Some of these questions look very familiar.
I like, "Why do you need health insurance?"
Get rid of using the word WHY for the rest of your life. Substitute the word what and you'll get better feedback. Asking somebody "why" puts them on the defense, whereas, what engenders curiosity.
"Do you want health insurance?"
That's a good start, although you'll want to use open-ended questions unless you're looking for a commitment towards the end of the discussion.
"A health insurance plan for you will cost between x and y. Are you prepared to spend that?"
Great first sentence. Get rid of the second sentence as you'll end up pissing more people off then you should and putting somebody on the defensive. Substitute with, "Does that fit into your monthly financial plan." I don't like to use the word budget. Using financial plan makes the person feel good as it builds up their ego and puts you in a position to think and act like a business person.
"If you decide to purchase a health insurance plan from me, when would you like it to start?" (Then HPS has a what if it doesn't start by then? - not sure I'd use that)
Great question, I use it myself, as well as "What would happen if you do not invest in XXXX. The XXXX (pain, underlying needs, german sheppards for QBS fans, etc.) can be more important and that you need to know the good and the bad.
"Who else needs to be involved in this decision?" (Then I need to talk to them as well.)
Good start, but it could be better by inserting a reason before the question. For example, "In order for me to ensure that I don't leave anything out that you need to make a decision, is there anything else you can think of that needs to be addressed for you or anybody else who might want to be involved in this? Then you tie em down again with a commitment to do business if you XXXXXX and XXXXXX!
"If you were to make a buying decision right now is their a certain agent or company you would like to use?"
Get rid of this question and ask them if they have ever had an insurance agent? Yeah, we had some #$@#$@# years ago. Oh yeah, and what made him an @$#$@$@. How do you mean? etc. etc. Build the value in your services and then you can find out a lot more information.
"Is their any reason at all that you wouldn't want me as your insurance agent? Something we haven't covered? Anything?"
Very good I use it myself.
"If I can come back with a health insurance proposal that meets your needs, what will you do?"
Funny thing, I use this one myself with a slight twist.
Now in the real world I am not sure how it would work. It seems that it would rid an insurance agent of tire kickers and someone looking just to put the screws on the current agent.
There's only one way to find out if it will work or not. You're never going to get rid of all tire kickers, but you can sort through most of it.