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Finance & High-Asset Specialist

Divorcing in Chicago?
CME Stock, Professional Practice Assets, North Shore Real Estate — Do You Know What's Marital Property?

Trading income, corporate equity, real estate — Illinois equitable distribution requires expertise. This guide shows you exactly what you're entitled to.

Leanne Ozaine, CDFA® & CFP® | Specializing in high-asset divorces

Turn Panic Into Power — $97
Important Disclaimer: Leanne Ozaine is a Certified Divorce Financial Analyst® and CFP® professional who provides financial education and coaching services only. She is not an attorney and does not provide legal advice. For legal guidance specific to Illinois divorce law, always consult with a qualified family law attorney licensed in Illinois.

Common Questions About North Shore Gray Divorce

Q: How are ultra-wealthy North Shore estates divided in Illinois divorce?

Under Illinois equitable distribution, North Shore properties purchased during marriage are divided "fairly"—not automatically 50/50. Kenilworth estates ($1.5M-$8M+) or Lake Forest lakefront ($2M-$10M+) require complex valuation. For 30-year marriages, courts typically award 50/50 division, but judges consider homemaker contributions heavily. At 60+, dividing a $5M Lake Forest estate means each spouse receives ~$2.5M equity, but replacing comparable North Shore real estate solo is impossible without additional substantial wealth.

Q: Can anyone afford the North Shore after divorce at 60+?

North Shore requires ultra-high-net-worth for solo ownership. Annual costs for $2M-$5M+ estates: property taxes ($40K-$100K+ Illinois rates), maintenance ($20K-$40K), utilities ($8K-$12K), insurance ($8K-$15K) = $100K-$200K+/year minimum. At 60+, solo North Shore living requires $3M-$5M+ total assets beyond the property itself. Most divorcees sell North Shore estates and relocate to Naperville, suburbs, or leave Illinois entirely for lower-tax states.

Q: How are CME/CBOE trading bonuses and compensation divided?

Chicago Mercantile Exchange and CBOE traders earn substantial bonuses: $200K-$1M+ annually in peak years. Under Illinois equitable distribution, bonuses earned during marriage are marital property divided fairly. Deferred compensation, unvested stock grants, and trading account balances all require division. At 60+, decades of CME trading create complex compensation structures—proper forensic accounting is critical to identify all marital assets and prevent hidden wealth.

Q: Should I relocate from Illinois after divorce to avoid taxes at 60+?

Illinois has crushing taxes: 4.95% flat income tax on pensions, property taxes 2-3% annually ($40K-$100K on North Shore estates), high sales tax. Many 60+ divorcees relocate to Florida (no income tax, 60% lower property taxes) or Arizona. Illinois taxes retirement income fully—relocating to no-tax states saves $10K-$30K+ annually. At 60+, can you justify Illinois's $80K-$120K annual costs on North Shore, or does relocating to Florida/Arizona preserve financial security while improving quality of life?

Gray Divorce on Chicago's North Shore: America's Ultra-Wealthy Suburbs

If you're over 50 and facing divorce on Chicago's North Shore, custody battles aren't your concern—your children are grown. Instead, you're dividing Kenilworth estates worth $1.5M-$8M+, Lake Forest lakefront properties $2M-$10M+, CME trading bonuses, and substantial assets under Illinois's equitable distribution.

The North Shore (Winnetka, Kenilworth, Lake Forest, Highland Park, Glencoe) features America's highest wealth concentration per square mile.

The Business Is Worth $2 Million. How Much of That Is Yours?

You spent 30 years supporting the business. Raising the children so your spouse could work 80-hour weeks. Entertaining clients. Sacrificing your own career.

Now the business is worth $2 million — and you're supposed to accept whatever valuation your spouse's expert produces?

Business valuations aren't objective facts. They're arguments. And your spouse's expert will minimize value at every turn: discounts for lack of marketability, depressed revenue projections, "adjustments" that shave $500,000 off the number.

And that's just the business on the books. What about deferred compensation that vests next year? Earnouts from deals closed during marriage? Consulting agreements that are really salary by another name? Your spouse knows every dollar. You might not know these income streams exist.

You don't need to become an expert in business valuation. You need someone who knows where value hides, challenges low-ball numbers, and makes sure 30 years of your sweat equity aren't erased by creative accounting.

Protect Your Share — Get the Guide →

What Makes North Shore Divorces Unique

Kenilworth: Tiny Ultra-Wealthy Village

Kenilworth is one of America's wealthiest tiny villages:

Lake Forest Lakefront Luxury

Lake Forest features extreme lakefront wealth:

Winnetka Old-Money Chicago

Winnetka represents classic North Shore wealth:

CME/CBOE Trading Fortunes

North Shore concentrates trading wealth:

Gray Divorce Financial Reality

Can you afford North Shore solo? $1M-$8M+ estates with $25K-$80K+/year property taxes are impossible on one income for most. Selling and relocating is common.

Learn more about Illinois divorce laws →

See Exactly What Your Post-Divorce Life Looks Like — Before You Sign Anything

The 5-step system that shows you what you'll actually live on, so you stop guessing and start knowing.

Know what you'll actually have to live on

Calculate your real post-divorce income — including spousal support, assets, and earning potential — so you negotiate from facts, not fear.

Never miss a document or account

Document gathering checklists tell you exactly what to bring to your attorney — so you walk in prepared, not panicked.

Know if you can really afford to keep the house

Map out your real expenses as a single person — before you fight for something you can't actually maintain.

Identify everything you own — and what your spouse might be hiding

The asset identification system helps you find accounts and property you might not even know exist.

22-page guide + video tutorials + checklists + templates

$97

Instant access. 100% money-back guarantee.

Get the Clarity You Need — $97

Your Divorce Is 80% About Money. Who's Protecting Your 80%?

Whether you live in Kenilworth or your spouse trades at CME, we provide the guidance you need.

Turn Panic Into Power — $97Schedule a Strategy Session