Become A Better Asker!



Ask

September 19, 2025

There are a lot of opportunities out there for anyone wanting to own a business. And in my world a business can also be owning real estate. So here’s what I’ve learned from twenty years of real estate and business transactions. There’s one important thing that most would be owners fail to do.

Ask For The Deal

If you want a better price? Ask for it. Want to push the closing date out 30 more days? Ask for it. Want the seller to finance the deal for you? Ask! If you don’t ask, their answer will always be no. But if you do ask, at least some of the time their answer will be yes.

Do you have children? Be very observant of them. Watch how they ask for something they want. They come to their dad with a beautiful smiling face and ask him for a puppy. He might say no 20 times. But I can almost guaranty you that child will eventually get that puppy. Because they won’t stop asking. And on the 21st time they ask- they will ask their mother! Because those darn kids are a lot smarter than you think. They learned that if they aren’t getting what they want they are asking the wrong person!

Become A Better Asker

Fortune favors the bold. The timid- not so much. I know it’s hard to step up to someone and ask for something they didn’t offer. It ca be very intimidating. But remember, even if they say no you’ve at least planted a seed. They might just need some time to think about it. You can always ask again after they’ve had some time to think. Just let them know your offer still stands if they will agree to what you want. Asking takes practice. It’s like dating in high school. It’s terrifying to ask a girl for a date the first few times. As we get more and more practice…ok that might be a bad example. But you get the picture. Ask for the deal. Get more practice asking.

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