Which classic to choose?

I'm wanting to buy a classic truck/car for my first vehicle and I have a lot of experience working with classic cars and also know a lot of people that could help me with restoring them/maintaining them! I'm really stuck on what to choose that is going to stand out but also keep within my budget! I have roughly £5000 to spend and I have developed a passion for 1950's chevy 3100 pickups but I don't know if getting one is going to be "cost effective" I also love Classic ford F100s, I like them in a rough sort of style, either stripped back to bare metal or matte black paint! I love the workers look so it doesn't have to be immaculate just has to look good but I have the same problem finding one that's cheap but is also not going to cost me a whole lot of trouble! So I'm open to suggestions on other types of cars that you think I might like but will also stay within my budget! I live in the uk so that is something to bare in mind as well!

1950's American pickups are incredibly rare in the UK - hence the high prices. Getting one for £5,000 will be nigh on impossible, unless you're willing to buy a non-runner and then spend thousands getting it on the road.

You can't pre-choose. There are no lots selling a variety of them. You hunt for them and when you find something reasonable you grab it no matter whatever it is.

Hi time to see this is not an option here in the united kingdom because of large engines and insurance. Yes sorry to say big engines and your age will be the problem. Even like me in my mid 60's a truck with even a 3 litre engine is not cheap. As much as 500 pounds a year with over ten years no claims living far from a city.
so location also comes into this. Then you have issue of affording to run it new or nearly new big trucks are expensive. Old anything means spending money and paying loads for servicing.
my current truck second hand cost 25k has lost about 5 k in the first year it is now 5 years old. Annual running costs about 1200 pounds. It just happens to be one of the most reliable makes a toyota land cruiser. So ask your self can you really afford it.

Getting an American truck shipped would cost your whole budget, and more. Is there a 50s british lorry that you like the looks of?

Just get which ever one if running without problems. The paint you can change within time. When it comes to classics its all about maintenance
And getting that one you want won't be that much. Just have some extra for quick fixes. And you should be good for a while. At most ull only need £2k more than what you already have. At most. You should be good though as long as you don't rush into the first one u find