The Art of Asking Questions

“Sellin’ ain’t tellin’, askin’ is.” I heard this simple but true homily years ago when working in Texas.
Merrill Lynch spent thousands of dollars and six months in California and New York on sophisticated courses and seminars to train me to sell stocks and bonds. Yet, over the years this bit of country wisdom from Texas has been one of the most powerful and useful lessons I’ve ever learned. To be successful in sales, you must master the art of asking questions.
WHY?

One of the most obvious reasons you ask questions is to acquire information. The conscientious financial advisor will spend a great deal of time and effort to learn about their client. You need all the routine information like name, address, phone number, and past investment experience. But let’s look a little deeper.
The person asking questions is always in control of a discussion. This control can be used gracefully to lead and direct the client to a successful outcome or it can be abused. As a professional it is your responsibility to serve the client in a thorough and proper manner. It is impossible to do this if you do not have enough accurate information. Lots of questions are the norm. The most efficient way to get the necessary information is to ask questions.
There is a big difference between efficient and effective communication. Any quality relationship will take time and frequency of interaction. Some sales people believe a day of golf is a great way to solidify a new relationship. It’s not. Your goal should be “frequency of contact.”
Golf is very time intensive. Frequent short contacts and encounters will build a stronger relationship and make you more memorable to your client. If you are new in business a good way to develop this habit is using a checklist. First list all your clients and prospects. Then make a list of all the ways you can make contact: phone, e-mail, fax, letter, lunch, appointment, racquetball, golf…the list is endless. Have a simple code system to make it easy to use. There are numerous software programs that will help you, my favorite is ACT! Review this list at least weekly to see who you have forgotten, to plan the next mailing campaign and/or benchmark your actual activities to your goals.
How often should you make contact? That depends on the relationship and the nature of your business. Everyone in your database should hear from you at least quarterly. Clients that you are trying to develop may benefit from weekly contact. The main idea is to schedule contacts and monitor/measure those contacts. Clients get very annoyed if they only hear from you when you want to make a sale or collect a check.
Obviously, the goal is to graciously ask questions during these encounters. Art comes into play in the manner that you ask the questions. No one likes to feel like they are in a deposition. You start with simple easy to answer questions and then gradually the intensity and depth of the questions will escalate. Remember, you are striving to build long term profitable relationships. Good quality rapport necessitates some self-disclosure by you. When you share information about yourself be sincere and a bit vulnerable.
It is often easier to identify a person’s needs as opposed to their wants. You can easily quantify the necessary insurance needed to pay off the mortgage, bills, college tuition and provide some income for the spouse. But that’s the simple part.
Wants relate to emotion. This is where you end up practicing psychology without a license. What is really going on in the home with the spouse and children? Are they responsible? Any drug problems? Is the business financially stable and growing? Would it be desirable to retire early?
None of these questions are especially profound for the experienced advisor. The real key is to understand how the client FEELS about these issues and what are the emotional dynamics of the decision making process. How do you get to this next level of understanding? The answer is, asking more questions.
Everybody does everything they do for a reason, either to gain a benefit or avoid a loss. The anonymous benefactor gives gifts because it makes him feel good, worthwhile or significant. They say in the legal world that you can solve most white-collar crimes if you can “follow the money.” The more advanced your clientele, the more advanced will be their reasons for doing what they do. Even the money hungry sales type is doing it for more than money. If you don’t know why, you just haven’t asked the right questions.
Questions are the keys to unlock the vaults of information, needs, wants and emotions. As you master the art of asking questions you will gracefully control the discussions with your clients. As Martha Stewart would say, “It’s a good thing.”

WHO ARE YOU?

It’s time to go from preaching to meddling. The most important person you have to ask questions, is yourself. Why do you do what you do? What are your motivators? How can you improve? What are your values? Is your behavior consistent with the things you say that you believe?
Those individuals who have integrity achieve the highest levels of success. When required they are able to survive life’s worst traumas. Integrity must be an integral part of a person’s career and personal life.
The World Trade Center was able to withstand a huge terrorist explosion a few years ago because it had structural integrity. While crossing the North Atlantic the world famous ocean liner QE2 was able to endure a rogue wave that was measured at 95 feet. Captain Ron Warwick, a client and friend, said, “It felt like going through a car wash.” The ship has integrity and can weather the storm. The Federal Building in Oklahoma City did not survive. It did not have enough structural integrity.
As you contemplate your personal integrity, run the following idea through your mind. A person with integrity has confidence in three basic areas.

  1. They clearly know what they believe and have defined their beliefs and values ideally in writing.
  2. They are able to clearly and concisely communicate these beliefs to others.
  3. Their behavior is consistent with these communicated beliefs.

Of course, the best test of this being a reality is the quality and quantity of referrals you receive. As you build relationships with others are they able to determine your beliefs by how you behave? They don’t need to see the “Four Way Test” from your local Rotary club on the wall. They just watch and listen to what you do and say. They don’t need to have a long explanation about the history and values of your company. They just listen to what other people say about you and your reputation.
Clients will TRUST a person who they believe has integrity. Without trust it is impossible to elicit honest feedback from a client.
WHO CARES?

There are at least four groups of people who are critical to your professional development. They are co-workers, centers of influence, vendors and your clients. How much do you care about each of these groups?

Co-workers

Your co-workers are a vital part of your professional team. A few years ago I was walking out to lunch with the president of a very profitable technology company. As we passed the receptionist I asked him what her name was. He shrugged it off and didn’t care that he didn’t know her name. He had just bought a new car and wanted to show it to me. A month earlier he had reduced his work force. Guess what. In time the company was liquidated.
If you don’t have time to show your co-workers that you care about them, in time they will show you that they don’t care about you either. The best way to show interest and concern is to ask them questions. What’s your name? How was your son’s little league game? What’s working well for you right now?
The depth and quality of the question you are comfortable asking a co-worker will be a reflection of the quality of your mutual relationship. As you become astute at listening you realize how much you can tell about someone by the type of questions they ask. Peter Drucker spends a major part of his time during lectures at Claremont Graduate School teaching students the value of “asking the right question.” The depth of the question shows the depth of understanding a person has of a problem.
Financial advisers need to be asking questions that make their clients think.

Typical question
Quality question
  • What age do you plan to retire?

Why do you want to retire?
How will that change your family life?
Why is that important to you?
  • How did your jury duty go last week?

Was the judge fair?
If you had been the judge, what would you have done?
Oh, why’s that?

When your client answers these quality questions you have an opportunity to learn more about their values and beliefs. This information will help you plan how best to serve them. How much money do they really need to retire? What are the emotional drives? How secure is his family situation? What personal connection points can you discover to help induce decisions in the future?
What is the client’s attitude toward litigation? Will he sue to make a fast buck? Do you need to closely monitor the contracts you have with this client? All this is useful information. It takes you beyond the competition and helps position you as a true professional.
Centers of Influence

Centers of influence are those people who respect you and whose position or experiences naturally enable them to send you a continual flow of referrals. They are the most valuable kind of marketing and public relations you can ever have. When you ask them questions it is an opportunity to show your interest and concern for them.
Lots of techniques have been used over the years to try and relate to centers of influence and clients. I remember the insurance agent who would give a statue and plaque to celebrate a client’s new born child. We’ve all sent out newspaper articles of interest, birthday cards, neckties or a special bottle from a trip abroad. These may all be very sincere gestures. However, none are as sincere as the well thought out question and your undivided attention as you genuinely listen to the answer. This is an investment of your time with another person. Not on the golf course but rather by practicing “frequency of contact.”

Vendors and Colleagues

Vendors and other professional colleagues are also critical to your development. Are you receiving large accounts as referrals from money managers? Do vendors and sales representatives from your suppliers refer you accounts? Ideally your biggest sources of referrals will be accountants, attorneys bankers and insurance agents. Sure, it helps to refer them business too, but develop the habit of asking good questions and listening well. One additional benefit will be the opportunity to learn from experts in their respective fields.

Clients

The fourth group is clients. Surely you have heard of the “silent close.” Well, as a professional speaker I have learned a new appreciation for silence. It is not effective to talk nonstop and at a fast pace. People need time to process information. After you have said something significant or asked a good question, be silent, let them process the thought. When dealing with your clients, or any one else, you must mentally control your impulse to fill long pregnant pauses of silence with your own voice. Silence is a beautiful thing. Embrace it. Let people think. Give them time. Get to the deepest levels of emotion and meaning. Be gentle.
You need your clients and your clients need you. If you accept the fact that they pay you a fee and you deliver quality results in exchange for that fee then it is mutually beneficial to have clear and accurate communication. On the other hand, if you are trying to exploit your clients, fuzzy communication is probably preferred.
A pension administrator, client of mine, referred me to a mortgage brokerage firm that was setting the world on fire with fees but had some communication problems. The first step in my engagement was to do an organizational assessment. Part of that process was to spend time with the two owners. Things started in a routine way. Some personality conflicts. Poor time management practices. Heavy focus on results and little focus on systems.
Then I started asking questions about values and motivation. After meeting with a few of the big producers I requested some time with the owner, President. Some of the questions were short and simple.

  • “What is your warehouse fee for?”
  • “Why do you have high turn over of agents that you use to close the paperwork?”
  • “May I interview your escrow company people?”

The key is knowing what questions to ask.
The problem they had with the warehouse fee was it was a bogus fee that was never disclosed until the closing, and then only if the client happen to notice. Agents stop working for them because the clients got upset at the paperwork closing. They routinely added fees, changed rates and adjusted loan amounts. The philosophy was to encourage the client all was well until it was too late to stop the deal since they already spent or were planning to spend the proceeds. Part of my due diligence was to talk to escrow and other companies about this company before I started the organizational assessment. Needless to say, their reputation preceded them.
I gracefully terminated my assignment. Thanked my client for the referral and briefly explained we had different approaches to business. Sorry but I couldn’t help them.
Attorneys are trained to never ask a question unless they already know the answer. The more you study people the better you will get at making accurate assessments. A new book that discusses this idea is Reading People, by Jo-Ellan Dimitrius, Ph.D. and Mark Mazzarella. They make the following observation.
“We have to watch the way people behave toward others if we want to get the fullest sense of who they are. All the other factors covered in this book-appearance, body language, environment, voice, even the words people speak-must be viewed alongside their actual behavior in the real world.”

To master the art of asking questions you have to become a student of people. This takes time. It’s not a matter of memorizing a few good questions. It’s the ability to read or see what is going on and have the confidence to ask the big question. One of the tricks to help you in this area is to do your homework before you meet with a client.
A few years ago a large dealer for a national truck manufacturing company was referred to DGR. The referral came from a client whose brother worked there and was in charge of service. I called him and asked a lot of questions, including the name of the President.
My first appointment with the President went something like this.

“Hi, my name is David Rohlander and I’m with DGR Communications. We were referred to you by Mr. X. Thanks for taking some time to meet with me today.”

“Hello, what do you sell?”

“I’m glad you’re interested. (smile) First I’d like to share with you a little bit about our company and what we’ve been able to do for other companies just like yours. And then I’d like to ask you a few questions to see if it makes sense for us to work together. Does that sound OK with you?”

“Sure but hurry up, I’ve got a racquetball game at three o’clock.”

“Well, DGR Communications has been in business since 1979. We specialize in… (a 5 minute capabilities overview). I can see this sounds interesting to you but to see if it might be of benefit to you I’ll need to ask you a few questions. Is that OK?”

“Yeah, sure.”

“How long have you been in this location?”

“About seven years.”

“How many employees do you have?”

“Oh, about seventy five.”

This basic information gathering went on for a good fifteen to twenty minutes. I was able to get a good preliminary read on the President. He was a bottom line type of guy.
I then slowed down the pace and started to ask specific questions about areas that I knew he had problems.

“What’s your employee turnover like?”

“How do you measure customer satisfaction?”

“How’s your cashflow?”

“Could you explain that a little bit more?”

They were simple questions. They were short. He did a lot of talking. There was lots of silence.
I took notes and listened a lot.
Finally he said, “I feel like I’m bleeding to death and you’re a Band-Aid salesman.”

I said, “I think we can help you.”

This was the beginning of a long and mutually profitable relationship. The art of asking questions has a lot to do with seeing and listening. My intention was to help this president. He had several serious problems that he was trying to ignore. By being patient, asking simple questions that directly related to his situation and then using the power of silence and intently listening we got meaningful dialogue and ultimately great results.

Listen, Listen, Listen

There are many types of questions. Open ended versus closed, leading questions, hypothetical and the list goes on. Then there are the levels of questions. Initially people talk about things. Then they advance to talk about people. Finally, they get comfortable and discuss ideas. However, if you want to pursue the art form in this arena, you need to go one step further. You need to get to a person’s emotions and prejudices.
As you study people you will continue to develop more understanding. Additionally, there are two critical ingredients you will want to master. The first is trust. Earlier we discussed trust. It does not come easily. You have to build a pattern of behavior that will allow a person to trust you over time. Trust doesn’t come from asking good questions. Trust comes from consistent behavior and keeping your commitments.
The second is empathy. This relates to how much you really care. It does not matter what level of education a person has they seem to know if another person is real. Now they may not be able to define why they feel the way they do but they might say, “I’m not comfortable around him.” As you work on your personal integrity and take time to reflect, you will find empathy.
Most decisions are made from a combination of information and past experiences built on an emotional frame of reference. Emotions are the trigger in the decision making process. Emotions and feelings are not right or wrong. Everybody has feelings. Feelings are based on past experiences. The good news is that feelings can change when a person goes through new experiences.
The same is true of a person’s prejudices. Yes, we all have certain prejudices. They typically relate directly to your values and beliefs. You will be able to relate to others best when you understand your own prejudices and beliefs and are comfortable and confident with yourself. Focus on relating to the other person and don’t worry about memorizing specific killer questions.

LET’S REVIEW

  • Questions are an efficient way to acquire information.
  • The way in which you ask the questions will determine their effectiveness.
  • The person asking questions is in control.
  • You must become a student of people.
  • Take time to do research on the subject and the people.
  • Strive to discover the emotions and beliefs (prejudices) of your client.
  • Look for nuances of behavior (body language, tone of voice, eye patterns, etc.)
  • Watch and listen for what they pay attention to, you’re seeking their unconscious intentions.
  • Quality questions that show concern and caring build long term relationships.
  • Frequency of contact is critical to developing knowledge and comfort with others.
  • Continually work on your own personal integrity.

Questions may be good and powerful. The way you use questions is more important than the actual questions. What are your intentions with asking the questions? Do you have personal integrity? Can you be trusted? How well do you understand and read people? How well do you listen? Your ability to put all these elements together will determine if you are an artist.
Effective communication requires more than talent. It involves trust, understanding, empathy and resolution. It is an art.
Always ask for permission to ask questions.
Sample questions:
Rapport in a business environment-
Hi, how are you doing?

Did you see the game last night?

How long have you had that car?

Got any plans for vacation soon?

Needs assessment-

How do you manage your investments?

What have you done in the past that’s been most successful?

Any mistakes you’d like to avoid in the future?

What are you looking for in a financial advisor?

Wants assessment-

How do you feel about this current market?
(Use the word ‘feel’ with women & they’ll tell you what they think)
(Use the word ‘think’ with men & they’ll tell you how they feel)

Are you comfortable with your current retirement plans?
(If yes or no, ask-How come? Tell me more? Could you explain that to me?)

Would you tell me a bit about where you plan to be in ten years?

Why do you feel that way?

Understanding of motivators in a business environment-

How did you get to this position?

What do you enjoy most about your job?

What do your people do especially well?

What’s working well for you?

Why do you work here?

Closing a deal-

(Smile) Who do I see for the check?

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