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TRS webinar explains 1099‑R and W‑4P rules, mailing timeline and state withholding options
Summary
A TRS webinar on Feb. 24, 2025 explained federal taxation of TRS benefits, how Form 1099‑R reports taxable and non‑taxable portions, changes to the W‑4P withholding form, mailing timelines handled by the Illinois comptroller, and which states TRS can withhold state tax for.
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A TRS staff member presenting the webinar said on Feb. 24, 2025, “Your TRS benefits will always be federally taxable,” and walked retirees through how Form 1099‑R and Form W‑4P affect federal withholding and certain state tax withholding.
The session explained why retirees receive a 1099‑R, how the Office of the Comptroller of the State of Illinois mails those forms, what boxes on the form mean, and how to use the W‑4P to change withholding. The presenter also summarized which states TRS can withhold for and provided practical timing and contact details for retirees who need help.
The webinar emphasized federal taxation as a baseline: TRS benefits are treated as federal retirement income because most TRS contributions while employed were made on a pretax basis. The presenter said after‑tax contributions — for example, payments for optional service credit or the 2.2 upgrade paid with after‑tax dollars — are tracked separately by TRS and returned to members as nontaxable amounts when paid back in retirement.
On Form 1099‑R, the presenter highlighted common boxes retirees will see: box 1 shows the gross distribution for the year; box 2a shows the taxable amount (which may be less than box 1 if after‑tax contributions exist); box 5 typically shows the nontaxable portion (employee contributions/designated Roth contributions); and box 9b will show the total after‑tax contributions only in a retiree’s first year of retirement. The presenter advised retirees to keep careful records and to expect separate 1099‑R forms for separate TRS claims (for example, a regular pension and a survivor benefit).
Mailing and timeline details: TRS submits address information to the Illinois comptroller in early December after the December benefit is issued. The presenter said the comptroller’s office mails 1099‑R forms and has until Jan. 31 to do so under federal guidance; because the comptroller processes many returns, retirees should allow until mid‑February before requesting a duplicate. TRS staff recommended updating addresses in TRS online accounts or by submitting a notarized address change form if sending by mail.
On withholding, the presenter reviewed the W‑4P (IRS withholding form for pensions) and noted changes introduced in 2023: the older system of withholding allowances was removed, so retirees must indicate filing status on the form (single, married filing jointly/qualifying surviving spouse, or head of household) and may enter an additional fixed dollar amount in section 4(c) to increase withholding. The presenter cautioned that TRS cannot accept a flat percentage request (for example, “withhold 20%”) — withholding must be based on a filing status and any additional dollar amount.
Timing for withholding changes: forms received by the 10th of a month typically take effect with the next pension payment; forms received after the 10th may not take effect until the following month. The presenter also said TRS processes payroll on roughly the 18th–20th of each month, and that timing can affect which payment a change will appear on.
State withholding and limitations: the presenter said Illinois does not tax retirement income and TRS typically does not withhold Illinois tax unless a retiree requests it. TRS can withhold state income tax by dollar amount only for a limited set of states: Indiana, Kentucky, Iowa, Wisconsin, and Michigan (described by the presenter as “collar states”) and, at a retiree’s direction, for Illinois. TRS cannot withhold for most other states (including Missouri) even if those states tax retirement income; retirees living outside the listed states must plan to remit state tax directly to their resident state’s tax authority.
Practical advice and contacts: the presenter urged retirees to update addresses in TRS online accounts (trsil.org), to wait until mid‑February before requesting duplicate 1099‑R forms, and to consult a tax professional for advice on appropriate withholding because TRS staff do not give tax advice. TRS contact options provided in the webinar included a call center (hours 7:30 a.m.–4:30 p.m. Central, Monday–Friday), email (members@trsil.org), the TRS website, and social channels including YouTube where the session recording is posted.
No formal actions, votes or policy changes were taken during this informational webinar; the session was limited to presentation and explanation of tax forms, timelines and TRS procedures.

