Hate asking for money !!

[lollipoprainbow]

I adore my brother but he is really bad with money ! No sooner has he got it then it's gone. We share a car and it needs the brakes fixing, I've told him that his share will be £100 and he says that's fine but I know when it comes to it I'll end up paying the lot as in the past he always says 'you pay and I'll give you the money later' I can see this happening again and I absolutely hate having to ask for money up front. Any suggestions of how to broach ?!

No suggestion, but if you knew he was so bad with money why split a costly expense like a car in the first place?

Why do you need to share a car?
I'd be removing myself from this arrangement asap.

Why are you sharing a car?

We came into some money an inheritance, i use it the most but he also uses it for long trips when he needs to.

Your problem is that you’re letting your awkwardness lead you to trying to find some magic way to broach this.
There isn’t one.
The best way to do it is say, “your share is £100, please transfer it.”

You should really review the arrangement though, as this is going to happen time and again. Does he pay a % of repairs (service, MOT, insurance?) according to the % of car he paid for? Or according to the % of miles he does?

Sounds like a recipe for disagreements. I’d buy him out of the car, and charge him to borrow it (sorting out his own insurance) or just not lend it. If you can’t afford to, I’d sell it and get a cheaper car.

He avoids paying and you don’t like asking - that’s never going to work!!

He’s going to keep taking the piss as long as you let him

You: “Brother, you owe me £100 for the car repair.”

Him: “Yeah, you pay and let me know.”

You: “I am letting you know. It’s £100 - transfer it to me now.”

Rinse and repeat.