Year-end

1099-K & tax

Who gets the form when funds pass through your Stripe, 2026 IRS enforcement thresholds, and sub-merchant structures that keep your return clean.

9 playbooks in this cluster
12 clusters total
Most recent in this cluster
tax 11 min read 2026-04-18

1099-K reporting for DTC agencies in 2026

DTC agency 1099-K obligations in 2026. Who gets the form when funds pass through your Stripe, IRS enforcement risk, clean structures.

Read the playbook
tax 11 min

1099-K reporting for DTC agencies in 2026

DTC agency 1099-K obligations in 2026. Who gets the form when funds pass through your Stripe, IRS enforcement risk, clean structures.

2026-04-18 Read
tax 11 min

1099-K reporting deadline 2026

The 2026 1099-K deadline calendar for DTC operators, marketplaces, and franchise rollups. Thresholds, filing dates, state overlays, and what changed from 2025.

2026-04-18 Read
tax 11 min

1099-K reporting for franchise rollups in 2026

Franchise system 1099-K mechanics: who files, franchisee vs franchisor allocation, royalty reporting, TIN matching for multi-unit operators.

2026-04-18 Read
tax 12 min

1099-K reporting for marketplace operators in 2026

How 1099-K reporting works for marketplaces, payfacs, and multi-seller platforms in 2026. Threshold, TIN matching, seller notifications.

2026-04-18 Read
comparison 11 min

Helcim vs Stax vs Fattmerchant for mid-market in 2026

Helcim, Stax (formerly Fattmerchant), and alternatives for mid-market US operators in 2026. Subscription pricing models, feature depth, high-risk stance.

2026-04-18 Read
compliance 10 min

Marketplace 1099-K reporting under the 2026 IRS rules

The 2026 1099-K threshold dropped to $600. What marketplaces, multi-brand operators, and payment facilitators actually have to report, and the edge cases.

2026-04-18 Read
regulatory 12 min

Multi-state sales tax for multi-brand operators

Economic nexus rules, marketplace facilitator mechanics, per-brand vs consolidated filings, and the sales tax automation stack for multi-brand operators in 2026.

2026-04-18 Read
compliance 11 min

TIN matching and 1099-K: the 2026 IRS matching program explained

What the IRS Combined Annual Wage Reporting and the 1099-K matching program mean for multi-brand operators in 2026: thresholds, B notices, backup withholding, and remediation.

2026-04-18 Read
evaluation 10 min

Why Stripe Tax isn't multi-brand aware

Stripe Tax calculates and files sales tax per Stripe account. Portfolio operators need multi-entity nexus management and consolidated filings — features Stripe Tax does not provide.

2026-04-18 Read

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