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The Divorce Tug-of-War: The Assets That Couples Fight Over Most

Home  >  Blog  >  The Divorce Tug-of-War: The Assets That Couples Fight Over Most

August 17, 2026 | By Lewis Irwin Landerholm
The Divorce Tug-of-War: The Assets That Couples Fight Over Most

Most divorces do not turn into long court battles because people cannot agree that something matters. They turn into battles because people cannot agree what it is worth, what part is marital property, and how to divide it without creating a tax bomb. The most contested divorce assets tend to fall into five buckets: retirement accounts, the marital home, business interests, investment portfolios, and valuable personal property. When we talk about property division, the core problem is comparison. A dollar in a checking account is not the same as a dollar in a pre tax 401(k), and an asset with future volatility can change the negotiation even if the court uses a valuation date at divorce.

Retirement accounts create unique friction because they feel personal. Many spouses see an IRA, 401(k), pension, or federal and military retirement as something earned through individual work, yet divorce law often treats the marital portion as shared. Getting to the marital portion requires tracing premarital contributions, growth, and dates, which is why retirement division can demand real expertise. Taxes also matter: pre tax dollars are not apples to apples with cash today, so many cases require a tax adjustment to make the numbers comparable. Pensions add another layer because an actuary may be needed to calculate present value and options like survivor benefits. After the value and marital share are defined, a QDRO can split certain plans without immediate tax consequences.

The marital home can look simple until you try to unwind it. If the home is sold on the open market, buyers effectively set the value, but many cases involve competing opinions on price and condition. A buyout requires calculating equity, addressing the deed, and handling the hardest part: the mortgage. With higher interest rates, a refinance can dramatically change affordability, and some couples choose to co own temporarily while waiting for rates or market conditions to shift. That approach can work, but only with clear divorce decree terms covering payments, repairs, sale triggers, timelines, and what happens if someone refuses to cooperate. Leaving those terms vague invites expensive enforcement fights later.

Business interests are often the most complex asset after child related issues because a business is both a valuable marital asset and an income engine. Business valuation is inherently subjective, and the “right” valuation expert depends on the industry. A dental practice does not value like a real estate company, and not all valuators approach goodwill, cash flow, and risk the same way. The division can also collide with spousal support and future tax issues, including capital gains considerations tied to an eventual sale. If both spouses work in the business, problems multiply: unpaid or underpaid labor, deferred compensation, role separation after divorce, and whether the spouse keeping the business can afford a buyout while keeping operations stable.

Investment portfolios bring their own traps because tax treatment varies by asset type. Short term capital gains, long term capital gains, and cost basis can change the real value of a brokerage account, RSUs, or stock options. A portfolio that looks “up” on paper can still generate a massive tax bill if sales or gains hit in the same year, so good divorce planning includes modeling tax impact rather than just dividing the statement balance. Personal property adds yet another dimension: vehicles, jewelry, art, collectibles, gold, and other hard assets may need appraisals and sometimes historical valuation. Sentimental attachment can drive negotiation more than math, but when parties cannot agree, a judge deciding who “cares more” is an outcome nobody should pay for. Even cryptocurrency, while sometimes treated like an investment due to volatility, still requires a defensible valuation and clear placement on the marital balance sheet.

To speak with one of our seasoned attorneys and set up a free consultation to discuss your better tomorrow, call our office today at (503) 227-0200.

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Lewis Irwin Landerholm

Founding Partner

Lewis Landerholm realized the importance of family and justice from a very young age. With grandparents in the legal field, a mother in education and a father who was a domestic violence counselor, Lewis was raised by a family dedicated to helping people. His role models taught Lewis that the world is a complicated place where education and a helping hand could make all the difference.

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