DEAR HARRIETTE: My younger sister and I are planning on taking a vacation together, and she expects me to pay for her portion of the trip. She is 22 years old, and I am 30. While I want to spend quality time with her and make this trip memorable, I feel it's unfair for me to bear the entire financial burden. My sister is currently working part-time and still in college, while I have a stable job and a steady income. However, I believe she should contribute to the expenses in some way, even if it's a smaller portion.
I'm struggling with how to approach this topic without causing tension or making her feel bad. I value our relationship and don't want this to become a source of conflict. At the same time, I want to make sure that we both take responsibility for the costs involved. How can I have this conversation with her in a way that is both considerate and assertive? -- Share The Cost
DEAR SHARE THE COST: You two need to have a simple conversation. Tell your sister that you are excited that she is going on vacation with you and that you are willing to pay for most of the trip, but you expect her to pay for some of it. Ask her how much she feels she can contribute. Whatever that amount is, invite her either to give it to you upfront or -- even better -- to use it to pay for taxis, a few meals or other smaller expenses. Tell her you think it's important for her to participate in the cost of the trip even as you know she can't afford to fully pay her own way.