Christian OsgoodCEO, Multifamily Strategy · CEO at Multifamily Strategy

If You Don't Ask, You Don't Get

11 Apr 2026 · 1 min

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Christian Osgood argues that asking is the only way to get what you want in business and life. He uses real-estate deals and internal proposals as examples, noting that ideas from him and his colleague Cody never happen unless they're explicitly asked for. The lesson: stop waiting and ask for the one thing you've been holding back.

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If you don't ask, you don't get. There's an absolute fact. That's where all of the deals come in. That's where you do not buy any real estate if you don't ask. If you don't ask them the question, is this the goal? Does this work for you? Here's where I'm— if you don't state it, it doesn't exist. You just throw it out there. And sometimes, yes, I've turned down like a ton of proposals from Cody. Cody has a lot of ideas. Some of them are really good. A lot of them, like a lot of mine, are also not really good, but none of them have ever happened if we don't bring them up. It's a very simple, very, very simple policy that I think a lot of people do get stuck on. When we're coaching people, and I know Cody hears this all the time, people will propose something. Hey, do you think they accept that? It's like, did you ask? It's a good starting point. I hope listening to this episode, think of one thing that you have in your business or in your personal life. Have you asked yet? If you apply that, I think you've done a good job.