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ROBS Compliance Calendar

Generate an editable planning calendar for common ROBS plan, filing, valuation, corporate-tax, payroll, and employee-administration touchpoints.

Direct answer: this tool is useful when you need a dated checklist to compare against a provider calendar, CPA calendar, payroll calendar, plan document, and ERISA counsel instructions. It is not a filing service, reminder system, eligibility determination, or professional advice.

What it models

Source-backed federal plan filing timing, optional extension prompts, corporate return prompts when you provide entity facts, wage/vendor reporting prompts, and confirm-with-provider ROBS administration windows.

What it avoids

False precision for plan-document notices, valuation engagement deadlines, payroll deposit schedules, state filings, and facts the tool cannot know.

Build a planning calendar

Use plan and corporate year-end facts only. Do not enter names, balances, EINs, emails, phone numbers, or participant records.

Calendar year to display, 2024 through 2035.

Use 1 for owner-only unless your provider says otherwise.

Plan year end

Validated against the selected month and planning year.

Plan filing facts
Corporate tax return facts

Used only when corporate return modeling is selected.

Payroll and contractor prompts
View

Prompts

9

Applied

2

Confirm

7

9 planning prompts generated locally for 2026.

  1. Employee eligibility, census, and notice-calendar review

    confirm
    Date:
    Oct 31, 2026
    Rule:
    Confirm plan-term employee administration window
    Provenance:
    DOL fiduciary materials emphasize operating the plan according to plan documents and providing required disclosures; eligibility dates and notices depend on plan terms.
    Assumptions:
    Employees selected.
    Confirm:
    Confirm entry dates, hours, census data, notices, testing, and payroll handoffs under the plan document.

  2. Annual employer-stock valuation and stock-record review window

    confirm
    Date:
    Dec 31, 2026
    Rule:
    Confirm provider valuation and stock records after plan year end
    Provenance:
    IRS ROBS materials identify valuation and employer securities issues; no universal federal fixed date is modeled for the valuation itself.
    Assumptions:
    Window starts at plan year end. Use the date as a planning prompt, not a fixed federal filing deadline.
    Confirm:
    Confirm valuation timing, valuation professional scope, minutes, cap table, and stock ledger with provider and ERISA counsel.

  3. Form 1099-NEC nonemployee compensation prompt

    conditional
    Date:
    Feb 1, 2027 (raw 2027-01-31)
    Rule:
    Nonemployee compensation reporting generally due January 31
    Provenance:
    IRS Form 1099-NEC materials apply when reportable nonemployee compensation exists. This tool does not determine recipient eligibility or thresholds.
    Assumptions:
    No nonemployee compensation selected.
    Confirm:
    Confirm vendor records, thresholds, TINs, backup withholding, state filings, and e-file rules with the CPA/payroll provider.

  4. Forms W-2/W-3 wage reporting prompt

    applies
    Date:
    Feb 1, 2027 (raw 2027-01-31)
    Rule:
    Employer wage statements generally due January 31
    Provenance:
    IRS Form W-2 materials apply to employers reporting wages. Payroll deposit schedules are not modeled because they depend on payroll facts outside this tool.
    Assumptions:
    Employees selected.
    Confirm:
    Confirm payroll provider filings, deposit schedule, state forms, and wage statement delivery.

  5. Form 7004 extension request if used

    conditional
    Date:
    Apr 15, 2027
    Rule:
    Business income-tax extension request by original due date
    Provenance:
    IRS Form 7004 requests an automatic extension for certain business returns. Publication 509 states the request uses six months for common Form 1120, Form 1120-S, and Form 1065 returns, with a seven-month Form 1120 extension lane for corporations with a fiscal tax year ending June 30 or covered short tax years treated as ending June 30.
    Assumptions:
    Corporate extension not selected. Six-month extension lane applied.
    Confirm:
    Confirm whether Form 7004 is available, whether tax payment is still due, and who files it.

  6. Form 1120 corporate return original due-date prompt

    applies
    Date:
    Apr 15, 2027
    Rule:
    15th day of fourth month after tax year end
    Provenance:
    IRS Publication 509 says Form 1120 is due on the 15th day of the fourth month after the corporation tax year ends, except a corporation with a tax year ending June 30 files by September 15. It also says a Saturday, Sunday, or District of Columbia legal holiday moves a tax due date to the next nonholiday weekday.
    Assumptions:
    Entity selected: c-corporation. Corporate tax year ends 2026-12-31. Generic month rule applied only where no June 30 C corporation exception applies.
    Confirm:
    Confirm entity classification, fiscal year, short-year status, return type, and preparer responsibility with the CPA.

  7. Form 5500-series original due-date prompt

    conditional
    Date:
    Aug 2, 2027 (raw 2027-07-31)
    Rule:
    Last day of seventh month after plan year ends
    Provenance:
    IRS Form 5500 Corner states plan sponsors generally file on the last day of the seventh month after the plan year ends; DOL requires electronic filing for Form 5500 and 5500-SF.
    Assumptions:
    Plan year ends 2026-12-31. One-participant facts require provider confirmation of Form 5500-EZ threshold and public filing status.
    Confirm:
    Confirm the exact Form 5500, 5500-SF, or 5500-EZ requirement with the plan document, provider, and filing professional.

  8. Form 5558 extension request if used

    conditional
    Date:
    Aug 2, 2027 (raw 2027-07-31)
    Rule:
    Form 5558 extends Form 5500-series and Form 8955-SSA
    Provenance:
    IRS Form 5558 page says plan administrators use Form 5558 to apply for a one-time extension for Form 5500, 5500-SF, 5500-EZ, and Form 8955-SSA; IRS Form 5500 Corner says Form 5558 may be filed electronically through EFAST2 or on paper.
    Assumptions:
    The request date is modeled as the original Form 5500-series due date. No extension selected; keep as a conditional prompt only.
    Confirm:
    Confirm whether Form 5558 is needed, who files it, and proof of timely submission.

  9. Form 8955-SSA applicability check

    conditional
    Date:
    Aug 2, 2027 (raw 2027-07-31)
    Rule:
    Separated participants with deferred vested benefits
    Provenance:
    IRS Form 5500 Corner says plan administrators with separated participants with deferred vested benefits file Form 8955-SSA and lists the same last-day-of-seventh-month due date with Form 5558 extension availability.
    Assumptions:
    You did not select separated deferred vested participants.
    Confirm:
    Confirm participant data and whether Form 8955-SSA is required.

The calendar is deterministic and browser-local. It does not use AI, network calls, query strings, storage, cookies, accounts, reminders, filing submission, calendar integrations, clipboard permissions, provider scoring, or lead capture.

How to use the calendar

Enter the plan year end from the plan document, not from memory. Enter participant count as a filing fact to discuss with the plan administrator. Add corporate tax classification only when you know the federal filing classification and corporate tax year. Then compare every generated date with written provider and CPA calendars before relying on it.

For federal tax filing prompts, the model applies the IRS Saturday, Sunday, and legal holiday adjustment described in Publication 509. [4] When a date changes, the event shows the raw due date and the adjusted planning date.

What is included and excluded

Included: Form 5500-series original timing, Form 5558 extension prompts, Form 8955-SSA applicability checks, corporate income-tax return prompts, Form 7004 extension prompts, W-2/W-3 and 1099-NEC prompts, valuation record review, and employee eligibility/census review. [1] [3] [5]

Excluded: payroll deposit schedules, state corporate reports, franchise taxes, plan-loan amortization, participant-specific distribution notices, QDRO processing, RMD calculations, blackout notices, safe-harbor notice timing, corrective filings, and legal conclusions. Those can depend on facts and documents outside this browser screen.

Examples of interpretation

  • A calendar-year plan generally shows a Form 5500-series original prompt on July 31 of the following year, subject to weekend or federal holiday adjustment.
  • A ROBS-funded C corporation with a December 31 tax year shows a Form 1120 prompt in mid-April. A June 30 C corporation year end uses the September 15 original due-date lane and the seven-month Form 7004 extension lane, but the CPA must confirm short-year, extension, payment, and state-return rules.
  • An annual valuation prompt at plan year end is a records window, not a universal federal valuation filing deadline. The valuation engagement and stock records should be confirmed with the provider and valuation professional.

Limitations and privacy

The calendar is educational. It does not determine whether a ROBS is compliant, whether a plan must file a particular form, whether a filing was accepted, whether a contribution or notice is timely, or whether an extension is valid. It does not replace a ROBS provider, plan administrator, CPA, payroll provider, valuation professional, ERISA attorney, or fiduciary review.

The tool runs locally in the browser. It does not ask for contact information, names, account balances, EINs, Social Security numbers, participant records, or provider documents. It does not store data, does not set cookies, does not mutate the URL, does not send network requests, and does not transmit inputs.

FAQ

Does this calendar file anything or send reminders?

No. It only creates browser-local planning prompts. It does not file forms, submit extensions, send reminders, store data, create calendar events, or contact a provider.

Why are some items marked confirm instead of applies?

Some ROBS obligations depend on plan terms, participant facts, valuation scope, provider engagement, corporate tax year, payroll facts, or professional judgment. The tool marks those as confirmation windows rather than fixed federal deadlines.

How are weekends and federal holidays handled?

For modeled federal tax filing prompts, the tool moves a Saturday, Sunday, or District of Columbia legal holiday date, including District of Columbia Emancipation Day when applicable, to the next nonholiday weekday. It labels both raw and adjusted dates when they differ.

Can this replace a provider, CPA, or ERISA attorney calendar?

No. Use it to gather questions and compare dates against plan documents, provider calendars, CPA workpapers, payroll records, and ERISA counsel guidance.

Sources and verification

Author: Dennis Shirshikov. Published 2026-08-13. Updated 2026-08-13. This page is educational and may include affiliate-supported site disclosures in the footer; compensation does not change the date rules modeled here.

  1. IRS Form 5500 Corner

    Plan sponsors generally file Form 5500-series returns by the last day of the seventh month after the plan year ends; the page also describes Form 5558, Form 8955-SSA, Form 5500-EZ, penalties, and filing mechanics. Checked Aug. 13, 2026.

  2. DOL Form 5500 Series

    DOL explains the Form 5500 Series disclosure purpose and electronic filing requirement for Form 5500 and Form 5500-SF through EFAST2. Checked Aug. 13, 2026.

  3. IRS About Form 5558

    IRS states Form 5558 applies to one-time extensions for Form 5500, Form 5500-SF, Form 5500-EZ, and Form 8955-SSA. Checked Aug. 13, 2026.

  4. IRS Publication 509

    IRS explains tax-calendar use, Saturday/Sunday/District of Columbia legal-holiday adjustment for tax acts, Form 1120 June 30 year-end timing, the seven-month June 30 Form 7004 extension lane, business return timing, and employer calendar context. Checked Aug. 13, 2026.

  5. IRS About Form 1120

    IRS identifies Form 1120 as the U.S. corporation income tax return for domestic corporations. Checked Aug. 13, 2026.

  6. IRS About Form 7004

    IRS identifies Form 7004 as the application for automatic extension of time to file certain business income tax and information returns. Checked Aug. 13, 2026.

  7. IRS ROBS compliance project

    IRS flags ROBS valuation, employer stock, Form 5500, Form 1120, prohibited transaction, discrimination, and dissolution concerns. Checked Aug. 13, 2026.

  8. DOL Meeting Your Fiduciary Responsibilities

    DOL explains fiduciary duties, plan documents, participant disclosures, reporting, bonding, and service-provider monitoring. Checked Aug. 13, 2026.