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.

Related Insights

Companies often default to using senior executives as spokespeople, assuming title equals authority. However, audience engagement is driven by delivery and personality, not job title. Prioritize employees who are naturally compelling speakers—even if junior—to create more effective content like webinars and podcasts.

Instead of aimlessly browsing sessions, align your conference agenda with your team's pre-defined strategic pillars for the upcoming year. By focusing on specific areas like AI agents, Slack integration, or data security, you can filter the overwhelming number of options and ensure your time directly contributes to future business objectives.

A formal conference ticket isn't necessary to extract significant value. The ecosystem of events, vendor lounges, and networking dinners surrounding a major conference like Dreamforce offers just as many opportunities for learning and connection as the official sessions, often in more intimate and accessible settings.

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.

When presenting a strategy to leaders who like to 'leave their mark,' proactively design a space for their contribution. Instead of a sealed plan, explicitly ask for their opinion on a specific area. This satisfies their need to add value and makes them a co-owner of the strategy, increasing adoption.

To secure budget for conference attendance, frame it as a critical component of a larger, pre-approved strategic initiative. By anchoring the trip to a specific project, like evaluating conversation intelligence tools, the cost becomes a tangible research expense for de-risking a major investment, rather than a vague professional development trip.

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.

Bypass C-suite gatekeepers by interviewing lower-level employees who experience the problem daily. Gather their stories and pain points. Then, use this internal "insight" to craft a highly relevant pitch for executives, showing them a problem their own team is facing that they are unaware of.

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.