How to Live Like You’ve Won the Lottery
Just because you haven’t won a jackpot doesn’t mean you can’t fulfill your dreams of doing what’s important to you with who is important to you.
Whenever lottery jackpots soar or unexpected inheritances make headlines, we all indulge in a bit of daydreaming. Imagining what-if scenarios isn't just entertaining; it's a profoundly useful exercise in understanding our deepest values and aspirations. This isn't just about fantasizing about luxury cars or exotic vacations; it's an opportunity to explore how we might live our lives unencumbered by financial limitations.
The real value of this exercise lies in its ability to strip away day-to-day worries — about bills, job security and other financial burdens — and allow us to envision our lives in their most authentic form. What emerges are not just dreams but a clear picture of what truly matters to us: the people we love, the causes we care about and the activities that fulfill us.
Let's say you wake up tomorrow with no financial limitations. What would you do? Where would you go? Who would you help? Reflecting on these questions can reveal a lot about your personal values and priorities. Once these are identified, the challenge — and the fun — begins: finding ways to align your current resources with these dreams.
From just $107.88 $24.99 for Kiplinger Personal Finance
Become a smarter, better informed investor. Subscribe from just $107.88 $24.99, plus get up to 4 Special Issues
Sign up for Kiplinger’s Free Newsletters
Profit and prosper with the best of expert advice on investing, taxes, retirement, personal finance and more - straight to your e-mail.
Profit and prosper with the best of expert advice - straight to your e-mail.
For example, if you dream about extravagant trips around the world, explore how you can achieve that thrill with a more modest adventure. Instead of a Mediterranean cruise, you could explore regional attractions that offer unique experiences without the hefty price tag. You can still scratch that travel itch without draining your bank account.
If supporting loved ones and contributing to philanthropy are your goals, think creatively about how to achieve these without signing a big check. Investing time rather than money can often be equally, if not more, impactful. Volunteering your skills to a nonprofit close to your heart or organizing special days with grandchildren can fulfill your philanthropic or familial goals without the cost.
Reinforcing strengths and curbing bad habits
Through this process, we discover our financial boundaries and learn to manage resources wisely. I help many clients navigate the excitement of potential financial windfalls and the reality of their bank accounts. This exercise helps reinforce strengths and curb less-constructive habits, such as overspending or the urge to “keep up with the Joneses,” which often do not align with personal values.
Pretending you've come into a windfall is more than a fantasy. It serves as a blueprint for aligning your financial decisions with your values and goals. It empowers you to live authentically, within your means, focusing on what will truly bring fulfillment and joy. In doing so, you not only manage your finances better but also enrich your life in ways that money alone cannot buy.
Signature Estate & Investment Advisors, LLC (SEIA) is an SEC-registered investment adviser; however, such registration does not imply a certain level of skill or training and no inference to the contrary should be made. Securities offered through Signature Estate Securities, LLC member FINRA/SIPC. Investment advisory services offered through SEIA, LLC, 2121 Avenue of the Stars, Suite 1600, Los Angeles, CA 90067, (310) 712-2323.
For additional disclosure information please visit our website at www.seia.com/legal disclaimer.
Related Content
- Being Rich vs. Being Wealthy: What’s the Difference?
- Improving Your Financial Health: A 10-Step Workout Plan
- Is Your Spending Out of Control? Three Ways to Fix It
- I’ve Inherited a Lot of Money. Now What?
- Three Essential Strategies for Managing Your Inheritance
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.

Frank Legan is a Cleveland-based author and a Financial Adviser with SEIA. Frank spends his days designing and implementing personalized financial planning strategies for corporate executives, business owners, artists, families and retirees. He focuses on lifetime income planning strategies, investment advice and estate planning services. He also works with businesses to develop strategic and succession planning strategies.
-
Samsung Galaxy S25 Ultra for $4.99 a Month: A Closer Look at Verizon’s DealVerizon’s aggressive pricing makes Samsung’s top-tier phone tempting, but the real cost depends on your plan and how long you stay.
-
I'm 59 with $1.7 million saved and lost my job. Should I retire?We asked professional wealth planners for advice.
-
4 Times to Say Yes to a Roth Conversion and 4 Times to Say NoRoth conversions should never be done on a whim — they're a product of careful timing and long-term tax considerations. So how can you tell whether to go ahead?
-
A Wealth Adviser Explains: 4 Times I'd Give the Green Light for a Roth Conversion (and 4 Times I'd Say It's a No-Go)Roth conversions should never be done on a whim — they're a product of careful timing and long-term tax considerations. So how can you tell whether to go ahead?
-
A 4-Step Anxiety-Reducing Retirement Road Map, From a Financial AdviserThis helpful process covers everything from assessing your current finances and risks to implementing and managing your personalized retirement income plan.
-
The $183,000 RMD Shock: Why Roth Conversions in Your 70s Can Be RiskyConverting retirement funds to a Roth is a smart strategy for many, but the older you are, the less time you have to recover the tax bite from the conversion.
-
A Financial Pro Breaks Retirement Planning Into 5 Manageable PiecesThis retirement plan focuses on five key areas — income generation, tax management, asset withdrawals, planning for big expenses and health care, and legacy.
-
4 Financial To-Dos to Finish 2025 Strong and Start 2026 on Solid GroundDon't overlook these important year-end check-ins. Missed opportunities and avoidable mistakes could end up costing you if you're not paying attention.
-
Are You Putting Yourself Last? The Cost Could Be Your Retirement SecurityIf you're part of the sandwich generation, it's critical that you don't let the needs of your aging parents come at the expense of your future.
-
I'm an Insurance Pro: It's Time to Prepare for Natural Disasters Like They Could Happen to YouYou can no longer have the mindset that "that won't happen here." Because it absolutely could. As we head into 2026, consider making a disaster plan.
-
The Future of Philanthropy Is Female: How Women Will Lead a New Era in Charitable GivingWomen will soon be in charge of trillions in charitable capital, through divorce, inheritance and their own investments. Here's how to use your share for good.