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The Questions Every Listing Agent Should Be Able to Answer, and My Answers

The Questions Every Listing Agent Should Be Able to Answer, and My Answers

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Dawn Riley, Calvert County Associate Broker and Master Certified Negotiation Expert
Dawn Riley, Associate Broker, Realtor, Master Certified Negotiation Expert and Pricing Strategy Advisor with Deep Roots Real Estate

I told sellers what to ask a listing agent. It seemed only fair to answer all of it myself, in writing, where you can hold me to it.

BACK TO THE GUIDE

I wrote a page telling Calvert County sellers exactly what to ask a listing agent. Then it occurred to me that publishing a list of hard questions and not answering them myself would be a little cowardly.

So here they are. Every question from that guide, answered by me, in writing, where you can hold me to it. Under each one I put what a dodge sounds like, because knowing the shape of a non-answer is honestly more useful than knowing the right answer.

Print this. Bring it to your appointment with me. Bring it to your appointment with somebody else. I genuinely do not mind.

The record behind the answers.

  • 1,338+ homes sold, $532,653,786+ in career volume, sold-to-list over 101%
  • Top 1% of Realtors nationwide, calculated against median member transaction volume published by the National Association of Realtors
  • MCNE (one of five negotiation designations) and PSA, plus negotiations coursework at Yale, Northwestern, UVA, Columbia and UC Davis
  • Rookie of the Year, 2001, from both the Southern Maryland Association of Realtors and Long & Foster
  • Maryland Associate Broker, license 531668, licensed since 2000. Go check it.

Production figures come from Bright MLS career production records, including data migrated from predecessor MLS systems. Past performance does not guarantee a specific result for any individual property.

The questions, and my answers

"What do you need to know about me before you show me anything?"

Where you are going, and when you need to be there. Whether this is a happy move or a hard one, because an estate sale and a job relocation and a divorce are three completely different jobs wearing the same hat. Who else has a say. What you owe. Whether you have already found the next house or have not started looking. What you think this place is worth and how you arrived at that, because that tells me what conversation we need to have.

I do not bring a price to a first appointment. I cannot. I have not seen your house yet and I do not know what you are solving for.

What a dodge sounds like

The presentation starts before the question does. If the first ten minutes are about their brokerage's international network, note that you are selling one house in Southern Maryland and the international network has never once bought one.

"What list price do you recommend, and how did you get there?"

I will show you three sets of numbers. Closed sales, which are what an appraiser will use. Pending sales, which are what buyers are agreeing to right now. And active listings, which are what your buyer is choosing between this weekend.

Then I walk you through the adjustments out loud. This one had a finished basement. This one backed to Route 4. This one sold in February against nine other listings instead of three. And I will tell you which comparable hurts you, because every house has one and you deserve to hear it from me before you hear it from a buyer's agent.

What you get is a supported range, not a single magic number, plus what I think we can do to move the top of that range before we list.

What a dodge sounds like

Price per square foot, by itself. It is the arithmetic people reach for when they did not do the analysis. Also watch for a number noticeably above the other agents with nothing behind it. That number is a strategy for winning your listing, not for selling your house.

"What is your sold-to-list ratio, and what is it measuring?"

Over 101%, per Bright MLS career production records including data migrated from predecessor MLS systems. It means my listings have closed at or above what we listed them for.

Now the part you should demand from everybody, me included. That figure is career-long. It is my production, not my office's. And the reason it stays above 100 is not that I am magic, it is that homes priced correctly get competition, and competition bids them up. A number under 100 is not automatically bad either, it just means something needs explaining. Make every agent explain theirs.

What a dodge sounds like

"Around 99, 100, somewhere in there." Anyone who tracks their own numbers is not fuzzy about them. Vagueness here is the answer.

"Have you pulled my deed?"

Yes, before we list. It takes me a few minutes and it is the cheapest insurance in this business.

What I am looking for is anything that will slow down settlement. An old lien nobody released. A name still on the deed that should have come off after a divorce. An estate that was never properly probated, which happens constantly when a house passes through a family. A boundary or easement issue that will surprise a survey.

Every one of those is fixable. All of them take weeks. You have weeks right now. You will not have them once a buyer is sitting there with a lender and a moving truck.

What a dodge sounds like

"The title company handles that." They do, once you are under contract, which is exactly when you did not want to find out.

"What happens if we get no showings in the first two weeks?"

We sit down at the end of week one and again at the end of week two, and we look at four things: showings, online saves, agent feedback and how the competition moved.

No showings at all is almost always price or photography, and I will tell you which one I think it is. Showings without offers is something inside the house, and the feedback usually names it within four or five showings. Those are different problems and they get different fixes, so I am not going to reflexively reach for a price cut when the real issue is that the listing photos were shot on a gray Tuesday.

What I will not do is let it drift. Drifting is how a listing gets old, and old is expensive.

What a dodge sounds like

"We will adjust as needed." That sentence commits to nothing. Also be wary if the price reduction was clearly always the plan, because then you should have just started at the honest number.

"Do you actually have negotiation credentials?"

Yes, and this is the one I get genuinely worked up about, so bear with me.

Every agent in America says they are a great negotiator. It costs nothing to say and you have no way to check it. So I went and got the training instead: Master Certified Negotiation Expert from the Real Estate Negotiation Institute, which is one of five negotiation designations I hold. Pricing Strategy Advisor from the National Association of Realtors, which is specifically about building a price you can defend. Negotiations coursework at Yale, Northwestern, UVA, Columbia and UC Davis. And an Associate Broker license, which is a level above the salesperson license and takes additional education and experience to earn.

I did not do that for the letters after my name. The contract and the negotiation are where sellers actually lose money, and I did not want to improvise through the part that counts.

What a dodge sounds like

"I have been doing this twenty years, I do not need a class." Twenty years of the same habits is not twenty years of improvement. Ask what they have learned recently and listen to the silence.

"What about septic, well or Critical Area on my property?"

I want the septic records and the permitted bedroom count before we write a word of listing copy, because advertising a four bedroom house on a three bedroom septic permit is a problem you do not want.

Well records and water testing, same idea. And I check whether any part of the parcel sits in the Chesapeake Bay Critical Area, because that governs what a buyer can do later with a deck, an addition, a pool or a shed, and buyers ask. If you are on the water, add the pier and the shoreline to that list.

Handled before listing, these are paperwork. Discovered after the inspection, they are leverage for the buyer, and you will pay for them twice.

What a dodge sounds like

"We will find out during the inspection." That means finding out when the buyer finds out, which is the worst possible moment for you and the best possible one for them.

"Am I going to owe Maryland money at closing that I do not know about?"

Possibly, and this is the one that costs out-of-state sellers real money because nobody tells them in time.

If you are not a Maryland resident, Maryland withholds tax from your proceeds at settlement. As of 2026 that is 8.75% of the total payment for individuals, estates and trusts, and 8.25% for business entities such as LLCs, corporations and partnerships. You can apply for a reduced withholding on Form MW506AE, but it has to be filed at least 21 days before closing. Miss that window and the money is simply held. I broke the whole thing down on Maryland nonresident seller withholding. If the property is an investment and you want a 1031 exchange, that has to be set up before you close. Not after. After is permanent.

I am not your CPA and I will never pretend to be one. What I do is raise both of these at the kitchen table on day one and tell you to call your accountant while there is still runway. Awkward tax conversation in month one beats losing money in month three.

What a dodge sounds like

Never having heard of it. Or the opposite, which is worse: a confident answer about your tax situation from someone with no license to give one.

"Show me the marketing plan for my house, not a sample"

Photography booked after the prep work is done, not before, and shot in decent light. Drone if you have acreage or water. A floor plan, because buyers use them more than agents think. Video if the house tells a story that stills cannot.

Listing copy that leads with what is actually verified and does not claim things about school assignment, development potential or systems that I have not confirmed. A launch day chosen so your first full weekend is your first weekend. Paid promotion aimed at the buyer this house actually has, with reporting you can read.

And the unglamorous one that matters most: I say yes to showings. A declined showing does not get rescheduled. That buyer sees something else that afternoon and writes on it that night.

What a dodge sounds like

"We syndicate to over 900 websites." That is the MLS feed. It happens automatically for every listing in the county, including the one you are competing with.

"Who is actually doing the work, and who answers at 8pm?"

I do the strategy, I price it, I read every offer and I call you about it. When you call me on a Sunday night because something spooked you, you get me.

I run a team, and the team handles the parts that benefit from more hands. But the person sitting at your table is the person accountable for your sale, and if that ever changes you will hear it from me first rather than noticing it.

What a dodge sounds like

You never see the person who won the listing again. That was a decision somebody made about you, and they made it before you signed.

Three things I do that most agents do not

If you only remember three things from this page, make it these.

1. I went and got the actual education

Anyone can call themselves a negotiator. The question is whether anything backs it up. MCNE from the Real Estate Negotiation Institute, one of five negotiation designations I hold. PSA from the National Association of Realtors. Negotiations coursework at Yale, Northwestern, UVA, Columbia and UC Davis. Associate Broker rather than a salesperson license.

Your contract and your negotiation are where the money is won or lost. I wanted to be trained for that part. Ask any agent you interview what training they have and who issued it, and notice how quickly the answer turns into a story about how long they have been doing this.

How to verify it

Designations are issued by named organizations and can be confirmed. My license is 531668 and it is public at the Maryland Department of Labor. Do this for every agent on your list, not just me.

2. I pull your deed before we list

Before, not after. I want to know what is on your title while we still have time to fix it calmly and cheaply, instead of discovering it in week three of a thirty day settlement when you are already half packed.

This has saved my sellers weeks. It costs me a few minutes. I have never understood why it is not standard.

What to ask for

Ask your agent to pull the deed and tell you what they found. If the answer is that they do not do that until later, you now know something useful.

3. I raise 1031 and nonresident withholding at the kitchen table

Both have deadlines that arrive before your closing does. Both are unfixable once missed. Neither is something I can advise you on, and both are things I can make sure you know about while there is still time to act.

So I bring them up in the first meeting and I send you to your CPA. That is the whole differentiator: knowing what I do not know, and saying it early enough to matter.

What to ask for

If you live out of state or this is an investment property, ask at the first appointment. Then call your own tax professional. Do not wait for settlement to learn what settlement will cost you.

Now go ask somebody else

Seriously. Take this page to two other listing appointments. If another agent answers these better than I did, hire them, and I mean that.

What I am confident about is that the questions are the right questions, and that most sellers never get told what to ask. That part is fixed now.

Ready to make me answer these in person?

I will walk your property, pull your deed, show you the closed sales and the competition, and give you a supported range with the reasoning attached. You will also get a specific list of what would move the top of that range before we list. No pressure to sign anything.

Schedule a listing consultation

Call or text 410-414-2438 or email dawn@dawnriley.net. Serving Calvert, St. Mary's, Charles and Anne Arundel counties.

Necessary disclaimer. Nothing on this page is tax or legal advice, and I am not a CPA or an attorney. Maryland nonresident withholding and 1031 exchange rules change, and the amounts and deadlines that apply to your sale depend on facts specific to you. Verify current requirements with the Comptroller of Maryland and talk to your own tax professional before making a decision. Property, septic, well, Critical Area and title questions should be confirmed with the appropriate county office and licensed professionals.

Frequently Asked Questions

About Dawn Riley

Dawn Riley, Associate Broker and Master Certified Negotiation Expert with The Riley Team at Deep Roots Real Estate
Dawn Riley, Associate Broker, Realtor, Master Certified Negotiator and Pricing Strategy Advisor

Dawn Riley is an Associate Broker, Realtor, Master Certified Negotiation Expert (MCNE) and Pricing Strategy Advisor (PSA) with The Riley Team at Deep Roots Real Estate in Huntingtown, Maryland. She holds Maryland license 531668, has been licensed since 2000, and has more than 25 years of real estate experience. She was named Rookie of the Year in 2001 by both the Southern Maryland Association of Realtors and Long & Foster, and has additional negotiations coursework from Yale, Northwestern, UVA, Columbia and UC Davis. Dawn combines strategic pricing, advanced property marketing and detailed Maryland contract knowledge to represent buyers and sellers throughout Calvert County and Southern Maryland.

Career results as of 2026: 1,338+ homes sold, $532,653,786+ in sales volume and average sold-to-list price statistics over 101%, per Bright MLS career production records, including data migrated from predecessor MLS systems. Production places her in the top 1% of Realtors nationwide, calculated against median member transaction volume published by the National Association of Realtors. Past performance does not guarantee a specific result for any individual property.

Dawn Riley
Associate Broker, Realtor, MCNE, PSA | MD License 531668
The Riley Team at Deep Roots Real Estate
2425 Solomons Island Rd., Suite C, Huntingtown, MD 20639
410-414-2438
dawn@dawnriley.net
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