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Is Now the Right Time for WeWork Employees to Consider Retirement? Exploring Key Factors to Weigh Before Making Your Move

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Regarding retirement and financial preparation, recent stock market changes have offered an alluring opportunity to WeWork professionals approaching the end of their careers. Retirement planning appears to be in order given the huge growth in the stock market and the low probability of an oncoming recession, particularly in light of the notable rise in 401(k) millionaires. After the uncertainty of the Covid-19 pandemic and the subsequent slump in 2022, there has been a shift towards financial security. This raises important questions about whether it makes sense to plan for retirement by taking advantage of a thriving market at this time.


The crux of this investigation is not just the short-term benefits of a thriving market but also the long-term strategic planning necessary for a viable after-career. Speaking with a variety of financial advisors around the country reveals a common apprehension about market timing, or basing retirement dates exclusively on market performance. Even if this strategy is emotionally tempting, it could miss more important financial goals that are essential for a strong retirement plan, such minimizing high-interest debt or maximizing Social Security benefits.

One example of this point of view is the danger of giving in to the temptation of leaving the employment during a market peak and maybe ignoring other financial objectives. Similarly, based on current market trends, there are risks associated with making too optimistic assumptions about future returns. It's a common misperception that the impressive gains of 31% and 48% that the S&P 500 and Nasdaq 100 have seen over the past year would continue at this rate indefinitely. The importance of cautious financial preparation is key for WeWork clients who resigned during bear market lows, expecting modest returns but achieving favorable outcomes.


The perfect retirement savings strategy is unaffected by market swings and has a healthy reserve of cash or cash equivalents that can last for several years' worth of spending. It's suggested to have a three-year expense reserve in liquid assets as a way to lessen the pressure to sell higher-yielding investments when the market is down. Another suggestion is adjusting investment portfolios, a common step towards reaching this degree of readiness. To do this, WeWork employees must take advantage of the current market highs in order to accumulate a sizable cash reserve while avoiding taking advantage of all available possibilities.

The path to a stable retirement is not straightforward, especially for WeWork Baby Boomers who have experienced protracted bull markets during their investing careers. Reminding us of the intrinsic volatility of financial markets is a cautionary note regarding the deeply established expectation of unending market growth.

Upon the inevitable conclusion of both bull markets and WeWork professional careers, the focus turns to the significance of strategic planning and adaptation. Potential retirees can now evaluate their financial preparedness more than ever before, weighing the need for a thorough, long-term retirement plan against the attraction of the present market highs. The cornerstone of wise retirement planning in a constantly shifting economic climate is striking this fine balance between taking advantage of present opportunities and securing future security.

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A crucial factor to take into account for people thinking about retiring is highlighted in  a recent study conducted by the National Bureau of Economic Research, especially under unstable market situations. The study, which was released in March 2023 , emphasizes how much healthcare expenditures affect retirement funds and points out that seniors frequently underestimate these costs. This error can deplete retirement funds faster than expected, especially for those who retire before turning 65 and become eligible for Medicare. As a result, those who are getting close to retirement should carefully consider how they will pay for their healthcare in order to be sure they can do so comfortably and won't jeopardize their future financial security.

Retirement in the midst of a booming stock market is like stepping out on a luxurious cruise ship, when the weather is fine and the waves are gentle. As experienced sailors are aware that cloud cover can soon give way to storms, astute investors recognize that the current thriving market does not ensure clear sailing in the future. Retirees may find it exciting to leave during a wave of market gains, but they risk becoming lost in rough waters without a compass if they don't have a well-mapped course that includes a diversified financial plan and a safety net for choppy times. A solid retirement plan can give you confidence that, even when the market's waves turn rough, your financial journey stays stable and on track, much like a well-stocked ship ready for any eventuality.

What type of retirement plan does WeWork offer to its employees?

WeWork offers a 401(k) retirement plan to help employees save for their future.

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

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

How can WeWork employees enroll in the 401(k) plan?

WeWork employees can enroll in the 401(k) plan through the employee benefits portal or by contacting the HR department for assistance.

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

Generally, WeWork employees are eligible to participate in the 401(k) plan after completing a specified period of employment, as outlined in the employee handbook.

Can WeWork employees change their contribution percentage to the 401(k) plan?

Yes, WeWork employees can change their contribution percentage at any time during the year, subject to certain limitations.

What investment options are available in WeWork's 401(k) plan?

WeWork's 401(k) plan offers a variety of investment options, including mutual funds and other investment vehicles, allowing employees to choose based on their risk tolerance and retirement goals.

Does WeWork provide financial education resources for employees regarding their 401(k) plan?

Yes, WeWork offers financial education resources and workshops to help employees understand their 401(k) options and make informed decisions.

What happens to my 401(k) plan if I leave WeWork?

If you leave WeWork, you have several options for your 401(k) plan, including rolling it over to an IRA or a new employer's plan, cashing it out, or leaving it with WeWork until you reach retirement age.

Are there any fees associated with WeWork's 401(k) plan?

Yes, WeWork's 401(k) plan may have certain administrative fees and investment-related expenses, which are disclosed in the plan documents.

How often can WeWork employees contribute to their 401(k) plan?

WeWork employees can contribute to their 401(k) plan through payroll deductions, which occur with each paycheck.

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