Have you ever thought you had to hit rock bottom before you could change your life? What if your "doable bottom" was enough to spark a complete transformation?

In this episode, I sit down with Shannon Whaley, an anti-hustle business coach living in Italy. Shannon shares her journey from being a blackout-drunk hairstylist in the Cayman Islands at 34 to building a location-independent business and moving to Tuscany—all while navigating 12 years of sobriety, divorce, and midlife reinvention. We talk about the moment she decided to get sober without treatment, how spite became fuel for transformation, and why she refuses to let women live small, people-pleasing lives. Shannon breaks down her approach to business coaching that includes identity work, somatic practices, and unlearning good girl conditioning. We also discuss her Mild Women Adventures retreat in Italy, designed for women in their midlife revolution who want to travel but feel intimidated by the logistics.

Tune in to learn how to stop making excuses disguised as "signs," why clarity comes from doing (not thinking), and how to run after your dreams like your pants are on fire.

Mild Woman Adventures with Shannon https://trovatrip.com/trip/europe/italy/italy-with-shannon-whaley-apr-2026

TOPICS DISCUSSED:

• Shannon's journey from party girl to sober entrepreneur across three countries
• The "doable bottom" moment that changed everything (passing out at a bus stop)
• How she piecemealed her recovery using yoga, fitness, and Buddhist practices
• What anti-hustle business coaching really means
• Why we attach meaning to everything and use "signs" as cop-outs
• The Mild Women Adventures retreat in Tuscany for women who want to travel solo

RESOURCES MENTIONED:

• Website | www.antihustlebiz.com
• Instagram | @theshannonwhaley
• Facebook | www.facebook.com/shannonkwhaley
• LinkedIn | www.linkedin.com/in/shannonkwhaley

BEST MOMENTS:

"You can't run and grow a business, a big business, if you're trying to please everyone, if you don't know who you are, if you're not confident to speak up about your beliefs and your desires and claim what is yours and then run after it like your pants are on fire."

"Everything's a sign if you want it to be a sign, period. We give meaning to things and we make it mean what we want to make it mean. So what if it's not 'Oh, maybe I'm not supposed to do this'—maybe it's, how bad do you want this thing?"

CONTACT THE HOST

• Website |  www.thereikihealingcoach.com 
• Instagram | @sophia_i_got_ig
• Instagram | @createlifeyourway
• Facebook | www.facebook.com/sophia.e.754
• LinkedIn | Sophia Elcock

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