Dating Again? What Women Look For In Older Men

3 Feb 2026 · 29 min
28:52

In this episode of Dr. Anne Truong’s podcast, confidence therapist and dating strategist Kimmy Seltzer explains her "outside‑in" approach to confidence and how it helps people over 40 re‑enter the dating scene. Kimmy shares her personal transformation story—from a therapist and mother stuck in a black‑cloaked wardrobe after a divorce to a confident woman who discovered the power of style, emotion, and social presence. She defines the most common flirting mistake as over‑thinking the outcome, which leads to hesitation and creepiness, and advocates a playful, curiosity‑driven mindset instead of rehearsed lines. Kimmy introduces her "Charisma Quotient" framework, consisting of three pillars: style intelligence (first‑impression non‑verbal cues and wardrobe), emotional intelligence (authentic expression, vulnerability, tapping into women’s emotional language), and social intelligence (comfort in social settings, especially for introverts). The conversation also covers how modern dating has shifted with apps and abundant choice, emphasizing the need to date for self‑discovery rather than solely for a relationship. Practical resources are offered: a flirt‑over‑40 quiz (flirtover40.com), a monthly co‑ed flirt workshop (stop hating dating.com) with a free VIP upgrade for listeners, and additional coaching services. The episode includes sponsor segments on sexual health (Good Morning Wood Smoothie) and Mediterranean diet, but the core content focuses on confidence, flirting skills, and actionable strategies for older daters.

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