You don't need a badge to benefit from a major conference. Simply being present in the surrounding environment—hotel bars, cafes—puts you in close proximity to target prospects. This creates serendipitous opportunities for connection without the cost and structure of official attendance.

While online platforms excel at one-to-many content delivery, the unique value of offline events lies in creating psychological safety for vulnerability. Small, in-person group settings allow participants to share business fears and struggles, forging much deeper bonds than a scaled online format allows.

The most valuable insights from a mastermind rarely come from structured sessions like hot seats. Instead, they emerge from informal interactions: side conversations during breaks at live events, direct messages, and one-on-one follow-ups. Proactively create these connections instead of just collecting takeaways.

Relying on second-hand information like surveys is not enough to stay innovative. Cvent's Head of Events realized that to bring the latest trends to her own events, she had to stop just producing and start actively attending others'. This first-hand experience is critical for genuine innovation and escaping a creative echo chamber.

If budget allows for a second attendee, send a senior practitioner or middle manager instead of another executive. Their 'in-the-weeds' perspective means they will prioritize different, more operational sessions (like hands-on workshops), bringing back a complementary set of insights to the strategic takeaways gathered by leadership.

The most valuable, long-term relationships at conferences are not made during official sessions but in informal settings like dinners or excursions. Actively inviting people to these outside activities is key to building deeper connections that last for years.

The most important part of a specialized conference isn't the talks, which are typically recorded, but the 'hallway track'—the unstructured conversations with speakers and other expert attendees. Maximizing this value requires intentionality and a clear goal for engagement, as these serendipitous connections are the primary reason to attend in person.

Large tech conferences often foster consensus views, leading VCs to chase the same deals. A better strategy is to attend smaller, niche events specific to an industry (e.g., legal tech). This provides an information advantage and helps develop a unique investment perspective away from the herd.

Even for extroverts, large, loud conference parties are ineffective for meaningful business conversations. Smaller, more intimate events like dinners provide a better environment for building genuine relationships, gathering informal customer references, and discussing strategic business challenges in a relaxed setting.