Episode 139
Sofi Madison: Building a Creative Career Around Family, From Retail Shop Owner to Independent Consultant
This week, we're sitting down with Sofi Madison, a former shop owner turned independent consultant who's redefining what work-life balance looks like in the North Shore. Sofi shares her journey from running Olives and Grace—a beloved retail destination—to consulting for independent retailers and hospitality teams, all while raising two boys (ages 3 and 5) in Manchester by the Sea.
In this honest conversation, Sofi opens up about the intentional decision to become a "working plus stay-at-home mom," her 9am-2:30pm work window, and why she chose to close a successful business she loved to create space for motherhood. We dig into the messy realities of balancing creative work with the demands of young children, why she's slow to sign her kids up for sports, and how she's finding creative expression through social media and Substack in this season of life.
What We Cover:
Seasonal routines: Why Sofi's a 5am coffee-on-the-porch person in summer but hits snooze until 6:45 in winter
The luxury of a single school drop-off and what slow, wholesome mornings look like at Waldorf school
Working compressed hours (9am-2:30pm) while running an independent consulting practice
Why she closed a thriving retail business when her "lens of love completely shifted" after kids
Navigating witching hour, car snacks, and the All Star soundtrack on repeat
Dinner struggles with picky eaters and the dream of everyone eating the same meal
The invisible labor of household management and how she and her husband divide responsibilities
Shrinking friend circles for quality over quantity in the mom phase
Using AI for dinner prep advice and vitamin guidance (but never for personal communication)
Being honest about romantic relationships taking a backseat when kids are young
Why she doesn't miss her kids when she travels for work (and the freedom in saying that out loud)
Guest Bio: Sofi Madison lives in Manchester by the Sea with her husband Tom and two sons. She's an independent consultant working with retailers and hospitality teams, helping them create intentional, human-centered experiences. Previously, she owned Olives and Grace, a curated retail shop. Sofi is also a content creator for Meet Boston (airing on NESN) where she profiles small businesses and tells the stories of Boston's creative community. You can find her thoughtful long-form writing on Substack, where she explores how hospitality spaces create connection in an increasingly digital world.
Connect with Sofi:
Instagram: @sofimadison_
Substack: sofimadison.substack.com
Website: sofimadison.com
Key Timestamps:
01:26 Meet Our Guest: Sofi Madison
02:13 Rapid Fire Questions with Sofi
03:50 Sofi's Morning Routine
07:43 Navigating Work and Family Balance
19:03 Dinner Time and Evening Routines
25:54 Choosing Activities for the Kids
28:33 Choosing the Right Sports for Kids
32:14 Balancing Self-Care and Parenting
35:45 Household Management Strategies
44:19 Navigating Friendships and Relationships
47:57 Embracing Creativity and Social Media
50:52 The Role of AI in Daily Life
56:08 Current Obsessions and Joys
59:03 Conclusion and Farewell
Resources Mentioned:
Range by Kara Duval (movement/Pilates)
Meet Boston (NESN, Saturdays) with Jenny Johnson & Billy Costa
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