52 The Entrepreneur's Guide to Guilt-Free Maternity Leave with Alyson Caffrey

When your business is your baby, how do you make space for a real one? In this episode of the Rave Social Podcast, Jaiden sits down with Alyson Caffrey, a bestselling author, operations strategist, and founder of Master Maternity Leave to talk about redefining what maternity leave looks like for business owners. Alyson shares how she’s helped hundreds of self-employed women prepare for motherhood without losing momentum, clients, or confidence.

Together, Jaiden and Alyson unpack topics most entrepreneurs rarely discuss: shedding corporate expectations, planning a leave that feels aligned, managing guilt, budgeting for time away, and seeing motherhood as a catalyst for creativity and growth instead of a setback.

Listeners will learn:

• Why copying the corporate “12-week leave” model doesn’t work for entrepreneurs
• How systems and structure can actually increase flexibility
• Practical steps to plan a supportive, sustainable maternity leave
• The mindset shift from “business or baby” to “business and baby”
• Redefining productivity and success in each season of motherhood

Ideal for founders, freelancers, and creatives preparing for parenthood, this candid and empowering conversation challenges the hustle narrative, and shows how to build businesses that support the lives we’re longing for.

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