April 15, June 15, September 15, January 18. If you work for yourself, those four dates matter. They're here alongside a monthly unpaid-invoice chase and a Friday reminder to send your estimates.
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First of the month: • List every invoice that's past due. • Send a short, friendly reminder with the invoice number, amount and a payment link. • Anything 60+ days late? Call instead of emailing.
Any site visits this week without a written estimate yet? Send them before the weekend, while the job's still fresh for the customer.
Final 2026 estimated payment (Form 1040-ES). Confirm on irs.gov.
January 31, 2027 falls on a Sunday, so the deadline moves to Monday, February 1, 2027. If you paid a subcontractor $600 or more in 2026, check the IRS's current rules and thresholds.
First 2027 estimated payment (Form 1040-ES), due the same day as the 2026 tax return. Confirm on irs.gov.
Second 2027 estimated payment (Form 1040-ES). Confirm on irs.gov.
Third 2027 estimated payment (Form 1040-ES). Confirm on irs.gov.
Self-employed tradespeople and service pros usually pay federal income tax in quarterly estimates. This calendar lists the 2027 due dates, adjusted where the usual date falls on a weekend or holiday, plus the February 1, 2027 deadline for sending 1099-NEC forms for 2026.
It also builds two money habits: chasing overdue invoices on the 1st of each month, and sending every estimate from the week before Friday afternoon. Tax dates can change, so always confirm on irs.gov. This isn't tax advice.
ScopeBid: Estimate & Invoice: Contractor estimates and invoices from an iPhone, even offline, for independent service pros.
Get it free on the App StoreOn a Mac, the same button opens Calendar. In Google Calendar, use the Google button, or paste https://honestlittleapps.github.io/calendars/contractor-tax-and-invoice-calendar-2027/contractor-2027.ics into Other calendars › From URL.
January 15, 2028 is a Saturday and the next Monday is a federal holiday, so the deadline moves to Tuesday. The IRS confirms this each year, so check irs.gov.
No. Many states have their own estimated tax dates.
ScopeBid makes contractor estimates and invoices from your iPhone, even offline, for independent service pros.
Yes. It costs nothing, needs no account and shows no ads. You can unsubscribe at any time.
Open the Calendar app, tap Calendars at the bottom, tap the ⓘ next to this calendar and choose Delete Calendar. Or go to Settings › Apps › Calendar › Calendar Accounts › Subscribed Calendars.
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