Since You Asked with Lori Gottlieb and Gretchen Rubin What Happens When a Grandparent Won't Say No? Plus: Friends Who Are Difficult Diners
Nov 18, 2025
In this discussion, the hosts tackle the challenges of setting family boundaries, particularly regarding overindulgent grandparents. They explore how to handle a friend's inconvenient scheduling requests for a sports team. Listeners share their insights on navigating the tricky dynamics of dining with difficult friends. The conversation dives into distinguishing between overindulgence and enabling behavior in relatives, offering practical advice for parents. Plus, heartfelt stories from listeners about coping with post-wedding blues add an engaging touch.
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Keep Team Schedule Stable
- If one team member requests a schedule change, propose keeping the established day and explain the value of consistency.
- Tell the friend she can miss sessions temporarily and return when her schedule allows to avoid constant reshuffling.
Founder Role Isn't A Veto
- Co-founder status doesn't obligate the group to continually reconfigure around one person's changing needs.
- Using the coach's availability as neutral logic helps avoid personal guilt-based decisions.
Set A Clear Group Policy
- State a clear group policy: the team meets on X night and will not move for individual conflicts.
- Offer welcome-back flexibility for members who must miss time due to other commitments.
