What to do, and when to do it, in the five years before you stop working. Written for North Jersey households with a pension, a large retirement balance, or both.
The items on this list are deadlines, elections and eligibility tests, and several cannot be undone once they pass. This checklist is organized by how much time you have left, because that decides what you can still change. The worked examples in the middle of this guide show what the largest items are worth at the top of the New Jersey and federal systems.
The whole checklist is on this page, in full, with nothing held back. If you would rather have it as a PDF to print and mark up, ask for a copy and it will be sent to you.
On this page
Five years to one year
Five years out
These items need the most lead time, so they come first.
- Get your service credit in writing from your retirement system. Not an estimate you assembled yourself. PERS and TPAF vest at 10 years and open early retirement at 25 (30 in Tier 5); PFRS pays its special retirement at 25; FERS pays 1.1% instead of 1% at 62 with 20 years. Being a few months short is permanent.
- Identify your tier and what it actually entitles you to. Your PERS or TPAF tier was fixed the day you enrolled, and it sets your retirement age (60, 62 or 65), your divisor (55 or 60) and your early retirement reduction.
- Do not let your membership expire. A PERS account expires two years after your last contribution, a TPAF account after 10 years (15 if vested); returning after that re-enrolls you under the tier in force at the time, which today means age 65 and a divisor of 60.
- Find out where your salary stops counting. For anyone enrolled on or after July 1, 2007 (PFRS after May 21, 2010), pensionable salary is capped at the Social Security wage base, $184,500 for 2026; the excess goes to the Defined Contribution Retirement Program. Only Tier 1 escapes the cap, up to the federal $360,000 limit.
- Claim purchasable service credit. Prior public service and military service can carry you over a threshold. The cost rises with delay.
- Track down pensions from former employers, including companies that no longer exist. Search Form 5500 filings and the PBGC unclaimed pension database.
- Do not drop your employer medical coverage. Retiree coverage in the State plans depends on years of service and the June 28, 2011 line. Federal coverage needs FEHB enrollment for the five years before retirement (or since your first chance to enroll), so a lapse can cost it.
- Open a Social Security account at ssa.gov and check your earnings record for errors. They are far easier to correct now, with old W-2s, than later.
- Find out whether your employer offers a 457(b) in addition to a 403(b) or 401(k). The limits are separate ($24,500 each in 2026, plus $8,000 at 50, or $11,250 in the years you are 60 through 63) and you can fund both. County employees are not in the State’s deferred compensation plan; ask which plan your county sponsors.
- If you have a non-governmental 457(b) or a 409A deferred compensation plan, read the distribution election now. It is a promise by your employer, it cannot be rolled over, and the default schedule can put the whole balance into one tax year.
An avoidable mistake with a large cost
Retiring weeks short of a service credit milestone, or leaving without a bona fide severance. New Jersey requires a complete break of at least 180 days (90 for PFRS) with no pre-arranged agreement to return; returning to a covered full-time job re-enrolls you and suspends the allowance. Confirm your service credit and your severance date with the Division, in writing, before you commit to anything.
Two years out
- Request benefit estimates under several payment options and at more than one retirement date. Compare them side by side rather than reading them one at a time.
- Model the survivor decision jointly with your spouse. When one of you dies, the household keeps the larger Social Security benefit, not both. Two pensions in one household need two elections made together.
- Check the income on the tax return you are filing now. Medicare premiums use a two-year lookback, so this year’s income sets your premium later. The Medicare example further on puts a number on it.
- Map the final working year before you choose a retirement date. Severance, an unused leave payout, a deferred compensation distribution, a final bonus and a partial year of salary can all land in the same twelve months as the first pension payment. That year sets your Medicare premium two years later, and a conversion or a large sale in the same year adds to it. If you hold options or restricted stock, the exercise and sale schedule belongs on the same calendar as the retirement date.
- Map your income sources by New Jersey tax treatment. New Jersey does not tax Social Security or Railroad Retirement. It taxes public and private pensions, IRA and 401(k) withdrawals; from 62, the exclusion on a joint return is up to $100,000 at $100,000 or less of total income, 50% to $125,000, 25% to $150,000 and none above. Your own pension, 403(b), 457 and Thrift Savings Plan contributions were taxed by New Jersey when made and come back tax-free; keep the totals.
One year out
- Confirm retiree health coverage eligibility in writing, including the years of service, the Chapter 78 contribution percentage that applies to you, and any resolution your employer filed with the Division.
- Note your Medicare Initial Enrollment Period if you turn 65 in this window. It starts three months before your birthday month, and the Part B late penalty is permanent.
- If you are still working past 65, confirm in writing that your coverage is based on current employment. Retiree coverage and COBRA do not protect you from the penalty.
- Stop HSA contributions before enrolling in any part of Medicare, including premium-free Part A, which can be applied retroactively.
- Review beneficiary designations on every account. They override your will, and an old form naming a former spouse can still pay the former spouse.
- Get a durable power of attorney and health care proxy in current New Jersey form, if you do not have them.
- If your estate will pass to anyone other than a spouse, child, grandchild or parent, New Jersey’s inheritance tax reaches Class C beneficiaries (siblings and children-in-law) above a $25,000 exemption and Class D beneficiaries (everyone else) from the first dollar, at 11% to 16%. The year before retirement is when a change of beneficiary or ownership still has time to work.
- If you are married, do not assume federal portability happens on its own. The unused federal exclusion passes to the surviving spouse only if an estate tax return is filed and the election is made on it, even when the estate owes nothing and would not otherwise file. Under Revenue Procedure 2022-32 an estate that was not required to file has until the fifth anniversary of the death to make the election through a simplified late filing. Missing that window can cost the survivor an exclusion worth more than everything else on this list.
What the milestones are worth: three worked examples
These use the systems’ published formulas and 2026 figures. They are illustrations of how the rules work, not projections, and your own numbers will differ.
Retiring at 60 instead of 65 with 30 years, TPAF or PERS Tier 5
Final average salary held to the $184,500 cap. The Tier 5 formula is years divided by 60: 30 years is 50%, or $92,250 a year at 65. Retiring at 60 costs 3% for each year under 65, a 15% reduction: $78,413 a year, permanently. Over a 25-year retirement that is $345,900 before any cost-of-living adjustment, and New Jersey’s adjustments have been suspended since 2011. A Tier 3 member with the same service divides by 55 instead and retires at 62: $100,636 a year.
PFRS special retirement at 25 years, and one year short
A Tier 1 sheriff’s officer with a final year at $165,000. At 25 years the special retirement pays 65% of final compensation at any age: $107,250 a year. At 24 years and 11 months there is no special retirement; the officer is left with the service retirement at 55, or a deferred benefit. Each year beyond 25 adds 1%, to 70% at 30 years: $115,500. One month of service is the difference between a pension at 47 and a pension at 55.
A $100,000 Roth conversion, seen from Medicare two years later
A married couple with $300,000 of modified adjusted gross income pays the 2026 Part B premium of $405.80 a month each, plus a $37.50 Part D adjustment, because they sit in the $274,001 to $342,000 bracket. Convert $100,000 in the same year and the income becomes $400,000, which lands in the $342,001 to $410,000 bracket: $527.50 for Part B and $60.40 for Part D, each. The difference is $144.60 a month per person, $3,470 for the couple over the year, billed two years after the conversion. New Jersey adds its own cost: the conversion counts as income in the year it is made, and at $400,000 of total income the retirement income exclusion is zero. That is not a reason to skip the conversion; it is a cost to put on the same page as the tax it saves.
The last six months
Six months out
- File the retirement application with the Division, if you have not already. Applications are submitted online through MBOS only, four to six months ahead is recommended, no more than a year ahead is permitted, and every retirement is effective the first of a month. Retiring from your employer does not start your pension.
- Choose your payment option deliberately. Once the retirement is due and payable, 30 days after the retirement date or after Board approval, the option cannot be changed, and under Options A through D the beneficiary can never be changed. Price the gap between the Maximum Option and a 100% pop-up option against your spouse’s own pension and the insurance already in force.
- Ask your recordkeeper for a balance breakdown by money type: pre-tax, Roth, and after-tax. A rollover done without knowing which is which creates avoidable tax, and in New Jersey it can lose track of state basis.
- Ask whether your plan holds employer stock, and price the net unrealized appreciation election before anything moves. Appreciation on employer securities taken as part of a lump-sum distribution is not taxed until you sell the shares. Roll the same shares into an IRA instead and, in the words of the IRS, the regular IRA distribution rules apply to any later distribution and the special lump-sum treatment can no longer be used. Get the cost basis in writing first.
- Confirm the last-day and year-end conditions in your plan document. Some plans require you to be employed on the last day of the plan year to receive that year’s employer contribution.
- Federal employees: confirm the survivor election and the FEHB five-year rule together. A spouse keeps federal health coverage after your death only if a survivor annuity is payable.
At retirement, and the first year after
- Keep a copy of every election form you sign, with the date. If something goes wrong, this is your only evidence.
- Observe the 180-day severance. No pre-arranged return, no consulting for the same employer in the window, and no covered full-time position afterward without re-enrollment. Certificated superintendents and administrators have a separate 120-day route with a two-year limit.
- File Form SSA-44 if your income dropped because you retired. Work stoppage is a listed life-changing event and it can remove a Medicare surcharge based on old income.
- Use the years before required minimum distributions begin. They start at 73, or 75 if you were born in 1960 or later. Above $150,000 of total income the New Jersey exclusion is gone and the federal bracket is the only lever; below it, from 62 the exclusion can shelter withdrawals or a conversion on a joint return up to $100,000. The window closes on its own.
- Decide which account your charitable giving comes out of. From 70 and a half a qualified charitable distribution goes from the IRA to the charity without passing through your income, and it counts toward the required distribution once those begin. The annual limit is indexed, so check the current figure. The same logic runs to what you leave behind: a traditional retirement account left to a charity passes with no income tax, while the same account left to a child has to be emptied within ten years and is taxed at that child’s rates, in their peak earning years.
- Check which property tax reliefs you actually qualify for rather than assuming you earn too much. The Senior Freeze, ANCHOR and Stay NJ programs share one combined application, Form PAS-1, with an annual deadline (November 2, 2026 for the 2025 application), but the income tests are far apart. For 2025 the Senior Freeze limit was $172,475 and requires age 65 or older; ANCHOR for homeowners ran to $250,000; Stay NJ runs to $200,000 for homeowners 65 or older during 2025. A household above the Freeze limit can still qualify for Stay NJ. Missing the deadline costs a full year.
- Check that Social Security is left off and your previously taxed contributions are recovered on your New Jersey return.
Two dates worth writing down now
The date you reach your next service credit milestone, and the first day of your Medicare Initial Enrollment Period. Several items on this list turn on one of those two dates.
Sources, and how this guide is paid for
Figures are from the New Jersey Division of Pensions and Benefits (the PERS, TPAF and PFRS Member Guidebooks and Fact Sheets #04, #05, #11, #79 and #86), the Office of Personnel Management (FERS computation and survivor benefits), the Internal Revenue Service (2026 contribution limits, required minimum distribution ages), the Centers for Medicare and Medicaid Services (2026 Part B and Part D income-related amounts), and the New Jersey Division of Taxation (retirement income exclusion, GIT-1 and 2, property tax relief). Reviewed October 1, 2026. Dollar limits and thresholds change every year; the calculators at northjerseyretirement.com/tools show the date each figure was last checked.
This guide is free and there is no obligation attached to it. It is published by Matthew Hunkele of Rosefinch Investment Advisors, Inc. Investment advisory services are offered in the United States through Beacon Global Advisor Network, LLC, a registered investment adviser with the United States Securities and Exchange Commission (SEC No. 801-110724; CRD No. 288833). Registration with the SEC does not imply a certain level of skill or training or that the SEC has approved or endorsed any adviser or advisory services. Rosefinch Investment Advisors, Inc. operates as a marketing and operational entity. Insurance products and services are offered through Rosefinch Risk Management, LLC and individually licensed agents. He is paid an advisory fee if you become a client, and a commission by the issuing carrier if you buy insurance through us. Full disclosures are at northjerseyretirement.com/disclosures.
This page is general. Your situation is not.
Thirty-six items is a lot to carry alone, and the expensive ones are the deadlines rather than the investments. We can go through the ones that apply to you in a short conversation, at no charge and with no obligation.
Book your Retirement ReviewNot ready to book? Answer a few questions about your situation, or send a message.
Booking is handled through Rosefinch Investment Advisors. North Jersey Retirement is not affiliated with, endorsed by, or sponsored by any government agency, retirement system, plan sponsor, or employer named on this site.