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Navigating Real Estate Sales and Capital Gains Taxes: A Guide for American Family Employees

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Healthcare Provider Update: Healthcare Provider for American Family American Family Insurance offers health insurance primarily through its partnership with HealthPartners and other regional health systems, depending on specific plan availability and state regulations. They provide a range of health coverage options, including individual and family plans as part of their broader insurance portfolio. Brief on Potential Healthcare Cost Increases in 2026 As the healthcare landscape evolves, significant rises in Affordable Care Act (ACA) premiums are expected in 2026, with average increases projected at around 20%. This surge is attributed to various factors, including escalating medical costs, the potential expiration of enhanced federal premium subsidies, and aggressive rate hikes from major insurers like UnitedHealthcare, which is requesting increases as high as 66.4% in certain states. Consequently, if these subsidies are not extended, many consumers could experience a staggering 75% increase in their out-of-pocket premiums, pricing out a substantial segment of middle-income families from adequate coverage. As a result, 2025 becomes a crucial year for consumers to proactively strategize to mitigate the financial impacts of skyrocketing healthcare costs. Click here to learn more

In recent years, the real estate market has seen a significant rise in property values, leading to an increase in homeowners facing capital gains taxes from the sale of their homes.  CoreLogic reports that in 2023 , approximately 8% of U.S. home sales resulted in profits exceeding $500,000—a stark rise from nearly 3% in 2019.


This $500,000 profit margin is crucial as it ties into a significant tax exemption. Profits from the sale of a primary residence are exempt from capital gains taxes for married couples filing jointly up to a $500,000 ceiling, and $250,000 for single filers. It’s important to note that these exemption limits, set in 1997, have not been adjusted for inflation. The combination of this static threshold and climbing home prices means more homeowners are crossing these limits, triggering capital gains taxes.

Capital gains tax rates on profits that surpass these exemptions can vary from 0% to 20%, depending on the seller's income. In high-cost regions like Colorado, Massachusetts, New Jersey, New York, and Washington, the proportion of properties selling with profits over $500,000 has notably increased in 2023.

To qualify for the capital gains tax exemption, the Internal Revenue Service (IRS) mandates adherence to specific criteria. The 'ownership test' requires that the individual has owned the home for at least two out of the five years preceding the sale. Additionally, the 'residence test' stipulates that the property must have been the seller's principal residence for at least 24 months during that five-year period, which need not be consecutive.


American Family employees can reduce their capital gains tax liability by accounting for significant home improvements, which increase the home's 'basis' or original purchase price. It’s crucial to differentiate between mere maintenance and actual enhancements; costs for upgrades like a new roof or an extension can be added to the property's basis, whereas minor repairs cannot.

When a home is sold, details such as the closing date and gross profits are reported to the IRS using Form 1099-S. Homeowners must maintain detailed records of all improvements, as these records are essential in the event of an IRS audit.

Given the current trends in the real estate market, understanding these tax implications and planning accordingly is crucial. This knowledge can significantly influence the financial outcome of a home sale, particularly in a steadily appreciating market.

As retirement approaches, it's vital for American Family employees to strategize the timing of their home sales to optimize tax benefits.  A 2022 study by the National Association of Realtors  suggests that selling homes during years of reduced income can help retirees qualify for lower capital gains tax rates. This timing can lessen tax liabilities and fully leverage the exemptions, aiding in a smoother financial transition from an active working life into retirement.

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Discover effective strategies to minimize capital gains taxes when selling your high-value property. Learn how home improvements can increase your tax base and about the exemptions available for earnings up to $500,000 for couples and $250,000 for singles. Familiarize yourself with the IRS's ownership and residency requirements to efficiently manage your tax obligations and secure exemptions. Essential reading for homeowners contemplating a sale or residing in expensive areas.

Like pruning a mature tree, managing a home sale and its associated capital gains taxes requires careful planning. Proper timing and home improvement management can enhance financial outcomes just as strategic pruning fosters tree health and growth, ensuring the financial benefits of the sale are maximized for homeowners, especially those in the American Family sector contemplating a post-career relocation.

What type of retirement savings plan does American Family offer to its employees?

American Family offers a 401(k) retirement savings plan to its employees.

Does American Family match employee contributions to the 401(k) plan?

Yes, American Family provides a matching contribution to employee contributions made to the 401(k) plan, subject to certain limits.

What is the eligibility requirement for American Family employees to participate in the 401(k) plan?

Employees of American Family are typically eligible to participate in the 401(k) plan after completing a specified period of service.

Can American Family employees choose how to invest their 401(k) contributions?

Yes, American Family employees can choose from a variety of investment options within the 401(k) plan to tailor their investment strategy.

What is the maximum contribution limit for American Family's 401(k) plan?

The maximum contribution limit for American Family's 401(k) plan is determined by IRS regulations, which may change annually.

Does American Family allow for catch-up contributions in the 401(k) plan?

Yes, American Family allows employees aged 50 and older to make catch-up contributions to their 401(k) plan.

How often can American Family employees change their contribution amounts to the 401(k) plan?

American Family employees can typically change their contribution amounts to the 401(k) plan on a quarterly basis or as specified in the plan documents.

Are loans available from the 401(k) plan at American Family?

Yes, American Family's 401(k) plan may allow employees to take loans against their vested balance, subject to specific terms and conditions.

What happens to my 401(k) balance if I leave American Family?

If you leave American Family, you can choose to roll over your 401(k) balance to another retirement account, cash out, or leave it in the plan if allowed.

Does American Family offer financial education resources for employees regarding the 401(k) plan?

Yes, American Family provides financial education resources to help employees make informed decisions about their 401(k) savings.

With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.
American Family Insurance provides a defined contribution 401(k) plan with company matching contributions. Employees can contribute pre-tax or Roth (after-tax) dollars, and American Family matches a percentage of eligible compensation. The plan includes various investment options, such as target-date funds and mutual funds. Financial planning resources and tools are available to help employees manage their retirement savings.
Layoffs and Restructuring: In October 2023, American Family Insurance confirmed staff reductions aimed at increasing efficiencies across its operations. The layoffs affected various positions, including leadership roles, as the company consolidates areas that provide similar functions across its multiple insurance brands (Sources: Insurance Journal, The Insurer). Financial Performance: The company reported a significant underwriting loss of $1.5 billion in 2022, attributed to inflation and high catastrophe claims. Despite these losses, American Family maintains a strong financial position with plans to reinvest in products and services (Sources: Carrier Management, AM Best). Operational Changes: The restructuring aligns with American Family's strategy to streamline processes and improve cost management, which is essential for sustaining long-term growth and delivering value to customers (Sources: Insurance Journal, The Insurer).
American Family Insurance grants RSUs that vest over time, providing shares upon vesting. Stock options are also part of their compensation, allowing employees to buy shares at a fixed price.
American Family Insurance has consistently enhanced its employee healthcare benefits to adapt to the evolving needs of its workforce. For 2023, the company maintained comprehensive medical, dental, and vision plans. These plans offer a range of services including preventive care, major dental work, and vision care, which covers eye exams, lenses, and frames. Mental health support is also a significant part of the benefits package, with access to counseling services and wellness programs designed to support employees' mental and emotional well-being. These offerings are designed to ensure that employees have access to quality healthcare, promoting a healthier work environment and improving overall productivity. In 2024, American Family Insurance continued to refine its healthcare benefits, placing a greater emphasis on flexibility and comprehensive coverage. The company introduced enhancements such as expanded mental health resources and wellness programs aimed at managing chronic conditions and preventive care. This is particularly important given the current economic and political climate, where healthcare costs are rising and the need for robust employee support systems is critical. The company also provides various options for employees to manage healthcare costs through Health Savings Accounts (HSAs) and Flexible Spending Accounts (FSAs). By continuously updating its benefits offerings, American Family Insurance ensures that its employees are well-supported in maintaining their health and well-being.
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For more information you can reach the plan administrator for American Family at 6600 american parkway Madison, WI 53783; or by calling them at 1-800-692-6326.

https://www.amfam.com/documents/pension-plan-2022.pdf - Page 5, https://www.amfam.com/documents/pension-plan-2023.pdf - Page 12, https://www.amfam.com/documents/pension-plan-2024.pdf - Page 15, https://www.amfam.com/documents/401k-plan-2022.pdf - Page 8, https://www.amfam.com/documents/401k-plan-2023.pdf - Page 22, https://www.amfam.com/documents/401k-plan-2024.pdf - Page 28, https://www.amfam.com/documents/rsu-plan-2022.pdf - Page 20, https://www.amfam.com/documents/rsu-plan-2023.pdf - Page 14, https://www.amfam.com/documents/rsu-plan-2024.pdf - Page 17, https://www.amfam.com/documents/healthcare-plan-2022.pdf - Page 23

*Please see disclaimer for more information

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