Today, host Lorie Jones welcomes Jacquelin (Jackie) Connelly, founder of Coaching That Belongs, whose journey spans creative entrepreneurship and corporate leadership, marked by hard-won wisdom and courage in the face of adversity. You will find profound value in Jackie’s story and the wake-up call that prompted her to break free from others’ expectations—or “the shoulds”—and realign her life with her values.
Jackie warmly shares actionable strategies for professional women seeking fulfillment beyond surface-level success, emphasizing the importance of radical candor, authentic feedback, and self-advocacy, even in male-dominated spaces. The conversation illuminates how women can define achievement on their own terms, fueling both personal growth and career advancement.
Listen in as two women leaders dedicated to helping others forge authentic, purpose-driven careers provide clarity and a fresh perspective for women who want work that is a genuine fit with who they are.
Show Highlights:
- The art of giving meaningful feedback with Radical Candor. [04:21]
- Effects of overcommitment in toxic work environments. [07:15]
- Make the transformative choice of what matters most to you. [10:40]
- Strategies for realigning values in life and career. [15:44]
- Fake it till you make it vs. authenticity. [17:28]
- The power of open-ended questions in male-dominated workplaces. [21:00]
- Should you buy real estate to build financial stability? [23:33]
- Navigating HR conversations without upfront answers. [24:46]
- Why women can uniquely enrich organizations as leaders. [27:07]
- Evaluating personal truths vs. “shoulds” as young women. [31:32]
To contact Jackie Connelly, visit her website, www.coachingthatbelongs.com.
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For more information about Lorie Jones, go to https://fearlessfinancialadvisors.com/fearless-females.



