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Top 8 Tax Mistakes Employees of Walgreens Boots Alliance Need to Stop Doing to Help Their Retirement Savings

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Healthcare Provider Update: Healthcare Provider for Walgreens Boots Alliance Walgreens Boots Alliance primarily operates through its retail pharmacy network, including Walgreens and Boots pharmacies, along with a range of healthcare services. The company partners with various insurance and healthcare providers to offer accessible pharmacy services, health and wellness products, and integrated healthcare solutions aimed at enhancing patient care. Potential Healthcare Cost Increases in 2026 In 2026, employees of Walgreens Boots Alliance are likely to face significant increases in healthcare costs as insurance premiums for ACA marketplace plans are projected to rise sharply, in some instances exceeding 60%. With the potential expiration of enhanced federal subsidies, many enrollees may see their out-of-pocket costs escalate by over 75%. Coupled with rising medical costs driven by inflation and increased demand for expensive treatments, employees need to be proactive in understanding their health benefits and planning accordingly to manage these anticipated financial burdens. Click here to learn more

The need of proactive tax planning in an increasingly complicated financial world cannot be emphasized, especially for Walgreens Boots Alliance individuals approaching or enjoying retirement. If not handled carefully, tax complexities can cause needless financial hardship. This thorough investigation seeks to improve financial security and peace of mind by clarifying typical tax problems and offering advice on reducing tax obligations for Walgreens Boots Alliance individuals.


Miscalculations and misunderstandings of tax credits and deductions are the most common problems with tax returns, according to the Internal Revenue Service (IRS). Even seemingly insignificant mistakes like misusing a bank account number or Social Security number or failing to record filing status accurately might result in letters from the IRS. The frequency of these mistakes was demonstrated by the 9.4 million math-error letters that the IRS sent out in the fiscal year that ended on April 7, 2022.

The mistakes pertaining to tax reduction and investment income, however, have consequences for Walgreens Boots Alliance employees. Dividends and capital gains over $10 are considered investment income and must be reported on 1099 forms. Penalties may result from omitting to record these earnings or from reporting them incorrectly. Furthermore, it's a frequent misperception that interest and dividends that are reinvested are tax-free. Regardless of reinvestment, all dividends are subject to taxation in the year they are made.

It's important to consider the tax ramifications of selling investments, especially the difference between short- and long-term capital gains. Compared to long-term gains, short-term gains from assets held for a year or less are subject to ordinary income tax, possibly at a higher rate. High earners from Walgreens Boots Alliance may also be subject to the 3.8% Medicare surtax on investment income if their income exceeds $200,000 (for single taxpayers) or $250,000 (for joint filers).


Accurate reporting of gains or losses can be complicated by poor recordkeeping, since the IRS requires thorough transaction records on Form 1040, Schedule D, and/or Form 8949. It's also a lost opportunity to ignore the possibility of using investment losses to offset taxes. Losses are carried forward and can offset up to $3,000 of regular income for single filers ($1,500 for married filers filing separately).

To control taxable gains, proactive tax planning is advised, especially with regard to tax-loss harvesting. To maintain effectiveness, this technique requires regular portfolio evaluation and change from Walgreens Boots Alliance employees, preferably with the help of a financial expert.

Another trap for active investors is the wash sale rule, which prohibits losses on 'substantially identical' stocks purchased within 30 days after the sale. Notably, the IRS treats cryptocurrencies as property, therefore this regulation does not now apply to them. This allows for an instantaneous repurchase after a sell to recoup losses, although legislative developments may change this.

Tax deductions and credits offer large potential savings for Walgreens Boots Alliance employees that are frequently disregarded. One way to influence overall tax savings is through deductions, which lower taxable income, whereas credits reduce tax burden dollar for dollar. It is important to understand the appropriate credits, deductions, and deadlines because the IRS does not proactively track down unclaimed deductions.

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Finally, tax liabilities may be affected by knowing when to make tax-deductible contributions to retirement accounts and Health Savings Accounts (HSAs), which extends to the tax filing deadline.

In summary, even though tax mistakes happen frequently, their effects can be lessened by being aware of and proactive in managing one's financial and tax circumstances. Errors can be minimized by employing tax software or expert services in addition to personal diligence while examining tax returns. During tax season, thorough financial inspections present a chance to strategically lower tax obligations and improve financial well-being. In order to maximize income and preserve capital, this strategy is crucial for ensuring a financially secure retirement from Walgreens Boots Alliance.

A frequently neglected component of tax planning for individuals sixty years of age and older is knowing how Required Minimum Distributions (RMDs) from retirement accounts affect one's taxes. Retirees must take minimum yearly withdrawals from their tax-deferred retirement assets, such as 401(k)s and IRAs, beginning at age 73. There can be a significant penalty for not taking these distributions; it can be as much as 25% of the money that was supposed to be withdrawn. In order to reduce tax payments and prevent needless fines, retirees should strategically plan their withdrawals. To efficiently manage these restrictions, retirees should contact with a tax professional.

Getting through tax season is like trying to steer a ship through a maze of changing sands and hidden reefs. Every tax trap, whether it's ignored investment income, poorly handled capital gains, or forgotten deductions, is a hidden risk that could endanger your financial journey. In the same way that an experienced captain utilizes navigational aids and charts to stay out of trouble and arrive at their destination safely, a prudent retiree or soon-to-be retiree has to use professional counsel and strategic tax planning to avoid making costly mistakes. You may successfully traverse the hazardous tax waters and keep your retirement assets afloat by being alert and well-prepared. This will help you arrive at a peaceful financial port.

What type of retirement savings plan does Walgreens Boots Alliance offer to its employees?

Walgreens Boots Alliance offers a 401(k) retirement savings plan to its employees.

How can employees of Walgreens Boots Alliance enroll in the 401(k) plan?

Employees of Walgreens Boots Alliance can enroll in the 401(k) plan through the company’s HR portal or by contacting the benefits department for assistance.

Does Walgreens Boots Alliance match employee contributions to the 401(k) plan?

Yes, Walgreens Boots Alliance provides a matching contribution to the 401(k) plan, subject to certain limits.

What is the maximum employee contribution percentage allowed in the Walgreens Boots Alliance 401(k) plan?

The maximum employee contribution percentage allowed in the Walgreens Boots Alliance 401(k) plan is in line with IRS limits, which can change annually.

Are there any waiting periods for new employees to join the Walgreens Boots Alliance 401(k) plan?

Walgreens Boots Alliance typically allows new employees to join the 401(k) plan after completing a specified waiting period, usually within the first few months of employment.

Can employees of Walgreens Boots Alliance take loans against their 401(k) savings?

Yes, employees of Walgreens Boots Alliance may have the option to take loans against their 401(k) savings, subject to the plan's terms.

What investment options are available within the Walgreens Boots Alliance 401(k) plan?

The Walgreens Boots Alliance 401(k) plan offers a variety of investment options, including mutual funds, target-date funds, and other investment vehicles.

How often can employees change their contribution amounts to the Walgreens Boots Alliance 401(k) plan?

Employees of Walgreens Boots Alliance can typically change their contribution amounts at any time, subject to the plan’s guidelines.

What happens to the 401(k) savings if an employee leaves Walgreens Boots Alliance?

If an employee leaves Walgreens Boots Alliance, they can choose to roll over their 401(k) savings to another retirement account, cash out, or leave the savings in the plan, depending on the balance and plan rules.

Does Walgreens Boots Alliance provide educational resources to help employees understand their 401(k) options?

Yes, Walgreens Boots Alliance offers educational resources and workshops to help employees understand their 401(k) options and make informed decisions.

With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.
Walgreens Boots Alliance is a global leader in retail pharmacy, known for its extensive network of drugstores and health and wellness services.
Walgreens Boots Alliance provides RSUs to certain employees. These RSUs vest over time, encouraging employee retention.
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For more information you can reach the plan administrator for Walgreens Boots Alliance at , ; or by calling them at .

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