What if the biggest problems in dating, leadership, and workplace conflict all come from the same place?
In this episode of Learnings & Missteps, Jesse sits down with Jackie—romance coach and consultant who works in crime reduction and reentry—to explore why humans are wired for connection and what happens when that connection breaks down.
Jackie argues that the common advice to “leave your personal problems at home” is unrealistic—and often harmful. When resentment, trauma, and poor communication go unaddressed, they don’t stay contained. They show up in our relationships, workplaces, and sometimes escalate into serious conflict.
Together they unpack:
• Why dishonesty and venting can quietly destroy relationships
• How dating apps can reinforce unhealthy communication patterns
• The difference between romance coaching and therapy
• Why small “baby-step” breakthroughs can transform intimacy and trust
• How leaders can support the whole person without sacrificing boundaries
Jackie shares how her work in relationships, family reunification, and personal development all connect to one mission: helping create a happier, healthier, and safer world—one honest conversation at a time.
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