Why do relationship problems show up at work… and workplace stress shows up at home?
In this episode of Learnings & Missteps, Jesse sits down with Jackie—a romance coach and consultant who works in crime prevention and reentry—to unpack why humans are wired for connection and what happens when that connection breaks down.
Many leaders say, “leave your personal problems at home.” Jackie argues that’s unrealistic—and often dangerous. When resentment, trauma, and poor communication go unaddressed, they don’t stay contained. They show up in dating, marriages, workplaces, and sometimes escalate into serious conflict.
Together they explore:
• Why dishonesty and venting can quietly destroy relationships
• How dating apps encourage unhealthy communication habits
• The difference between romance coaching and therapy
• Why small breakthroughs in honesty can transform intimacy
• How leaders can support employees as whole people while still maintaining boundaries
Jackie also explains how her work across dating, family reunification, and crime reduction all connects to one mission: helping people build healthier relationships so communities become safer.
If you've ever struggled with communication, dating frustration, or balancing personal life with professional expectations—this conversation will challenge the way you think about connection.
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