The Real Reason Conversations Die on Dating Apps
From I Hate Dating Apps by Jinah Kim, Daniel Yi
January 27, 2026 · 45 min · Season 2 · Episode 41
About this episode
This episode features communications coach Rebecca Williams discussing effective conversation strategies for dating apps.
Everyone thinks they're a great communicator… until they open a dating app. 😅 If you've ever struggled to get a conversation off the ground with a total stranger—or found yourself stuck at a painful "hello"—this episode is for you. Daniel and Jinah sit down with Rebecca Williams, a professional communications coach who advises top CEOs and recently found herself back on the dating apps. ( https://rebecca-williams.com/#top) With both expert insight and real-world experience, Rebecca shares practical tips and mindset shifts to help you move past awkward openers and into actual connection. This episode covers dating app communication tips, messaging mistakes to avoid, how to stand out without overthinking, and what actually works when talking to strangers online. Whether you're new to dating apps or burned out by ghosting and stalled conversations, this episode will help you communicate with more confidence and clarity.
People in this episode
Hosts: Jinah Kim, Daniel Yi
Guest: Rebecca Williams
Topics covered
- dating apps
- communication
- relationships
- interpersonal skills
- messaging tips
Keywords
- dating apps
- communication tips
- awkward conversations
- messaging mistakes
- confidence
Mentioned in this episode
Organizations: rebecca-williams.com
More episodes of I Hate Dating Apps
- Is old-school dating really incompatible with modern dating apps? · November 30, 2025 · 44 min
- The Time I Asked for Sex on Dating Apps · October 31, 2025 · 37 min
- My Neighbor Rick and His Weird Dates · September 30, 2025 · 38 min
- Are Dating Apps Bad for Your Mental Health? · August 23, 2025 · 36 min
- Nobody Has it Worse Than ME On Dating Apps · July 25, 2025 · 46 min
- 5 Biggest Dating Mistakes That Keep You Single · June 27, 2025 · 52 min
Explore listener stats, chart rankings, contacts and more on the I Hate Dating Apps podcast page.