Cook County · № 10Locations / Glencoe / Business Exit Planning

Business Exit Planning
in Glencoe, IL.

Turn Your Sale Into a Retirement

You built something worth selling. Now make the proceeds last.

Free 30-minute consultation Call (847) 494-4483

For most business owners, the sale is the retirement plan. The proceeds have to replace the salary, the benefits, and the income stream you've depended on for decades. That's a high-stakes transition, and it requires more than just a financial advisor who handles 401(k)s.

At our firm, we've guided business owners in Chicago's Northern Suburbs through exits and liquidity events for nearly 50 years. We know the questions to ask before you sign, and the mistakes to avoid after the wire hits.

What this looks like in Glencoe.

Several Glencoe residents have built significant businesses in industries ranging from financial services to technology to specialty manufacturing, often operating nationally from a North Shore base. Their business exits often create the most complex tax and estate planning situations we encounter: large capital gains from stock sales, concentrated proceeds that must be diversified without triggering immediate tax, and estate plans that must be updated to reflect an entirely new balance sheet.

Median home value

$850,000

Median income

$200,000

Over 55

33% of residents

County

Cook County

Cook County considerations

The county details.

Cook County business sellers face a tax environment with two important state-level considerations. Illinois taxes capital gains at the flat 4.95% rate with no preferential capital gains treatment, adding to the federal capital gains tax on the full gain. On a $3 million gain, the Illinois tax alone is approximately $148,500. The Illinois estate tax is equally important: business sale proceeds that substantially increase net worth can push a Cook County family well above the $4 million Illinois exemption, making pre- and post-sale estate planning essential. We address both the Illinois capital gains exposure and the post-sale estate tax picture before any deal closes.

Why Glencoe.

Glencoe residents often have sophisticated financial needs, including concentrated stock positions, charitable giving strategies, and multi-generational estate planning. Our independent, family-led approach is built around recommendations that fit your family's plan, not a product menu handed down by a brokerage.

About Glencoe

Glencoe is a small, affluent village on the North Shore known for the Chicago Botanic Garden, beautiful lakefront beaches, and a tight-knit community of families who value quality over quantity.

Run the numbers · Free tool

Retirement Tax Calculator

Model your retirement tax picture after a major liquidity event like a business sale. Built for Glencoe households.

For educational purposes only, not financial advice. Run scenarios, then book a call to discuss your specific situation.

Talk to a Glencoe
advisor.

One free conversation about business exit planning, at your kitchen table, our Evanston office, or a video call.