I sit next to a very loud talker at work. Can I leave an anonymous note asking her to keep it down? She really disrupts everyone.

An anonymous note feels a little fifth grade and may only initiate an unending series of speculations over who might have penned it—discussed with co-workers, with friends over the phone. Often, the best tack is to make it your problem with a mea culpa such as “I’m sorry, but I get distracted easily”—and politely request she help you by talking a tad more quietly. Follow it up with “And please, tell me if I’m doing anything to bother you,” adding that you’d completely understand if she took offense at the aroma of those microwaved curry lunches you’ve been enjoying. Sure, she might be mortified on the inside, but it’s unlikely she’ll act overtly offended. Then, if she’s still unable to modulate her voice, you might discreetly ask your boss to move your desk—before you find a creative use for your stapler.

I drive the carpool from my son’s school once a week, and lately I hear violent chats coming from the backseat. Can I bring this up with the other moms?

“Do the kids like to talk about shooting people in your car?” you might ask the other moms. If they say, “I know, isn’t it funny?” you may need to do some further probing. More likely, however, the other moms also eavesdrop on this kind of talk and also disapprove—but they feel powerless to stop it. Suggest instituting a no-gore-talk policy on carpool days. If they don’t agree, try to avoid coming to blows.

During a playdate, a 3-year-old spilled grape juice on the rug in my home office. His mom said she’d pay for the cleaning. Should I hand her the $100 tab?

Your guest was gracious to suggest reimbursing you, but you shouldn’t take her up on it. The hapless 3-year-old may have wandered into forbidden territory, open cup in hand, but this really isn’t the fault of the thirsty boy’s mother. When it comes to toddlers, a good rule on playdates is that anything breakable, smudgeable or toxic should be placed out of reach. A $100 cleaning bill hurts, but accepting payment would be ungracious. When you host a playdate, you invite young ones into your home, including those who are all thumbs—or those who’ve only had their thumbs for a couple of years and are still getting used to them.

One of my managers has friended me on Facebook. I don’t want her to be able to keep tabs on my family life. How can I handle this without insulting her?

Facebook is a real paradox—while it’s eased connections among friends and co-workers, it’s also produced a minefield of potential awkwardness. The real question is: What are you afraid your manager will learn about you? That—according to your most recent status update—you’re “enjoying my fifth glass of wine after a crap day at work”? It may be cringe-worthy but should not jeopardize your employment (though you may want to reconsider taking pictures of your inebriated friends). Infrequent status updating will keep your profile off her radar. And of course, you can simply unfriend her—she’ll probably never notice.