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I myself would avoid bringing up the past lunch payments and just assume that money is lost now
I'm also not sure if you can ask your boss to pay stuff without prompting... In my experience a lot of bosses tend to be a bit distracted and air headed. So there would be no point getting worked up over that.
however it's obviously not right for you to pay for his lunches... So what I'd probably do is actually try prompting yourself the next time you pay for the food.
If you have a slack with a public channel, you can just make a post that you bought the lunch and what the price was for everyone.
or if you can bring the courage (you should) just text or tell him face to face casually and friendly what the cost of the lunch was and ask if you should drop him your account number in a text or something so he doesn't forget...
you might need to remind him everytime though. He probably doesn't mean to wrong you. Don't be afraid to talk openly with your boss
UnicornPoo1519226dIf you don’t feel you can ask him directly you could always send a group email detailing what each person owes you. If anyone questions it you can just say that money is quite tight and you find it easier to keep track of if it’s all written down.
p100sch1599226dHe might just be used to everything getting billed to the company when he eats somewhere and simply forgot all this time that you obviously can't do that.
Ask your colleagues about it. They know better than you what this is all about.
Maybe it is something he expects from his employees. Then try to get everyone to pitch in or leave the company
If they just don't want to bother him or if they are too afraid to ask. Then just do it yourself and ask when he's not busy.
If you have a significant amount owed to you by him, I would just send him an invoice via e-mail. Don't know about you, but that seems like the most professional way in my opinion.
Nice list of items and prices, maybe even a vat section above the total.
Oktokolo5187226d14$ for a salad?! Sounds absurdly overpriced to me...
Inxentas751206dYou should really take charge over your own finances. I would just be as bold to ask "how do you want to pay for this" and not drop the subject until the money is back in your hands.
And if that turns out impossible, refuse to use your own money to pay for other peoples lunch from that point onward. I would even be as bold as to point out the guy ruining it for everybody.
And use my pause time, to which I am legally entitled, to organize myself a meal without the company's involvement.