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Never miss a tax deadline again
Every major federal filing date, estimated payment, and retirement contribution deadline for solopreneurs, built for the way the tax year actually falls. Pick your year, add it to your calendar, and stop keeping this in your head.
19 deadlines in 2026. Dates are adjusted for weekends and federal holidays, so what you see is the real date, not just the 15th.
Marked dates are the ones worth planning around: missing them costs money, and extending them is a decision rather than a formality.
Q1
Jan to Mar2025 Q4 estimated tax payment due
Fourth-quarter estimated payment for the 2025 tax year.
ALL
2025 Q4 payroll tax return due
Federal and state quarterly payroll return, for entities running payroll.
ALLPAYROLLJan 31, 2026 is a Saturday, shifted to the next business day.
2025 annual W-2/1099 filings due
For businesses that ran payroll or paid 1099 contractors in 2025.
ALLPAYROLLJan 31, 2026 is a Saturday, shifted to the next business day.
2025 S Corp return due or extend
Extending moves the filing deadline to Sep 15, 2026. An extension payment is still due if tax is owed.
S CORPMar 15, 2026 is a Sunday, shifted to the next business day.
Timely S Corp election due
For a Jan 1, 2026 effective date. Miss it and the IRS still grants relief for late elections in defined circumstances, so ask before assuming you have to wait a year.
LLCMar 15, 2026 is a Sunday, shifted to the next business day.
2025 Solo 401(k) / SEP IRA employer contribution due
Employer profit-sharing contribution for the 2025 tax year, tied to the S Corp filing deadline.
S CORPRETIREMENTMar 15, 2026 is a Sunday, shifted to the next business day.
Q2
Apr to Jun2025 individual return due or extend
Extending moves the filing deadline to Oct 15, 2026. An extension payment is still due if tax is owed.
ALL2025 Solo 401(k) / SEP IRA employer contribution due
Employer profit-sharing contribution for the 2025 tax year, tied to the individual filing deadline.
LLCRETIREMENT2026 Q1 estimated tax payment due
First-quarter estimated payment for the 2026 tax year.
ALL
2026 Q1 payroll tax return due
Federal and state quarterly payroll return, for entities running payroll.
ALLPAYROLL
2026 Q2 estimated tax payment due
Second-quarter estimated payment for the 2026 tax year.
ALL
Q3
Jul to Sep2026 Q2 payroll tax return due
Federal and state quarterly payroll return, for entities running payroll.
ALLPAYROLL
2026 Q3 estimated tax payment due
Third-quarter estimated payment for the 2026 tax year.
ALLExtended 2025 S Corp return due
No further extension is available. Late filing penalties may apply.
S CORPExtended 2025 Solo 401(k) / SEP IRA employer contribution due
Final deadline for S Corps that filed an extension.
S CORPRETIREMENT
Q4
Oct to DecExtended 2025 individual return due
No further extension is available. Late filing penalties may apply.
ALLExtended 2025 Solo 401(k) / SEP IRA employer contribution due
Final deadline for LLCs that filed an extension.
LLCRETIREMENT
2026 Q3 payroll tax return due
Federal and state quarterly payroll return, for entities running payroll.
ALLPAYROLLOct 31, 2026 is a Saturday, shifted to the next business day.
2026 Solo 401(k) employee contribution due
Employee elective-deferral deadline. S Corp owner-employees must have it withheld from payroll by Dec 31; sole proprietors and single-member LLCs should lock in the election by Dec 31, with funding allowed up to the filing deadline.
ALLRETIREMENT
Informational only, not tax, legal, or accounting advice. Deadlines are set by the IRS and adjusted here for weekends and federal holidays; always confirm specifics with a tax professional. State deadlines vary and may apply separately.
Want someone else watching these dates for you?
Collective handles your bookkeeping, filings, and payroll year-round, so these deadlines never land on your desk as a surprise.