Tax Aid

Federal + Ohio tax calendar, sales tax position, quarterly estimates, reserve tracking. Designed to surprise-proof the financial year.

How this tab is structured. Upcoming deadlines (next 90 days) at the top, sales-tax position + 1099 thresholds in the middle, tax reserve and CPA engagement state at the bottom. Sourced from the HelpWin Compliance Calendar (Google Calendar + Notion) and the Operating Agreement §6 distribution policy. Updates: edit TAX_EVENTS in this file's JS for v1; future enhancement: a helpwin_tax_calendar table.

Upcoming deadlines (next 90 days)

Past deadlines are hidden once the date has passed by 7 days.

Sales tax position

Are HelpWin's services taxable in Ohio?

Working answer: likely no. Ohio generally does not tax SaaS subscriptions sold B2B for use outside personal/individual contexts. The website-build component may have a separate digital-services treatment depending on classification.

Confidence: medium · Last reviewed: 2026-05-02 · To verify: CPA at Tier 2 trigger per OA §6.10 · Source: ORC §5739

Do we charge sales tax on invoices?

No, currently. If sales-tax position changes, Square subscription invoices need to be reconfigured to add tax line items per state.

Action if changed: update Square invoice template + this position note + LAUNCH-STATE.md

1099 thresholds (contractor payments)

Did HelpWin pay any contractor > $600 this year?

No. HelpWin operates with two co-founders only. No contractors, no freelancers, no agencies. The no-subcontractor posture is deliberate (insurance, simplicity).

If posture changes, 1099-NEC filings due Jan 31 of following year. Track in this tab + Vendor Dependency tab.

Quarterly estimated payments

Federal Form 1040-ES (self-employment estimated tax)

Each member files individually based on their share of LLC profits. Pre-revenue: $0 estimates. Once revenue starts, set aside per the Tax Reserve mechanism (Exhibit C account 2).

Federal due dates: Apr 15 / Jun 15 / Sep 15 / Jan 15. State Ohio uses same dates.

Ohio IT-1040ES

Ohio's flat 2.75% income tax (post-2026 reform). Pass-through on each member's share. No CAT / commercial activity tax expected at HelpWin's scale (CAT exempts < $1M gross receipts).

Watch for Ohio CAT registration if gross receipts approach $1M.

Tax reserve status

Tax Reserve account balance (manual entry until banking integration)

$0.00

Target reserve: 25% of gross MRR per Exhibit C. Pre-revenue, target is $0.

When does the reserve become load-bearing?

Phase 2 trigger of the Financial Engine (Salary Ramp, clients 15-25). At that point the Tax Reserve sweep auto-routes 25% of incoming subscription revenue to a separate account until quarterly estimates are paid.

Source: OA Exhibit C banking and sweeps policy.

CPA engagement state

Are we engaged with a CPA?

No. CPA engagement is queued at the Tier 2 MRR trigger per OA §6.10 (~clients 15-25). At that point: §199A QBI deduction (20% pass-through) and Ohio PTET election (entity-level tax bypassing SALT cap) become material enough to justify the CPA cost.

Pre-Tier 2: handle returns directly; tax software (TurboTax Self-Employed or similar) sufficient.

Quick links

Compliance Calendar Form 1040-ES Ohio Tax IRS SMB ORC §5739 (sales tax)

Checking access...