Ever wondered why dating feels simultaneously easier and harder than ever before? In this illuminating conversation, dating expert Ilana Dunn pulls back the curtain on modern relationships with refreshing candor and practical wisdom.

Ilana shares her fascinating journey from heartbroken music industry professional to Hinge's social media maven to creator of the wildly popular ”Seeing Other People” podcast. Her story reminds us that sometimes our greatest setbacks—like being laid off during a pandemic—can become our greatest opportunities when we follow our authentic passion.

The digital dating landscape has completely transformed how we connect, but Ilana explains why having more options doesn't necessarily lead to more meaningful relationships. She offers invaluable insights on navigating dating apps effectively, identifying genuine compatibility beyond texting chemistry, and recognizing the most important green and red flags (spoiler: it's about how you feel, not superficial traits).

For those in relationships, Ilana shares the communication strategies that prevent small frustrations from becoming relationship-ending resentments. Her creative approach to maintaining excitement through intentional traditions like ”date card days” demonstrates how simple thoughtfulness can keep long-term love thriving.

Perhaps most powerfully, Ilana provides compassionate guidance for those healing after breakups. Her advice on giving yourself permission to grieve, leaning on your support network strategically, and recognizing when you're truly ready to date again offers a roadmap through one of life's most challenging transitions.

Whether you're newly single after divorce, perpetually swiping without success, or seeking to strengthen an existing relationship, this episode delivers practical tools for finding and maintaining authentic connection in our complex digital world.