I like to ask around for help and advice wherever I can get it. I generally try and only select IT suppliers based on personal recommendations. But I have found that other IT people can be a bit cagey and unwilling to discuss their businesses. I suspect this is a fear of looking silly, like @scottalanmiller calling me weird for buying Meraki, or @JaredBusch telling me I sound like a media person not IT, or just shyness. But I have no qualms about looking silly these days.
I know a few one man band IT managers that don't go on any forums or go to seminars or really talk to any of their peers in the industry - they appear to operate in a vacuum. I couldn't imagine working like that.
We used to run a user group for our ERP system, and it was a game just getting people to turn up. A forum was setup and hardly anyone would use it. People seem to prefer to figure things out for themselves, rather than asking the advice of someone who has been through it all before. Madness.