Next Mile Podcast

Perspectives

Why the best ideas at conferences happen on the edges

Kyle Van Pelt

The wealth management industry runs on conferences. Advisors fly across the country, sit through panel after panel, collect business cards, and fly home. A week later, most couldn't name a single session that changed how they operate.

Andrew Evans, CEO of Rossby, noticed this pattern years ago — and decided to build an entirely different kind of event. He calls it The Unconference, and it's designed around a simple insight: the most valuable moments at any industry gathering don't happen on stage.

"Nobody gains great ideas by sitting there and being lectured at," Evans said. "The best stuff happens in the conversations on the edges."

The problem with the standard format

The typical industry conference follows a predictable script. A keynote speaker delivers polished remarks to hundreds of attendees. Breakout sessions feature three panelists and a moderator discussing pre-approved topics. The audience sits, listens, and maybe asks a question if there's time.

It's not that the content is bad. The format is just optimized for information delivery, not idea generation. And in an industry where the real challenges — integrating post-acquisition firms, choosing between data platforms, redesigning client onboarding — are deeply contextual, generic presentations only get you so far.

Evans recognized that the conversations advisors have in hallways, at dinners, and during breaks are where the real value lives. The Unconference is designed to make those edge conversations the main event.

What the Unconference model looks like

Instead of a packed agenda with back-to-back sessions, The Unconference creates structured space for unstructured conversation. The format prioritizes small groups, shared problems, and peer-to-peer exchange over expert-to-audience broadcasting.

The result is an environment where firm leaders actually talk about what they're working on — not what a vendor wants them to hear about. It's the difference between attending a demo and having a candid conversation with someone who just solved the exact problem you're facing.

What this means for firm leaders

The Unconference concept isn't just an event strategy. It reflects a broader principle about how knowledge actually flows in wealth management:

The best insights come from peers, not presenters. A COO who just integrated three firms post-acquisition has more practical value to share than a consultant who's studied M&A trends abstractly. Creating space for those practitioners to connect — whether at events, in study groups, or through industry networks — produces better outcomes than passive consumption.

Format shapes quality. The way you structure interaction determines what you get out of it. This applies to conferences, team meetings, and client reviews alike. If every meeting follows the same format, you'll get the same quality of output.

Less programming, more space. The instinct to fill every minute with content is counterproductive. The best conferences, like the best advisory firm cultures, leave room for serendipity — the unplanned conversation that changes how you think about a problem.

Evans built Rossby around the idea that how advisors experience their work matters as much as the work itself. The Unconference is one expression of that philosophy — and it's a model worth studying for any firm leader who's tired of conferences that feel productive in the moment but produce nothing lasting.

This article is adapted from a conversation on Next Mile, Milemarker's podcast. Watch the full episode: https://www.youtube.com/watch?v=lUiv6FsEreg

Next Mile Podcast

Perspectives

Why the best ideas at conferences happen on the edges

Kyle Van Pelt

The wealth management industry runs on conferences. Advisors fly across the country, sit through panel after panel, collect business cards, and fly home. A week later, most couldn't name a single session that changed how they operate.

Andrew Evans, CEO of Rossby, noticed this pattern years ago — and decided to build an entirely different kind of event. He calls it The Unconference, and it's designed around a simple insight: the most valuable moments at any industry gathering don't happen on stage.

"Nobody gains great ideas by sitting there and being lectured at," Evans said. "The best stuff happens in the conversations on the edges."

The problem with the standard format

The typical industry conference follows a predictable script. A keynote speaker delivers polished remarks to hundreds of attendees. Breakout sessions feature three panelists and a moderator discussing pre-approved topics. The audience sits, listens, and maybe asks a question if there's time.

It's not that the content is bad. The format is just optimized for information delivery, not idea generation. And in an industry where the real challenges — integrating post-acquisition firms, choosing between data platforms, redesigning client onboarding — are deeply contextual, generic presentations only get you so far.

Evans recognized that the conversations advisors have in hallways, at dinners, and during breaks are where the real value lives. The Unconference is designed to make those edge conversations the main event.

What the Unconference model looks like

Instead of a packed agenda with back-to-back sessions, The Unconference creates structured space for unstructured conversation. The format prioritizes small groups, shared problems, and peer-to-peer exchange over expert-to-audience broadcasting.

The result is an environment where firm leaders actually talk about what they're working on — not what a vendor wants them to hear about. It's the difference between attending a demo and having a candid conversation with someone who just solved the exact problem you're facing.

What this means for firm leaders

The Unconference concept isn't just an event strategy. It reflects a broader principle about how knowledge actually flows in wealth management:

The best insights come from peers, not presenters. A COO who just integrated three firms post-acquisition has more practical value to share than a consultant who's studied M&A trends abstractly. Creating space for those practitioners to connect — whether at events, in study groups, or through industry networks — produces better outcomes than passive consumption.

Format shapes quality. The way you structure interaction determines what you get out of it. This applies to conferences, team meetings, and client reviews alike. If every meeting follows the same format, you'll get the same quality of output.

Less programming, more space. The instinct to fill every minute with content is counterproductive. The best conferences, like the best advisory firm cultures, leave room for serendipity — the unplanned conversation that changes how you think about a problem.

Evans built Rossby around the idea that how advisors experience their work matters as much as the work itself. The Unconference is one expression of that philosophy — and it's a model worth studying for any firm leader who's tired of conferences that feel productive in the moment but produce nothing lasting.

This article is adapted from a conversation on Next Mile, Milemarker's podcast. Watch the full episode: https://www.youtube.com/watch?v=lUiv6FsEreg

© 2026 Milemarker Inc. All rights reserved
DISCLAIMER: All product names, logos, and brands are property of their respective owners in the U.S. and other countries, and are used for identification purposes only. Use of these names, logos, and brands does not imply affiliation or endorsement.
© 2026 Milemarker Inc. All rights reserved
DISCLAIMER: All product names, logos, and brands are property of their respective owners in the U.S. and other countries, and are used for identification purposes only. Use of these names, logos, and brands does not imply affiliation or endorsement.
© 2026 Milemarker Inc. All rights reserved
DISCLAIMER: All product names, logos, and brands are property of their respective owners in the U.S. and other countries, and are used for identification purposes only. Use of these names, logos, and brands does not imply affiliation or endorsement.
© 2026 Milemarker Inc. All rights reserved
DISCLAIMER: All product names, logos, and brands are property of their respective owners in the U.S. and other countries, and are used for identification purposes only. Use of these names, logos, and brands does not imply affiliation or endorsement.