I am dealing with an internal struggle and looking to this fantastic group for some advice! This week, my friend invited my girlfriend and I on a spontaneous weekend trip, just the three of us. We agreed, and offered to find the hotel, since we take the Mustachian route of searching all available options for the best value hotel. $210 total for two nights - a pretty good deal for where we're going.
Come to the day before the trip, actually, minutes after the hotel became non-refundable, and he texted us saying he has gotten sick and won't be able to make it. We've been texting back and forth and at this point, he has not offered to pay for his 1/3 of the hotel price. My initial reaction if I bailed on a trip, and my friend said "bummer! we still have to go because the hotel is non-refundable", would be to pay the portion of the hotel that I committed to. I think for him, who is a great friend but is less money conscious, the money probably didn't even cross his mind.
So I ask you guys, should I force the potentially uncomfortable conversation of asking for the $70? We are both financially stable, where a $70 hit won't break the bank, so I think the debate is on principle. Should I ask him to pay because he agreed to booking the hotel? Should I let it go and not risk straining the relationship for a small financial sum?