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What Does a Box of Chocolates Have to Do with an Off-Market Deal?

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In the long list of investor mistakes, there is an entire chapter that could be devoted to brokers. It is no secret that many people do not like them. They complain about commissions, about inefficiency, about wasted time.

But in my view, that is a strategic mistake. And the only people who lose because of it are the investors themselves.

Brokers are not the enemy. They are one of the most important tools you can have in real estate, as long as you know how to work with them. They are as essential as attorneys, appraisers, and financial consultants. When you learn to treat them as professionals, they can open doors you would never find on your own.


Building the Right Network

There are several brokers I work with regularly. Not all of them bring deals every month. Some do not bring deals at all for long stretches of time. But they are still “my people.”

That means I am on their radar. They know exactly what I am looking for. They know my investment style, my risk tolerance, my preferred markets, and my timeline. They know when to call me and what to call me about.

That kind of awareness does not happen by accident. It takes time, consistency, and above all, respect.


Respect Builds Commitment

If you want brokers to bring you the best opportunities, you have to treat them as part of your professional circle, not as disposable messengers.

Show them that you appreciate their work even before success arrives. Let them see that you value effort, not just results.

That kind of respect creates loyalty. Loyalty creates commitment. And commitment creates access to the best deals in the market.


The Chocolate Box Story

Not long ago, I closed a deal that came from a broker who had been in touch with me for years. For a long time, nothing worked out. We looked at opportunities together, but none of them closed.

Yet throughout that time, I saw his effort. I saw his consistency. He called, he followed up, he searched for opportunities that matched my criteria.

Every holiday season I sent him something small. A box of chocolates. A bottle of wine. Nothing extravagant, just a gesture of appreciation. He had not yet “delivered,” but he had earned respect.

And then one day, it paid off. He called me about an off-market deal. The kind of deal you cannot find online, the kind that does not circulate through the usual listing channels. It was a perfect match for what I was looking for.

He told me I was the first person he called. He said, “This one is exactly for you.”

When the transaction was done, we talked again. He said something that stayed with me. He said, “I fought to keep this deal for you. Not because you were the only one who could close it. Others could have. But because I wanted it to be you.”

That is a level of commitment you cannot buy. You earn it through years of trust and mutual respect.


The Real Value of Relationships

When most people hear “off-market deal,” they think of price. They think of a discount, a hidden opportunity, a way to get something cheaper.

But the real value of an off-market deal is not the price. It is the access.

Access is everything. Off-market deals come from people who trust you enough to call you before anyone else. That trust is the result of long relationships and consistent professionalism.

If you are on that shortlist, it means you have built a reputation for being serious, reliable, and easy to work with. It means brokers know that if they bring you something, you will respond quickly, act decisively, and close the deal if it makes sense.

That is the holy grail of deal flow. And it starts with simple gestures like respect, consistency, and yes, sometimes a box of chocolates.


Why Most Investors Get This Wrong

Many investors dismiss brokers because they believe they can find deals directly. They think the internet or their personal network will replace the broker.

But in reality, brokers live in the field every day. They talk to owners, lenders, contractors, city officials, and other brokers. They see the deals long before they hit the public market.

When you cut them off, you are cutting yourself off from that flow of information. And when you disrespect them, you ensure that they will not call you first when a great opportunity appears.

Smart investors understand that every professional around them – brokers, attorneys, accountants, architects – is part of their deal-making ecosystem. You cannot build a strong business without strong relationships.


The Long Game

Working with brokers is a long game. You may not close a deal right away. You may look at dozens of properties before one fits.

But every conversation builds trust. Every gesture of appreciation reinforces the relationship. Every time you take a broker seriously, you move higher on their priority list.

Over time, they will start thinking of you first when something good comes up. They will call you before they call anyone else. They will hold deals for you even when others are competing.

That is the payoff for treating people well in a business that too often forgets to do so.


A U.S. Real Estate Perspective

In the American real estate market, off-market deals are everywhere, but access to them is not evenly distributed.

Brokers control most of the early information. Developers, family offices, and institutional investors all rely on those connections to find opportunities before they become public.

If you are the kind of investor who treats brokers as partners rather than obstacles, you gain a massive advantage.

When the next off-market opportunity lands on their desk, you will be the first person they call.


Final Thought

Brokers are not a nuisance. They are not a necessary evil. They are professionals who can multiply your reach and give you access to deals you would never find alone.

If you respect their time, acknowledge their work, and treat them as true partners, they will reward you with loyalty and opportunities that money cannot buy.

So next time you think about whether to send that box of chocolates or that bottle of wine, remember: you are not buying goodwill, you are building it.

And one day, when the phone rings with a perfect off-market deal, you will know exactly why.


👉 For more straight talk on real estate and finance, based on real deals not theory, hit subscribe to Getting Real with Peleg.


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