Best Laid Plans Where To START, and Planning to Revolutionize Your Social Life EP 295
25 snips
Mar 23, 2026 September Garrity, an empty-nester and CEO in early childhood consulting, built a coordinated household and social planning system that grew into active communities and a book club. She talks about nested planning routines, using Google Calendar as the master planner, and practical tactics for scheduling recurring friend dates. She also shares how Meetup, Discord/Slack, and group structures turned activities into sustained social life.
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Treat Planning Like A Skill To Learn
- Massive simultaneous changes rarely stick; treat planning like learning a long skill, not a one-week overhaul.
- Sarah compares overhauling planning to sudden fitness or decluttering makeovers that burn out quickly.
Progress Through Time Horizons Gradually
- Build planning rituals by time horizon: learn daily planning first, then weekly, then monthly, etc., spending some weeks at each level.
- Sarah suggests a solid week of daily planning, then a few weeks of weekly before monthly to let systems self-build.
Shared Sunday Basket And Friday Clean Slate
- September Garrity and her husband share a Sunday basket household session (they do it Thursdays) and a Friday personal clean-slate planning session.
- She uses a shared household Google Calendar with rotating chores and an assistant who accesses select calendars.