Next Mile Podcast

Technology

AI

From reactive to proactive: how agentic AI will reshape the advisor's day

Kyle Van Pelt

Financial advisors don't sit at desks. They move between client meetings, drive across town, hop on calls, and somehow try to remember every action item from every conversation. The follow-up — emailing the associate, looping in the estate attorney, updating the CRM — happens in the margins, if it happens at all.

That reactive workflow is about to change. Not because of another dashboard or another integration, but because AI agents are starting to do the work that used to require a chain of people.

Nicole McMullin, SVP of Product at Wealth.com, sees this shift as the next major unlock for advisory firms. Her perspective is shaped by years building consumer product at Square and Cash App, and now by building for the wealth management space.

"I think advisors — from an advisor's perspective, they are going from meeting to meeting, sometimes driving, sometimes traveling. They're not sitting at a desk, and I think it's easy for builders to forget that," McMullin said. "Whether this goes more mobile or more proactive, I actually think proactive is the way we're thinking about this."

How agentic AI transforms the advisor workflow

The word "proactive" gets tossed around loosely in fintech marketing. What McMullin describes is specific: AI agents that understand the full context of a client relationship and surface relevant information or actions before the advisor has to ask.

"How can we come a little bit more agentic about what we're surfacing to an advisor around what are they doing today, what is the context that has come in within the news or an industry that a client is in that may be helpful, and why is that important," she said. "Whereas in the past that stuff would have been your associate back at the office giving them a call."

Consider the current workflow when a client wants to change their trust funding strategy. The advisor makes a mental note. After the meeting, they email their associate. The associate coordinates with the operations team. Someone reaches out to the estate attorney. Days pass. Momentum fades.

In the agentic model McMullin describes, the conversation itself triggers the workflow: "You have a great client conversation, they would like to change their funding strategy — can you just immediately engage with an agentic workflow that actually helps you start and set that up? That's the era we're going into."

This is exactly the kind of automation that platforms like Milemarker's workflow engine are designed to enable — turning conversation outcomes into structured, trackable actions without manual handoffs.

Why the financial plan is a process, not a deliverable

McMullin raised a point that should resonate with every advisor who has spent hours building a comprehensive financial plan only to watch it gather dust: "There is an immense value in financial planning. There's very little value in the financial plan. Because the client is going to change at the moment they leave your office."

This isn't cynicism. It's a recognition that financial planning is an ongoing process, not a deliverable. The client who was told they could buy the boat in two years might buy it in twenty minutes. The question is whether the advisor's technology can keep up with the client's actual decisions and emotions, or whether it's still anchored to a static document.

Proactive AI changes this equation. If the platform is continuously processing client context — conversations, document changes, market moves, life events — it can help the advisor respond in something closer to real time rather than quarterly review cycles. Tools like Milemarker's Navigator are already moving in this direction, using AI to surface contextual insights when advisors need them most.

What agentic AI means for advisory firm operations

For operations leaders and CTOs evaluating their technology roadmap, several implications emerge:

The associate role is evolving, not disappearing. Agentic AI will absorb much of the coordination and data assembly work that associates currently handle. But the human judgment, relationship management, and emotional intelligence that associates bring to client relationships will become more important, not less. The shift is from manual task execution to higher-value work — a theme we explored in depth in the race for talent: building the next generation of advisors.

Mobile-first matters more than you think. If advisors aren't at their desks — and most aren't — then the tools that reach them in motion will win. Proactive notifications, contextual summaries before meetings, and the ability to trigger workflows from a phone aren't nice-to-haves. They're the interface.

Recording and context capture become infrastructure. McMullin described a future where meeting recordings flow through the platform and automatically generate next steps. Firms that aren't capturing and processing client interactions in structured ways will struggle to take advantage of agentic capabilities as they mature.

Speed of action becomes a differentiator. If a competing firm can execute on a client's request in hours rather than days, that gap becomes visible to the client. The firms that move first on proactive, agent-driven workflows will set a new standard that others will have to match. Getting your wealth management firm AI-ready is no longer optional — it's a competitive imperative.

The bottom line

The shift from reactive to proactive isn't about replacing advisors. It's about removing the friction between a client conversation and the actions that should follow. Advisors who can act on a client's emotional moment — right when it matters — will build deeper relationships and retain more business. The technology to enable that is arriving now.

This article is adapted from a conversation on Next Mile, Milemarker's podcast. Watch the full episode.

Next Mile Podcast

Technology

AI

From reactive to proactive: how agentic AI will reshape the advisor's day

Kyle Van Pelt

Financial advisors don't sit at desks. They move between client meetings, drive across town, hop on calls, and somehow try to remember every action item from every conversation. The follow-up — emailing the associate, looping in the estate attorney, updating the CRM — happens in the margins, if it happens at all.

That reactive workflow is about to change. Not because of another dashboard or another integration, but because AI agents are starting to do the work that used to require a chain of people.

Nicole McMullin, SVP of Product at Wealth.com, sees this shift as the next major unlock for advisory firms. Her perspective is shaped by years building consumer product at Square and Cash App, and now by building for the wealth management space.

"I think advisors — from an advisor's perspective, they are going from meeting to meeting, sometimes driving, sometimes traveling. They're not sitting at a desk, and I think it's easy for builders to forget that," McMullin said. "Whether this goes more mobile or more proactive, I actually think proactive is the way we're thinking about this."

How agentic AI transforms the advisor workflow

The word "proactive" gets tossed around loosely in fintech marketing. What McMullin describes is specific: AI agents that understand the full context of a client relationship and surface relevant information or actions before the advisor has to ask.

"How can we come a little bit more agentic about what we're surfacing to an advisor around what are they doing today, what is the context that has come in within the news or an industry that a client is in that may be helpful, and why is that important," she said. "Whereas in the past that stuff would have been your associate back at the office giving them a call."

Consider the current workflow when a client wants to change their trust funding strategy. The advisor makes a mental note. After the meeting, they email their associate. The associate coordinates with the operations team. Someone reaches out to the estate attorney. Days pass. Momentum fades.

In the agentic model McMullin describes, the conversation itself triggers the workflow: "You have a great client conversation, they would like to change their funding strategy — can you just immediately engage with an agentic workflow that actually helps you start and set that up? That's the era we're going into."

This is exactly the kind of automation that platforms like Milemarker's workflow engine are designed to enable — turning conversation outcomes into structured, trackable actions without manual handoffs.

Why the financial plan is a process, not a deliverable

McMullin raised a point that should resonate with every advisor who has spent hours building a comprehensive financial plan only to watch it gather dust: "There is an immense value in financial planning. There's very little value in the financial plan. Because the client is going to change at the moment they leave your office."

This isn't cynicism. It's a recognition that financial planning is an ongoing process, not a deliverable. The client who was told they could buy the boat in two years might buy it in twenty minutes. The question is whether the advisor's technology can keep up with the client's actual decisions and emotions, or whether it's still anchored to a static document.

Proactive AI changes this equation. If the platform is continuously processing client context — conversations, document changes, market moves, life events — it can help the advisor respond in something closer to real time rather than quarterly review cycles. Tools like Milemarker's Navigator are already moving in this direction, using AI to surface contextual insights when advisors need them most.

What agentic AI means for advisory firm operations

For operations leaders and CTOs evaluating their technology roadmap, several implications emerge:

The associate role is evolving, not disappearing. Agentic AI will absorb much of the coordination and data assembly work that associates currently handle. But the human judgment, relationship management, and emotional intelligence that associates bring to client relationships will become more important, not less. The shift is from manual task execution to higher-value work — a theme we explored in depth in the race for talent: building the next generation of advisors.

Mobile-first matters more than you think. If advisors aren't at their desks — and most aren't — then the tools that reach them in motion will win. Proactive notifications, contextual summaries before meetings, and the ability to trigger workflows from a phone aren't nice-to-haves. They're the interface.

Recording and context capture become infrastructure. McMullin described a future where meeting recordings flow through the platform and automatically generate next steps. Firms that aren't capturing and processing client interactions in structured ways will struggle to take advantage of agentic capabilities as they mature.

Speed of action becomes a differentiator. If a competing firm can execute on a client's request in hours rather than days, that gap becomes visible to the client. The firms that move first on proactive, agent-driven workflows will set a new standard that others will have to match. Getting your wealth management firm AI-ready is no longer optional — it's a competitive imperative.

The bottom line

The shift from reactive to proactive isn't about replacing advisors. It's about removing the friction between a client conversation and the actions that should follow. Advisors who can act on a client's emotional moment — right when it matters — will build deeper relationships and retain more business. The technology to enable that is arriving now.

This article is adapted from a conversation on Next Mile, Milemarker's podcast. Watch the full episode.

© 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.