We’re continuing the 2026 Ins & Outs series, and this two-part conversation is focused specifically on mom entrepreneurs.

In Part 1, I’m joined by Bailey Gordon, founder of The Mom Boss Meetup, to talk about what’s shifting beneath the surface for moms who are building businesses while raising kids... especially when neurodivergence, burnout, and changing capacity are part of the picture.

This episode centers on the early and middle parts of the journey: realizing the old ways aren’t working, releasing hustle culture, and learning how to build community and business models that actually fit motherhood.

We name what’s feeling heavy, what’s no longer sustainable, and what mom entrepreneurs are allowed to do differently in 2026, without forcing clarity or big next steps.

• Why motherhood fundamentally changes how business must be structured
• How neurodivergence shows up in entrepreneurship and leadership
• The emotional cost of comparing yourself to your pre-kid self
• Shifting from big, polished rooms to smaller, intentional community spaces
• Letting ideas and offers ripen instead of constantly adding more
• Building community without burning yourself out in the process
• 
  

IN

• Capacity-based decisions
• Seasonal business rhythms
• Smaller, more intentional community spaces
• Honoring energy instead of pushing through
• Letting growth happen at the pace of real life

OUT

• Hustle culture that ignores caregiving realities
• Nap-time-only work expectations
• Comparing yourself to who you were before kids
• Overproducing to prove legitimacy
• Forcing momentum before it’s ready

In Part 2, we move from reflection into application.

We’ll cover:

• A rapid-fire 2026 Ins & Outs round
• What women without kids can do to better support mom entrepreneurs
• Differences across motherhood seasons
• Boundaries, delegation, guilt, and asking for help
• How support at home impacts business capacity

Follow along with Bailey & the Mom Boss Meetup HERE

Learn more about Olympia Boss Society HERE

Apply for the She Blooms Spring Retreat HERE

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