"I am expecting you to be one of the 99%+ people who I know I won’t hire in the first 5 minutes. "
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For a doubter wanting to succeed, I'm already turned off. Smart people don't have to prove they're smart. Give them a problem and they'll leave your head spinning about why you didn't see it like that before.
I like looking at possibilities. It probably wouldn't work out that you know how to recognize someone great.
"You send me a stupidly long resume"
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I wouldn't send you a resume at all. I would send you a personal letter I wrote just for you outlining the things I've done and offer an actual, live, tour of everything I work on and the names and numbers of those clients.
You might not know how to process this calling of your bluff that you're in fact, ready to hire the perfect person.
"You can’t tell me why you like your current job"
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If I'm talking to you I'm open to possibilities of liking more than one thing. It's up to you to tell me why and how what you're doing is so much different and not a glorified CRUD/Reporting app just like the other 40-50 apps I've built in the last 15 years.
How about I tell you that you're no different than any other company? You just want the answer to one question. Where is x at? That's all everyone wants with their own data.
"No career plans or vision"
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You must have been the first person ever to predict what exactly would happen in the technology world, exactly in the last 20 years so you could chart a perfect plan, or vision through it.
Why has no one given you a Nobel Peace Prize? I can nominate you.
My vision is to be a very curious person about everything I come across. I like knowing how everything works, and doesn't work. You know what that does? I'm not afraid of anything that comes across my plate whether others say it can be solved or not.
My career plan is to do interesting work helping people get more done with less effort so they can do what they do best -- interact with other people. Do you fit that? I do.
I don't need a plan or a vision when I can engage my passion from the second I wake up to the second I go to sleep, 7 days a week. I've seen more plans and visions not work out (much like girlfriends who have "plans" and "timelines" that never work out) to know better than to expect life to work on my watch. All I can pick is a direction and give every situation my all.
Sadly, you probably don't get this.
"NO SKILLS"
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Right. And you're qualified to measure them. If you did, you'd know there's no real thing as a skill. Just an aptitude with a technology that comes and goes to the latest tool.
Your brain might blue screen if I told you that .NET isn't a language, but 30+. Imagine how silly you must have sounded beating that .NET developer drum.
Most importantly, real developers can quickly learn anything they need to get anything done. That's all they do all the time to solve a problem under unreasonable circumstances, and a skill you can't seem to imagine.
"Answer my questions with conjecture"
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I will call your bluff and tell you to hire me for 2 weeks unpaid. If I don't make you swoon like a fairytale it's probably not meant to be anyways.
That's the answer to all of those questions because I've done hiring for myself, and my customers with those same questions and they don't reveal as much about the person as you believe. I bet I could know more about you from how you load a dishwasher (telling each dish why you won't use it because it won't load itself into the dishwasher).
"How to Win the interview"
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If you're having trouble finding people getting things done and that's a big deal for you to hire, I think you're still going to be collecting emotionally scarred baggage to put into future blog posts.
How are you the top player you're looking for others to be? We can only find and know deeply in others what we have and know deeply in ourselves. :)