DEAR HARRIETTE: I am a freelance writer, and I have been doing a lot of work for a woman who is developing her social media presence. She is not a great writer, so she trusts me to get her ideas out in a captivating way. I am grateful for the work, but it has gotten a bit dicey. In order for her to get comfortable talking to me about the subjects she wants to address, she gets tipsy first. Just about every time we talk, she has clearly been drinking. Sometimes that means I can’t understand all of her words. Sometimes she is too flirty. It gets awkward if she has had too much to drink. Should I say anything? -- Tipsy Client
DEAR TIPSY CLIENT: Schedule your meetings with this client earlier in the day, when it is likely that she may not have been drinking. During a lucid moment, admit that as much as you want to help her, it is difficult when she is tipsy. Call it what it is -- kindly. Tell her you know it can be daunting to reveal her thoughts to you. Remind her that you support her totally. Tell her, though, that it really is tough for you to do your work when she is not always speaking clearly.
(Harriette Cole is a lifestylist and founder of DREAMLEAPERS, an initiative to help people access and activate their dreams. You can send questions to firstname.lastname@example.org or c/o Andrews McMeel Syndication, 1130 Walnut St., Kansas City, MO 64106.)