No, it’s better to be honest. The average user isn’t ready for Linux, because Linux is not ready for the average user. I’d never try and get someone to use it if they’re not already interested. I hate that it is this way, but it is. Linux is only really for people who already want to use it. Because if you’re not interested in using it, you’re not going to put forth the time investment to gain the benefits from it. No matter what angle I look at it from Linux is not for the average person.
Your second paragraph says it all. Find out if the user needs to dual boot? The answer is obviously “No” because no matter what they’re using the computer for, Linux is unneeded for them, since they have Windows. There are tangible benefits to using Windows, since it runs their software, meanwhile, you failed to list any real benefits to using Linux for the average user. It’s faster? No, not really, since they’ll be learning how to use it, and even ignoring that, it’s not so much faster that they’ll perceive it anyway. It’s more secure? Not really, Windows is the better choice for the average user in that respect, since it’ll automatically force them to restart the machine every week to install security updates. Main choice of professionals? That’s not entirely true, and even if it were, it’s not relevant, the average user is not a professional. And for anyone who already owns a computer already running Windows, Windows was ‘free’ too.
The only time to have this discussion is if the user is having a PC built, and then the answer is also “No” to Linux, because they’re going to buy Windows anyway, since it’s better for gaming, and that’s the primary reason for someone to build a PC, unless they’re doing a specialized task like video editing, and if they are invested enough into the task to want a PC just for that, they have specialized software that almost always runs only on Windows, and even if it were able to run on either, it’s not my place to alter their workflow.
The real elitist attitude is thinking people need to use Linux in the first place. For me and (maybe) you, it might get the job done, but for my family and friends. It’s better that they use what they’re comfortable with. The main point of a computer is to accomplish tasks, and giving them Linux is a hindrance to that.
Linux is great, but it’s not for everyone, and it may never be.
Windows has been getting worse and worse all the time. With any luck, as Windows gets worse, interest in Linux will rise on its own. But it’s hard to say what tomorrow brings.