Richard Montgomery

Richard Montgomery is no nonsense real estate advice syndicated in over 300 newspapers around the nation. When preparing to buy or sell a home, you get the best advice, when you need it and at no cost to you: 

*An intelligent selection service to help you pick the right real estate
*An “Ask Monty” button to quickly deliver your questions and receive
the right answers during the process.
*An extensive “How To” library on important real estate subjects to
review while getting ready.

Readers gain a business advantage by engaging for unbiased real estate expertise, to save valuable time and leverage DearMonty s 25 years of experience selecting real estate agents.
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University of Wisconsin Green Bay (UWBG)


Respect for the individual

Affiliations, National Association of Realtors, Realtors Association of NE Wisconsin


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Displaying Results 1 - 59 (of 59) for All Content
  • Why the "Home Lookers List" is Hard to Obtain
    A reader asks Monty if it is proper to request a list of people who have viewed their home. Monty answers yes, but goes on to describe why it may be difficult for a real estate agent to comply.
  • The Best Method to Value Small Business Property
    A reader is planning on selling their business which includes real estate. They ask Monty to recommend an appraiser. Monty has a different idea as to how they should proceed.
  • Why Some Commercial Real Estate Ends Up like This?
    An enthusiastic reader asks Monty for advice about buying commercial real estate. Monty lays out a plan for both novices and more experienced participants to help them set a course to successful investing.
  • Selling Church Property Requires Expertise
    A reader is charged with selling off excess property for his church. He asks what to do next now that a price has been established. Monty answers his question and offers up more questions.
  • The Risk of Borrowing Money from Your Parents
    A reader fears they will be unable to repay a loan from her parents upon the sale of her home and asks Monty for advice. Monty lays out 4 steps that must be taken to provide the information needed to make the right decisions.
  • 5 Best Tips for Newbie Renting Roommates
    Friendships are often tested when 2 or more people decide to live together. Experience shows that by having a plan in place beforehand can mean the difference between a positive experience and an early parting of the ways.
  • Making Adjustments Indispensable when Valuating Property
    A reader questions an appraisal when discovering not one of the comparable sales included an indoor riding facility yet the subject property featured one. Monty agrees and shares information about making adjustments to sold comparables.
  • Todays 3 Choices to Find a Real Estate Agent
    A reader asks Monty for advice about how to find a real estate agent. Monty outlines the 3 choices real estate consumers have today and how the internet has created more of them.
  • 5 Best Home Buying Tips in a Sellers Market
    A reader is frustrated because they lose every time they offer to buy a home. Monty redirects them and gives them the 5 best tips for winning the home of their dreams.
  • Expertise Required Evaluating Investment Property
    A reader is questioning appraisal techniques while assisting family members shed real estate assets for retirement. Monty answers his questions but suggests additional research to make a final decision.
  • Get Facts Before Throwing in the Foreclosure Towel
    A reader with two homes is concerned the "underwater" home will cause him to also lose his personal residence in which he has equity. Monty gives him a path to follow.
  • 4 Smart Tips About Home Price Reductions
    A reader reacts to her real estate agent's suggestion that the price be reduced. Monty's shares 4 data point sources that will help in the decision.
  • Buying Commercial Property for Use as Personal Storage
    A reader buying commercial property for storage asks about the best way to finance and insure it. Monty provides some interesting information.
  • Calculating the Risk of Owning Two Homes
    Many real estate consumers want to move to a larger home, or a smaller home. Both of these homeowners face the ultimate real estate question, "Should I sell before I buy? or, Should I buy before I sell? Monty answers that question for a reader.
  • Evaluating an Unsolicited Offer Requires Work
    When some people receive a proposal unexpectedly, it is not uncommon for the recipient to focus on the proposal without stepping back and giving the situation a more global look. Not doing this can result in an unhappy ending.
  • Is Your Neighbor Committing Mortgage Fraud?
    Mortgage fraud is on the rise in the United States. Short sales are only one of the areas that abuse can occur. Monty's reader is asking what to do about it when you find out someone is involved. The answer is in this article.
  • Challenging Real Estate Tax Assessment for Non-delivery of Services
    A reader asks Monty if they can challenge their real estate tax bill because the city does not provide them with services like the rest of the city. Monty suggest not, but shares a path to determine probable success in advance.
  • "For Sale" Sign Installed Without Permission
    A reader discovers his neighbor placed a "For Sale" sign on his property without permission and wants to know what he can do about it. Monty's answer may surprise you.
  • Take Caution Buying an Old Manufactured Home
    A first time home buyer approved by FHA for a home loan is blocked because the manufactured home was pre-1976 and FHA will not finance it. Monty gave them options, and told them why FHA said no.
  • Pay Attention when Planning Concrete Driveways
    A reader asks Monty if he can sue the contractor 12 years after the improper installation of a concrete driveway. Monty confirms it is too late for that, but has different ideas about the cause.
  • Solving a Real Estate "Cold Case"
    A reader wonders if pursuing a real estate offer after an outstanding unpaid mortgage is discovered that causes the title company to decline insuring the property. Monty suggests a few ideas that may save the deal.
  • Making a Home Offer Right the First Time
    A reader writes to ask how much below the asking price is reasonable to bid. Monty shares the problem with making uncalculated offers and a better way to proceed.
  • A Land Contract is a Viable Home Finance Option
    A reader asks for information about a seller providing a private loan. Monty shares the answer to explain the land contract as a viable alternative to a mortgage if properly vetted.
  • 3 Tips to Master Evaluating a Home
    A first time home buyer discovers the many DearMonty articles and asks if there is one subject that encapsulates the home buying process. Monty points them to learning to understand how to value a home.
  • Tips to Make Finishing Your Basement Pay
    A reader with conflicting information asks which numbers are reliable in determining the extra value finishing the basement provides. Monty shares a number of considerations that suggest the only way to know is make a plan and price it out.
  • Tips on Evaluating Vacant Land
    A reader asks Monty what a parcel of land is worth. Monty informs them he cannot answer without walking the land, but offers the reader tips to understand in determining value.
  • The Mystery of the Defective Dryer Vent
    Home seller upset to learn home inspection reveals old dryer vent code violation. Monty shares strategy to uncloak the offender.
  • Home Seller Not Obligated to Buyer Offer
    Reader asks if their offer obligates the seller to negotiate with them first. Monty says "no", but explains how the process works and why it can be difficult.
  • 8 tips for seniors thinking of downsizing
    Downsizing for seniors sometimes has thorny considerations when making plans for the the golden years. Here are some simple tips that may come in handy.
  • Reaffirming a Mortgage After Bankruptcy
    The reader encounters one of the nuances in today's turbulent mortgage market trying to refinance. Monty suggests steps to take in determining if reaffirmation is the real problem.
  • Strategies in Choosing a General Contractor
    A businessman queries Monty about how to find a general contractor for a large remodeling project. Monty lays out a method to identify and hire a good one.
  • The Respectable Outcome for Homeowners in the Real Estate Meltdown
    A reader wants to know the respectable way out of their underwater mortgage. DearMonty runs them through all the options and writes about the attitudes to guide the decision.
  • The Downside to a Tough Home Negotiation
    A prospective home buyer is negotiating over repairs required in the home inspection and the seller stops talking. DearMonty shares some tips about how to prevent this from happening on the next offer.
  • A Remodel Can Create an Undesirable Floor Plan
    A bathroom has two entrances. The question is about trading the second entrance off the master bedroom for a bathtub. The concern of the reader is salability. Monty has the answer.
  • New Home Buyer Frustrated with Sewer Backups
    An attorney asks Monty for help in solving his clients problem. Monty suggests the problem may not be with the builder, but the owner of the sewer system.
  • Buying Homes with Prices This Low
    A reader asks Dear Monty how many homes to buy with prices this low. Dear Monty's no nonsense real estate advice turns the tables on the reader by suggesting they ask themselves some questions.
  • Five Renovation Tips in Run-down Neighborhoods
    Reader seeks advice for buying a fixer-upper in a run-down neighborhood. Dear Monty's no nonsense advice provides great direction.
  • Are Savings Possible Combining Adjoining Tax Parcels
    Monty's no nonsense answer to a readers question regarding reducing real estate taxes by consolidating adjoining lots by survey. Monty suggests a way to determine if it is feasible before any money is spent.
  • Participating in the Foreclosure Market
    Monty is asked to give real estate advice about how to search for homes in the foreclosure market. He describes the three types of foreclosure property and the four types of agents that sell them.
  • What to Expect from Your Agent as a Buyer
    A potential home buyer asks Monty's real estate advice to lay out a job description they can utilize to help them in the agent selection process. Monty's no nonsense answers lay it out clearly for them.
  • Homeowner Mulls Trading Part of Lot with Neighbor
    A reader asks Dear Monty for advice on trading land with their neighbor. They get no nonsense advice from Monty, but not what they were expecting.
  • Home Buyer's Offer Always Beaten
    Reader asks Monty what can be done to compete with other homebuyers that are paying cash for homes. The reader is questioning the feedback they are getting from their agent. Monty provides them some no nonsense real estate advice.
  • CEO Negotiates New Job Benefits
    The relocation package can make or break the successful new executive hire. Understanding the benefits many companies negotiate can make a difference. It is a competitive landscape and the playing field is constantly changing. Knowledge is power.
  • Dumping Private Mortgage Insurance in This Market
    With the volatile home values in the post 2008 real estate meltdown, rising home values that eliminate the private mortgage insurance on homes with little equity in the past can be a challenge in todays market.
  • Homebuilder Puts Screws to Customer
    A home building customer is fearful as they signed a contract to build without plans and specifications. Monty shares a plan with them to correct the situation.
  • The Ten Best Tips for Home Sellers
    Home sellers want the best price and quickest sale with the least amount of hassle. Here is the formula for allowing that to happen.
  • Ten Best Home Buying Tips
    Monty answers a question about a top ten list for homebuyers. He creates a list of the best tips to use to search for a home.
  • Negotiating a Release From a Listing Agreement
    Reader recently listed his home. The situation has turned sour in just three weeks. The seller is asking how to get out of the contract if the situation does not turn around. Monty has many suggestions.
  • Avoiding a Real Estate Contract Dispute
    Reader is buying a home and questioning the language in a contingency negotiation. Monty offers advice to make certain the language is crystal clear.
  • Appraising Your Home's Offer
    The reader has an offer on their home. They have asked Monty how to gauge whether or not it is a good offer. Monty offers the explanation and more.
  • Can a Home Be Too Clean?
    Frustrated home seller concerned with no offers. Seller is not hearing the agent feedback correctly. Dear Monty provides seller with some no nonsense real estate advice
  • Hidden Property Value in Home's Oversized Lot
    A reader asks a question about valuing a home. Monty answers the question but draws readers attention to potential hidden value and hidden liability.
  • Throwing the Bathtub Out With the Bathwater
    Reader queries Monty about ditching the bathtub in favor of a full shower stall. Monty advises her to go for it, but with some stated exceptions.
  • Renting Rooms To Friends: Pros and Cons
    A reader wants to become a landlord to rent to friends. He worries about the risks involved and suggests ways to overcome them. He learns how to avoid them in renting to friends.
  • The Future in Realty Brokerage
    Articles in general and real estate articles in particular often contain extremely contrary views. Monty responds to a reader's question about a recently published Wall Street Journal article featuring a real estate agents future job market.
  • Challenging a Home Appraiser
    Many buyers and sellers of real estate depend on a real estate agent or appraiser to determine value for them. There is no consumer training and understanding it can be intimidating. Here is how to protect your largest single investment.
  • Real Estate's Top 10 Myths
    Consumer research reveals real estate consumers lack understanding of the home buying and selling process. Here are a few myths that pervade the industry.
  • Real Estate Agent Refuses to Cooperate
    How do you react when your real estate agent tells you the home you are interested in buying is listed with an agent they will not work with?
  • Overcoming Your Retirement Fears
    We are all different people so we see things differently. Here is one retiree's view about his retirement.

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