsoft Whiteboards still in Azure are deleted

Tue, 13 Oct 2026 20:00:00 +0000

Date: Oct 16, 2026
Who: Work or school accounts with Whiteboards not migrated to OneDrive
What to check: Check the 'Not migrated' section in Whiteboard and export what you need.
Official source: https://support.microsoft.com/en-us/whiteboard/migration-of-whiteboards-from-azure-to-onedrive

General guidance, not legal, tax or IT advice.

Oct 26: ChatGPT Enterprise: creation of new custom GPTs planned to end

Wed, 21 Oct 2026 08:20:00 +0000

Date: Oct 26, 2026 (planned)
Who: Affected ChatGPT Enterprise workspaces
What to check: Publish any drafts you need to migrate before this cutoff. Edits to existing, unmigrated GPTs are not prevented.
Official source: https://help.openai.com/en/articles/20001519-custom-gpt-retirement-and-migration-faq

General guidance, not legal, tax or IT advice.

Nov 1: EU product identifiers become mandatory for low-value e-commerce imports

Tue, 20 Oct 2026 14:00:00 +0000

Date: Nov 1, 2026
Who: Sellers outside the EU who ship online orders up to EUR 150 to EU consumers, and whoever declares those parcels
What to check: Check that every product variant has a unique code and a manufacturer code, and ask your carrier or customs agent what product data they need.
Official source: https://taxation-customs.ec.europa.eu/news/guidance-and-legal-text-temporary-flat-fee-low-value-imports-which-will-apply-until-1-july-2028-2026-06-08_en

General guidance, not legal, tax or IT advice.

Nov 1: IRS FIRE: last day for test files

Tue, 13 Oct 2026 20:00:00 +0000

Date: Nov 1, 2026
Who: Businesses that e-file 1099s themselves through FIRE
What to check: Check who files your 1099s and which system they use.
Official source: https://www.irs.gov/e-file-providers/filing-information-returns-electronically-fire

General guidance, not legal, tax or IT advice.

Nov 2: Amazon commercial liability insurance changes start

Tue, 13 Oct 2026 20:00:00 +0000

Date: Nov 2, 2026
Who: Amazon sellers in categories with enhanced safety listing requirements; sellers based in Mainland China
What to check: Check whether your category is covered and whether your policy is on file with Amazon.
Official source: https://sellercentral.amazon.com/seller-forums/discussions/t/287d5c33-8278-4802-ba69-2f58f7dda408

General guidance, not legal, tax or IT advice.

Nov 3: ZenBusiness Banking: deposits stop

Tue, 13 Oct 2026 20:00:00 +0000

Date: Nov 3, 2026
Who: ZenBusiness Banking account holders
What to check: Check everything that pays into the account and send new bank details.
Official source: https://help.zenbusiness.com/zenbusiness-banking/banking-closure-faq

General guidance, not legal, tax or IT advice.

Nov 9: IRS FIRE: last day to change IR Applications for TCC

Tue, 13 Oct 2026 20:00:00 +0000

Date: Nov 9, 2026
Who: Businesses that file through FIRE
What to check: Check whether an IRIS Application for TCC is started (the IRS says current FIRE users must complete a separate IRIS Application for TCC).
Official source: https://www.irs.gov/e-file-providers/filing-information-returns-electronically-fire

General guidance, not legal, tax or IT advice.

Nov 19: IRS FIRE: last day to file information returns (3 p.m. ET)

Tue, 13 Oct 2026 20:00:00 +0000

Date: Nov 19, 2026
Who: Businesses that file 1099s through FIRE
What to check: Check for open corrections or late returns and ask your provider if they are on IRIS.
Official source: https://www.irs.gov/e-file-providers/filing-information-returns-electronically-fire · https://www.irs.gov/filing/e-file-information-returns-with-iris

General guidance, not legal, tax or IT advice.

Nov 30: ZenBusiness Banking: accounts close

Tue, 13 Oct 2026 20:00:00 +0000

Date: Nov 30, 2026
Who: ZenBusiness Banking account holders
What to check: Check balance moved, payments switched, debit card charges moved, mailing address current.
Official source: https://help.zenbusiness.com/zenbusiness-banking/banking-closure-faq · https://help.zenbusiness.com/zenbusiness-banking/move-your-money-from-zenbusiness-banking

General guidance, not legal, tax or IT advice.

Dec 11: ChatGPT custom GPTs scheduled to retire

Wed, 21 Oct 2026 08:20:00 +0000

Date: Dec 11, 2026
Who: Anyone who created or relies on a custom GPT (Enterprise workspaces with an approved deferral: Feb 11, 2027)
What to check: List your GPTs, publish essential edits, migrate the ones you created to plugins and test them. Custom actions do not transfer.
Official source: https://help.openai.com/en/articles/20001519-custom-gpt-retirement-and-migration-faq

General guidance, not legal, tax or IT advice.

Apr 1, 2027: Exchange Online EWS fully and permanently disabled

Thu, 22 Oct 2026 08:30:00 +0000

Date: Apr 1, 2027 (phased switch-off rolls out tenant by tenant from Oct 2026)
Who: Microsoft 365 admins whose apps, scripts or services still use EWS
What to check: Review EWS usage reports, read EWSEnabled and your AppID allow list (read-only), and move apps to Microsoft Graph. Microsoft says there will be no exceptions past April 2027.
Official source: https://techcommunity.microsoft.com/blog/exchange/exchange-online-ews-your-time-is-almost-up/4492361

General guidance, not legal, tax or IT advice.