Questions I Hear Most
Saul Simon, CFP®
Iselin, NJ · Boca Raton, FL · Clients Nationwide
After 40 years as a CERTIFIED FINANCIAL PLANNER™ practitioner, I've learned that the questions people are almost afraid to ask are usually the most important ones. So here they are, answered plainly — the way I'd answer them sitting across the table from you.
Getting Started
Q: What does a CFP® professional do differently from a “financial advisor”?
A: The title “financial advisor” can mean many different things. A CERTIFIED FINANCIAL PLANNER™ professional must meet rigorous education, examination, experience, and continuing-education requirements. CFP® professionals must also act as fiduciaries when providing financial advice, which means putting their clients’ interests first.
When I sit down with a client, the conversation isn’t simply about selling an investment or financial product. It’s about understanding your entire financial life—your goals, family, business, retirement, concerns, and what you want your money to accomplish. Then we build a coordinated strategy around you.
That’s the difference.
Q: How are you paid, and what will this cost me?
A: I encourage every prospective client to ask this question from the beginning. An advisor’s willingness to answer it clearly tells you a great deal.
Before you become a client, we’ll discuss exactly how I’m compensated, what services you’ll receive, and what those services will cost—in plain English. You should always understand what you’re paying and the value you’re receiving.
Q: What should I actually bring to a first meeting?
A: Less than you think. Bring your questions, your concerns, and an honest picture of what “financial confidence” would actually feel like for you and your family. Statements and account numbers can come later — the first conversation is about understanding where you want to go. I can't build a strategic plan until I understand the person it's for.
Retirement Planning
Q: When can I actually retire?
A: This is one of the most common questions I’ve heard throughout my career—on the radio, during television appearances on CNBC and FOX Business, and across the table from clients.
What I’ve learned is that the question is rarely just about a retirement date. It’s really about whether you can continue living the life you want and remain financially secure after your regular paycheck stops.
The honest answer depends on your personal financial plan—not a rule of thumb. That’s why we build a strategy together and revisit it regularly. Your life changes, markets change, tax laws change, and your retirement plan must be able to change with them.
Q: How much do I actually need to have saved?
A: I’ll be direct: anyone who gives you one number without first understanding your life is guessing.
The answer depends on the lifestyle you want, where you plan to live, your health, family responsibilities, expected income, taxes, and what you hope to leave behind.
Your number becomes much clearer once we understand your spending, investments, Social Security, pensions, retirement accounts, taxes, and long-term priorities. My job is to help you determine what your number is—and build a realistic strategy for reaching it.
Q: What happens to my plan when the market gets rocky?
A: Markets have always experienced periods of growth, uncertainty, and decline. That hasn’t changed during my more than 40 years in this profession, and it is unlikely to change in the future.
What matters is whether your financial strategy was designed to withstand those periods.
My job during a downturn isn’t to react emotionally. It’s to review the strategy, remind you why it was built the way it was, and determine whether anything in your life, goals, or circumstances has changed.
Helping you remain confident and disciplined through both strong and difficult markets is one of the most important parts of long-term financial planning.
Business Owners
Q: I own a business. How is my planning different from a typical employee's?
A: Significantly.
Your business is likely one of your largest assets—and it may also represent a substantial part of your retirement plan, whether you’ve thought of it that way or not.
We need to evaluate retirement-plan options for you and your employees, personal and business cash flow, risk management, tax considerations, key employees, succession planning, and how the value of your business fits into your overall net worth.
Your business should not be treated as a side conversation. It needs to be at the center of your financial strategy.
Q: How do I start planning my exit or succession?
A: Business owners who leave on their own terms are usually the ones who begin planning years before they expect to exit.
The first step is defining what “exit” means to you. It could involve selling the business, transferring it to family members, transitioning ownership to employees, bringing in a successor, or gradually stepping away.
Once we understand your desired outcome, we can work backward and build a strategy around it. It’s one of the most important—and frequently avoided—conversations in business ownership.
I would much rather begin that conversation with you too early than too late.
Two Homes, One Plan
Q: I split my time between New Jersey and Florida. Do I need two advisors?
A: No. In many cases, you may be better served by one advisor who understands your entire financial picture.
I maintain offices in both Red Bank, New Jersey, and Boca Raton, Florida, in part because many clients divide their time between the two states. When planning is divided among multiple advisors, important details can be overlooked.
One relationship and one coordinated strategy can help ensure that your investments, retirement income, estate planning, residency considerations, and family goals continue working together—regardless of where you are living.
Q: Does moving to Florida change my tax picture?
A: It can.
State residency, income taxes, estate considerations, homestead rules, and the taxation of certain income may change when Florida becomes your primary residence.
This requires an answer based on your specific circumstances—not a generalization found online. It’s a conversation worth having with your financial, tax, and legal professionals before you move, rather than after the decision has already been made.
Family & Legacy
Q: How do I even start talking to my children about our money and our plan?
A: Carefully—and often earlier than most families expect.
As a father, I understand how personal and sometimes uncomfortable these conversations can feel. The first step doesn’t necessarily require disclosing every account balance or financial detail.
It may simply mean making sure your family knows that a plan exists, understands your intentions, knows where important documents are located, and knows whom to contact if something happens to you.
When you’re ready, we can make that family conversation part of your planning process. The goal isn’t merely to transfer money. It’s to pass along your values, prepare the next generation, and leave your family with clarity rather than confusion.
Have a Question You’re Almost Afraid to Ask?
There are no foolish questions when it comes to your financial future. If something is important enough to keep you awake at night, it is important enough to discuss.
Let’s have the conversation.