EPISODE · Jun 5, 2026 · 52 MIN
When Coaching Tools Aren't Enough: A Working Mom's Breakthrough | Rebecca Olson
from say YES to yourself! | Midlife Reinvention: Real Stories, Bold Moves
Fan Mail: Tell Wendy how you're saying yes to yourself!Join Wendy for her dreamy Summer Solstice White Party on Saturday June 20, 2026 —an al fresco evening of delicious food, intention-setting, and celebration at the Phineas Wright House. Wear white, gather at the long table in the field, and toast to the season ahead. Save you seat here: phineaswrighthouse.com/the-shop/p/summer-solstice-white-partyIn this episode, Wendy sits down with Rebecca Olson, a working mom coach who spent 2025 in a deep dark hole. Despite having all the coaching tools and personal development strategies she knew worked, depression had her stuck. She eventually got professional help—a therapist, her doctor, and a low-dose antidepressant—and the difference has been life-changing.They explore:Why your coaching tools and personal development practices might not be enough (and why that's okay)How clarity emerges when you stop trying to figure it out aloneThe magic of following the breadcrumbs when you can't see the whole pictureRebecca talks about asking for help, receiving support in unexpected ways, and the moment the fog lifted. She's speaking openly about the stigma around antidepressants and mental health, and saying yes to herself by getting the professional help she needed. Now she's following aligned action and trusting the next logical step without needing to see the entire plan. This is a conversation about getting honest about what you need and being willing to ask for it.Connect with Rebecca:RebeccaOlsonCoaching.comLinkedIn: linkedin.com/in/rebolsonInstagram: instagram.com/rebeccaolsoncoachAmbitious and Balanced Working Moms Podcast: podcasts.apple.com/us/podcast/ambitious-and-balanced-working-moms/id1557563892Referenced in this Episode:Untangled: Guiding Teenage Girls Through the Seven Transitions into Adulthood: amazon.com/Untangled-Guiding-Teenage-Transitions-Adulthood/dp/0553393073?tag=syty-20________________________________________________________________________________________Connect with Wendy:LinkedinInstagram: @wendy.harropFacebook: Phineas Wright HouseWebsite: Phineas Wright House PWH Farm StaysPWH Curated Experience and TravelInterested in being a guest on the show? Send your pitch to [email protected] Production By Shannon Warner of Resonant Collective Want to start your own podcast? Let's chat!If this episode resonated, follow Say YES to Yourself! and leave a 5-star review. It helps more women in midlife discover the tools, stories, and community that make saying YES not only possible, but powerful.
What this episode covers
Fan Mail: Tell Wendy how you're saying yes to yourself! Join Wendy for her dreamy Summer Solstice White Party on Saturday June 20, 2026 —an al fresco evening of delicious food, intention-setting, and celebration at the Phineas Wright House. Wear white, gather at the long table in the field, and toast to the season ahead. Save you seat here: phineaswrighthouse.com/the-shop/p/summer-solstice-white-party In this episode, Wendy sits down with Rebecca Olson, a working mom coach who spent 202...
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When Coaching Tools Aren't Enough: A Working Mom's Breakthrough | Rebecca Olson
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