About This

• Crafted into 3 Curated Levels of Connection — The Diary of a CEO Conversation Cards 2nd Edition includes 52 brand-new scenario cards divided into three levels. Level 1 “Warm Up” breaks the ice, Level 2 “Open Up” deepens emotional sharing, and Level 3 “The Deep End” inspires vulnerability. Great as couple connect games or family conversation cards, they guide you toward meaningful conversations and authentic connection.
• Inspired by The Diary of a CEO Podcast — Based on the final-question tradition from The Diary of a CEO podcast, these conversation starter cards feature prompts from thought leaders like Jay Shetty and Mo Gawdat. Designed for authentic, raw dialogue, these conversation cards for adults help spark joyful conversations and build emotional intimacy with your partner, family, or friends—just like on the podcast.
• Deepen Personal Relationships Through Conversation — These connect cards help you move past small talk and explore what truly matters. Designed to build emotional safety and vulnerability, this therapy game is ideal for couples, close friends, and even solo reflection. From deep questions card game to talking point cards, they foster better communication, deeper understanding, and stronger relationships through every card pull.
• Perfect for Couples, Friends, and Self-Reflection — Whether you're on a date night, chatting with a friend, or journaling alone, these question cards for conversation help unlock meaningful dialogue. They're ideal as couple questions card game, family conversation cards, or open up games. Designed by Steven Bartlett, they bring heartfelt conversations into everyday life—where connection, healing, and insight begin.
• Versatile Use for Events, Gatherings & Team Building — While designed for deep connection, these cards are also perfect for team bonding and group settings. Use them as ice breaker cards at retreats, events, or around the dinner table. For casual or large group interactions, check out the 1st Edition—a family box of questions that’s great for table topics, coffee table games, and getting to know each other.