Do you know a person that puts down every idea/decision?

I feel like my brother-in-law is kind of that way. For example, if I tell him I’m going to drive my car to a certain state. He’ll make me not want to go and say things like “It’ll never make it” and list reasons why. I went ahead and did it and I made it fine.

Or if I wanted an Ipad. He’ll tell me not to get one because you can’t see certain sites and to only buy apple products because they can’t get viruses although I like mostly HP laptops.

OR…
if I want to go for a job he’ll give me reasons why it’ll be so hard to get it and it won’t be likely. But he’ll give advice.

I think he means well with his advice but it’s usually, “No, that’s not a good idea”. Not just with me. He’s one of those type of people I won’t tell just because I think it’ll get shot down.