Why I Hold Three Licenses Instead of One

by Brian Wittman

I hold three licenses because the thing that costs people the most money is not inside any one of them. It is the nine years between buying a house and buying the next one, when your agent's job has ended, your lender's job has ended, and nobody's job description covers what happens in between.

Once I saw that gap clearly I could not unsee it. Nine years of decisions with nobody assigned to them is a debt, and somebody pays it eventually. Usually the family that took it on without knowing they had.

Last year the housing market accidentally proved the point.

What actually changed for buyers last year?

They got more time, and fewer of them ended up unhappy.

Homes sat on the market a median of 63 days in October 2025, nearly two weeks longer than in October 2023. Over that same stretch, Realtor.com's 2025 Consumer Attitudes and Usage Study found the share of recent buyers reporting no regrets at all rose from 31 percent to 37 percent. The share who felt they paid too much fell from 15 percent to 8 percent.

Realtor.com's own explanation: the slower pace gave buyers more time to weigh their decisions.

Thirteen extra days. That is the entire intervention. Nobody got smarter or richer. The market just stopped rushing people, and measurably fewer of them regretted it.

So the question I keep coming back to is what happens when somebody gives you that time on purpose, instead of waiting for a slow market to hand it to you by accident.

Which regrets did not improve?

The ones a slow market cannot fix, because they are judgment problems rather than pricing problems.

Realtor.com flags which categories moved notably from 2023. Feeling you paid too much fell 7 points. Cost of ownership coming in higher than anticipated fell 5 points. Reporting no regrets rose 6 points.

And one moved the wrong way. Buyers regretting that they had not considered the external environment, the noise, the traffic, what it is actually like to be there, rose 4 points.

Everything else showed no notable change. Not rushing the decision. Not the home being in worse condition than expected. Not the house turning out too small. And not the single most common regret on the list, unexpected maintenance, sitting at 16 percent.

That split is the whole thing.

The money regrets improved because the market improved. Buyers stopped feeling like they overpaid because they stopped overpaying. That correction arrived on its own and nobody had to do anything.

The judgment regrets did not improve, because a slower market does not think for you. A calmer calendar does not make anyone ask whether you have really sat in that traffic, or what the roof costs in year six, or whether this house still works when your youngest is fourteen.

Those are not caused by a fast market. They are caused by nobody being responsible for the question.

What happens in the nine years between houses?

Mostly, you are on your own for it.

People move roughly every ten years now. Your agent is with you for about sixty days. Your lender for about forty-five. The insurance conversation happens years later, if it happens.

Then everyone goes home, and you spend the next nine years making the decisions that determine whether the next move is even possible. Whether to refinance. Whether to touch the equity. What to do when the tax bill jumps after the first full assessment. Whether the coverage you set up at twenty-eight still fits the family you have at thirty-six.

Nobody is failing here. An agent's job ends at closing because that is what the job is. A lender's job ends at funding because that is what the job is. The average agent sells you a house and moves on. The average lender sells you a loan and calls when rates drop. Both are doing exactly what they were hired to do, and doing it well.

The gap is not in anyone's performance. It is in the job description, and it is nine years wide.

That is the part I decided to make my job.

What is the Whole Map conversation?

A full review of where you actually stand, done before we talk about houses at all.

Income and how it really arrives, which matters more than people think if you work overtime or shift differentials. What you owe and at what cost. What you are protecting and whether it is actually protected. Where you are trying to be in five and ten years, and whether the thing you are about to buy helps or quietly blocks it.

Then we work backward from that, instead of forward from a pre-approval letter.

It usually changes something. A couple I worked with recently came in approved at $445,000. We ran their real numbers together and they decided to shop closer to $400,000. That was their call, made once they could see the whole picture instead of just the approval letter.

They found a house they loved, listed at $400,000, and walked into a bidding war.

Two things were working against them. Their own home was not even on the market yet, so their offer had to carry a home sale contingency, which meant the seller would be waiting on a house that had not been listed. And they were using a VA loan, which carries a reputation in this market that it mostly does not deserve.

So we went in at $410,000. Ten thousand over asking, specifically to buy back the ground those two things were costing us.

We still lost. Another buyer took it.

Here is where it turned. While that buyer was working through their inspection period, my clients' house went under contract, because we had priced and marketed it correctly. And then the buyer who beat us fell out.

Same house, same family, completely different position. Their sale was handled. So we went back in lower, with few inspection contingencies, and got it at $395,000.

Five thousand under the original list price, on a house that had a bidding war. Fifteen thousand under their own losing offer. Fifty thousand under what they were approved for. Both closings happened the same day.

Losing that bidding war turned out to be the best thing that happened to them, and the only reason it worked is that nobody panicked and nobody stretched. Approved and affordable were fifty thousand dollars apart, and the room between those two numbers is where the whole outcome lived.

The conversation also surfaces the boring things that turn into the regrets on that list. What maintenance actually runs on a house this age. What the tax bill does after the first full assessment. What the drive is like at 7am rather than at noon on the Saturday you toured it.

None of that requires three licenses. What three licenses give me is the ability to answer the follow-up questions myself, instead of sending you to two more people who have never seen your numbers.

What do three licenses actually cover?

Real estate, mortgage, and protection, with financial education running through all of them.

Real estate. Helping buyers purchase in the Chicago suburbs without overpaying and without landing in a payment that does not fit their life. Helping sellers understand real net proceeds and what the next move looks like before they list.

Mortgage strategy. Helping buyers understand not just what they can get approved for but what they can actually afford, which are different numbers. Helping existing homeowners with refinancing, equity access, and structures that match where they are going.

Protection. Making sure the asset you just bought, and everything else you are building, is actually covered, and that today's decisions do not create problems for the people who depend on you.

They connect because the decisions connect. What you can afford depends on the loan. The loan depends on what you are protecting. The protection depends on what you bought.

Are you my agent and my lender on the same deal?

Usually not, and I want to be direct about why.

Real Broker and NEXA Mortgage are completely independent companies. Because of that, I typically do not act as both your agent and your lender on the same transaction. In practice I am in one role, and when you need the other, I refer it to someone at the other company and stay involved as the person who understands your whole situation.

Real provides a disclosure listing its affiliated businesses, which you receive in the normal paperwork. I am also having an attorney draw up a clearer document of my own, so you know up front that I hold all three licenses, what that means, and how I am paid, before any of it matters. That is being built now and it is not finished, and I would rather say so than describe something that does not exist yet.

If I eventually consolidate everything under one company, which is likely, that changes and I will update this page when it does.

How do you get paid?

Commission on a real estate transaction, in the normal way.

When I refer the other side of a transaction to someone at the other company, I receive a referral fee. I also earn affiliate commission on a few products I recommend, like identity protection and estate planning tools, all of which I use myself and none of which are tied to using my services. Nothing you do with me requires you to use any of them.

That is the whole list.

Can you shop me? Yes. Please do.

If the only thing that matters to you is the rate, get two other quotes. That is not me being generous, it is me telling you how to buy correctly. A rate is a commodity and you should treat it like one.

What I would rather you evaluate is whether the person quoting you that rate has any idea what happens to you in year four.

And nothing about how I represent you changes based on where you get your loan. Same negotiation, same comparable sales, same honest answer about whether the house is worth it. It would be a strange business decision to get precious about one piece of a relationship I am hoping lasts thirty years.

Why does the long game work in your favor?

Because my incentive is the next thirty years, not this transaction.

Somebody who learns to budget and rents one more year becomes a stronger buyer. A stronger buyer gets into a house that actually fits, which means they build equity instead of scrambling. Somebody with equity and a stable payment can upsize when the family grows. Somewhere in there a rental property might make sense, or a small business, and a family with more to protect needs more protection.

I am not trying to win a transaction. I am trying to be the person you call for thirty years, and that only happens if the advice I give you today still looks correct in year five.

Which is exactly why I am the wrong person to push you toward the top of your approval. It costs me the relationship to gain one commission, and the relationship is worth vastly more.

When would you tell me to go somewhere else?

Whenever I am not the right answer, and it comes up more than you would think.

Recently someone came to me looking at a HELOC. I ran it. My rate could not touch what he had already found, and honestly my product was not the right shape for what he was trying to do.

So I told him to take the other one.

I would rather be the guy who told you the truth about a HELOC than the guy who got a piece of a deal that was worse for you. Because in four years when something else comes up, you already know what kind of answer you get from me.

The firefighter in the room

I have been a firefighter and paramedic for nearly twenty years, and that job does not leave you when you walk off the truck.

The way I was trained to think, assess the full situation before you act, plan for what is likely but stay ready for what is not, protect people not just in the moment but down the road, is how I approach every client conversation.

In the fire service we say plan for the 90 percent but be ready for the 10 percent. The 90 percent is what you can see coming: the mortgage payment, the property taxes, the maintenance. The 10 percent is the furnace that dies in February, the job change, the family situation that shifts everything.

I am not going to tell you everything will be fine. I am going to help you build something that actually is.

Who I work with

  • First-time buyers who want to understand what they are getting into before they start shopping
  • Move-up buyers coordinating a sale, a purchase, and financing at the same time
  • Homeowners who want to understand their equity position and their options
  • Renters who are not sure they are ready and want an honest answer
  • Families who just bought and have never had a real conversation about what happens to it if something goes wrong

The Bottom Line

Thirteen extra days on the market moved buyer regret measurably. That is how little it takes, and it is also how little anybody is currently doing on purpose.

The regrets that improved were the ones the market fixed on its own. The ones that did not, rushing, condition, size, maintenance, and the growing number of people who wish they had thought harder about what it is like to actually live there, are decisions somebody should have walked through with you and nobody was assigned to.

Three licenses do not make me better at any one of them than a specialist. What they do is let me stay in the conversation after the specialist's job ends, which is where the nine years live.

Schedule a time and we will go through your whole map. No cost, no obligation, and if the honest answer is that you should wait, that is the answer you will get.

Frequently Asked Questions

Can one person be both your real estate agent and your loan officer?

Yes, one person can hold both licenses and work in both roles, with required disclosures on any transaction where both are involved. In my case Real Broker and NEXA Mortgage are independent companies, so I typically do not act as both on the same transaction. I work in one role and refer the other to someone at the other company while staying involved as the person who knows your full situation.

If I do not use you for my mortgage, does that change how you represent me?

No. Same negotiation, same comparable sales analysis, same honest read on whether the house is worth the price. Where you get financing has no effect on how I represent you, and treating it otherwise would be a poor decision in a business built on long relationships.

Should I shop other lenders and compare rates?

Yes, and I would encourage it if rate is your deciding factor. A rate is a commodity and you should compare it like one. What is worth evaluating beyond the rate is whether the person quoting it understands what happens to your payment when the first full property tax assessment lands.

How do you get paid?

Commission on a real estate transaction in the normal way. When I refer the other side of a transaction to someone at the other company, I receive a referral fee. I also earn affiliate commission on a few recommended products such as identity protection and estate planning services, all of which I use myself, none of which are required or tied to working with me.

Do I have to use all three services?

No. Plenty of people come for the real estate side only, or just want help understanding a mortgage, or want a straight answer on whether they are ready to buy. There is no requirement to use all three. The advantage is that if your situation grows into the other areas later, you already have someone who knows your full picture.

Would you ever tell me not to use you?

Yes, and I have. Someone recently came to me about a HELOC where my rate could not compete with what he had already found and my product was not the right fit. I told him to take the other one. If I am not the right answer, I would rather tell you and help you find who is.

Can one person really handle real estate, mortgage, and protection well?

The licenses are separate but the knowledge overlaps more than people expect, because every one of these decisions touches the others. If you have a genuinely niche situation, a complex investment structure or a specialized insurance need, I am probably not the right person for that specific piece and I will say so up front. The advantage is not being slightly good at each. It is being the person who sees how they connect.


Schedule a time to have a full 360 on your situation and see what only someone carrying all three licenses can see.

Brian Wittman | Blue Jean Broker
Real Estate | Mortgage | Life Insurance | Financial Literacy
Based in Manhattan, IL | Serving the Chicago Suburbs

Brian Wittman is a licensed real estate broker (Real Broker LLC), mortgage loan originator (NMLS #2646598, NEXA Mortgage, LLC, Equal Housing Lender), and life insurance producer (Levinson & Associates). This article is for educational purposes only and is not financial, lending, tax, or legal advice, an offer, or a commitment to lend; all loans are subject to credit approval. Information is accurate as of the publication date; for current details and full disclosures, visit https://bluejeanbroker.com/disclosures.

Brian Wittman

"Most people get a mortgage guy, an insurance guy, and an agent who never talk to each other. I'm all three, at one table, looking at the whole picture."

+1(708) 415-3801

wittman.brian@gmail.com

50 S Main St, Naperville, IL 60540, USA

GET MORE INFORMATION

Name
Phone*
Message