Annuities & retirement income · Chicago, IL (Cook County)
401(k), IRA & Pension Rollovers in Chicago, Illinois
14.1% of Chicago residents are 65 or older, about 380,900 people, below the U.S. average of 17.7%. Education on moving money from a former employer's 401(k), 403(b) or pension into a fixed or fixed indexed annuity when that suits your goals, with attention to taxes, fees, surrender periods and suitability rules. Olive, a licensed agent with Manna Financial Services, helps Chicago, IL households compare 401(k) and pension rollovers into annuities by phone or video, and the first conversation is free.
What matters for 401(k) and pension rollovers into annuities in Chicago
About 305,200 Chicago residents are 55 to 64 and about 380,900 are 65 or older. Fixed and fixed indexed annuities are mostly used by people in or near retirement who want principal protection or a guaranteed income stream, in exchange for surrender periods.
Chicago by the numbers
- 14.1% of Chicago residents are 65 or older, about 380,900 people, below the U.S. average of 17.7%.
- 11.9% of Chicago workers have government jobs, below the U.S. share of 14.1%.
- About 305,200 Chicago residents are between 55 and 64, the group that will reach Medicare age over the next ten years.
- 45.7% of Chicago homes are owner-occupied (U.S.: 65.0%), and the median home value is $322,900, above the U.S. median of $303,400.
Chicago and nearby communities
| Place | 65 or older | Government workers | Median household income |
|---|---|---|---|
| Chicago | 14.1% | 11.9% | $75,134 |
| Indianapolis | 13.5% | 11.6% | $62,911 |
| Detroit | 15.1% | 11.8% | $39,575 |
| Milwaukee | 12.2% | 11.7% | $51,888 |
| U.S. | 17.7% | 14.1% | $78,538 |
Sources: U.S. Census Bureau, American Community Survey 2019–2023 5-year estimates.
How we help with 401(k) and pension rollovers into annuities
- Direct trustee-to-trustee transfers when structured properly under current rules
- Avoid the 10% early withdrawal penalty when a rollover is executed correctly
- Compare plan fees with IRA or annuity costs before moving money
- Discuss downside-protection and income-rider features where suitable
Read our full guide to 401(k) and pension rollovers into annuities
Rules that apply in Illinois
- Annuity recommendations in Illinois must follow state insurance department suitability and best-interest rules, which require the annuity to fit your needs and financial situation.
- Annuities are long-term contracts. Most have surrender charges for early withdrawals, and guarantees depend on the issuing insurance company.
- We are licensed for insurance and annuities only and do not give tax, legal or investment advice. We work alongside your CPA or attorney.
Questions from Chicago
Will I owe taxes when I roll over my 401(k)?
A direct trustee-to-trustee transfer from a traditional 401(k) to a traditional IRA or qualified annuity is generally non-taxable when done correctly. Indirect rollovers and Roth conversions follow different rules — confirm with your tax advisor.
Do I need to visit an office in Chicago?
No. Olive works with Chicago and Cook County households by phone or video, so you can compare options from home. Most applications and signatures can be completed online.
Talk with Olive about 401(k) and pension rollovers into annuities.
Free, no obligation, by phone or video. Or call or text (937) 388-5346.