4 Questions That Keep Most Pre-Retirees Awake at Night

Do you have answers for these four questions? Then congratulations and rest easy: You really are ready to retire.

Older man sitting in the backyard at night in his pajamas
(Image credit: Getty Images)

As we approach the latter years of our career, thoughts of what retirement will look like can be a source of mixed emotions. For many, this will be a time to dream about doing those things on their bucket list they’ve been waiting to do. It could be traveling abroad, learning a fun hobby, making memories with grandchildren, or pursuing a new business venture. For others, this could also be a time of stress and uncertainly, given how much of our identity has been tied to our career success and advancement.

We have routines and structures that we have followed for years, and now we face the reality that is all about to change.

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*Sample Portfolio-This illustration is hypothetical only. It is not intended to represent any particular investment or performance. The above spreadsheet is for illustrative purposes only and does not represent any specific investment recommendation. Investing involves risk and loss of principal. Past performance is no guaran1ee of future results. A hypothetical investment in the Vanguard 500 Index Inv (VFINX) assumes an account date beginning on the first trading day of 2000 and held through the last trading day of 2018. It is assumed that any dividends and other earnings are reinvested and no allowances for external advisory fees have been made. The results may vary significantly if the beginning day/and or the ending day is altered. The holdings comprising the fund have changed over time and are likely to change in the future. Vanguard is the net returns from the Vanguard S&P 500 mutual fund, VFINX. Returns are sourced from http://finance.yahoo.com. It is believed to be accurate but has not been independently verified by our firm. Examples are shown to illustrate impact of volatility only.


Investment Advisory Services offered through Trek Financial, LLC, (Trek) an SEC Registered Investment Adviser. Information presented is for educational purposes only. It should not be considered specific investment advice, does not take into consideration your specific situation, and does not intend to make an offer or solicitation for the sale or purchase of any securities or investment strategies. Investments involve risk and are not guaranteed, and past performance is no guarantee of future results. For specific tax advice on any strategy, consult with a qualified tax professional before implementing any strategy discussed herein. Trek 21-115.


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Nicholas J. Toman, CFP®
Certified Financial Planner & Retirement Planning Specialist, Empowered Financial Management

Nicholas Toman, CFP®, is a lead retirement planner and investment adviser with Empowered Financial Management, a firm that specializes in retirement planning for those individuals within five to seven years of retirement or who have recently retired and no longer wish to serve as their own financial adviser. Nicholas is a graduate of the University of Wisconsin-Whitewater with a BBA in accounting and has been a Certified Financial Planner since 2014.