Earn Your Leisure Who Deserves a Holiday Tip Best Year-End Tipping Practices
Dec 22, 2025
Tune in for a lively discussion on the often tricky topic of year-end tipping. Discover who should be on your holiday tip list, from sanitation workers to teachers and barbers. The hosts share personal anecdotes and emphasize the importance of recognizing exceptional service throughout the year. They also tackle tricky questions, like whether to tip your child's high school teacher and what to do when service falls short. Packed with practical advice and etiquette tips, this conversation will have you reconsidering your holiday generosity!
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Tip Those You Rely On Regularly
- Tip people you rely on daily or weekly who provide consistent service throughout the year.
- Give monetary year-end gifts to valets, doormen, barbers, cleaners, and teachers who serve you well.
Why Ian Tips Teachers And Cleaners
- Ian Dunlap shares he tips his son's primary teachers from first through fifth because he values their work.
- He also treats his cleaning staff like family and gives them meaningful gifts each year.
Let Your Living Situation Guide You
- Consider living situation when deciding who to tip, since homeowners interact with sanitation workers more than apartment dwellers.
- Adjust your tip list to people you actually see and interact with in your daily life.