Month: May 2026
The WealthStack Podcast: AI’s Client Engagement Frontier with A.J. De Rosa

The WealthStack Podcast: AI’s Client Engagement Frontier with A.J. De Rosa

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Everyone in wealth management is talking about artificial intelligence, but too much of the conversation still centers on efficiency. Yes, saving time matters. But the bigger opportunity is moving firms from disconnected tools, dashboards and workflows into a world where AI can help deliver timely insights, proactive engagement and more personalized communication at scale.

In this episode of The WealthStack Podcast, host Shannon Rosic sits down with A.J. De Rosa, CEO and co-founder of Intellebox, to explore what separates AI as a feature from it as a firmwide strategy, why agentic workflows are not the same as basic automation, and how compliance may become stronger, not weaker, when AI is designed with the right guardrails.

Key takeaways:

  • How client engagement and personalization have become the new bottlenecks in wealth management
  • Why AI needs to evolve from point solutions into agentic operating systems
  • How compliance could become stronger with AI-powered oversight and human review
  • Why the future is not human versus AI, but human judgment plus machine intelligence
  • Why efficiency alone is not a growth strategy for advisory firms

Resources:

Connect with Shannon Rosic:

Connect with A.J. De Rosa:

About Our Guest:

AJ DeRosa is the Co-Founder and CEO of Intellebox.ai, where he leads the company’s mission to redefine wealth management through agentic AI and a next-generation client engagement platform. His extensive experience in startup leadership, capital formation, and enterprise scaling has positioned him exceptionally well for this next chapter, building an industry-transforming company at the intersection of AI and wealth advisory.

AJ brings over 29 years of revenue and operations leadership across finance, AI, and technology. He joined Intellectus Partners as a Partner and CEO-in-Residency, specifically recruited to incubate and launch Intellebox.ai. During his time at Intellectus, AJ helped shape the firm’s growth strategy while architecting the vision, commercial model, and market approach that became the foundation of Intellebox.

Before launching Intellebox.ai, AJ played integral roles in five venture-backed startups. Most recently, as Chief Revenue Officer and Section 16 Officer at Evolv Technologies, he helped lead the company through hyper-growth and its successful NASDAQ public listing in 2021. Prior to Evolv, AJ served as Chief Revenue Officer at Orbital Insight, where he secured over $120 million in venture capital from firms including Sequoia, Google Ventures, and Lux Capital, relationships he continues to support as an advisor.

Earlier, AJ spent more than a decade at Eze Software Group, where he contributed to major private equity transactions and served as Co-Head of Global Sales, solidifying his deep roots in the investment management and hedge fund ecosystem.

AJ holds a B.S. in Economics from Lehigh University.

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The WealthStack Podcast: How Delegating Drives Growth & Better Client Experiences with Brooke Cecil

The WealthStack Podcast: How Delegating Drives Growth & Better Client Experiences with Brooke Cecil

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Sometimes, the biggest growth lever is hiding in plain sight: the client experience advisors are already delivering every single day.

In this episode of The WealthStack Podcast, host Shannon Rosic speaks with Brooke Cecil, vice president of client relations and talent at BELAY Solutions, to unpack why operational support, delegation and consistency are becoming critical pieces of the modern advisory firm. Brooke also shares practical ways to measure delegation, reduce burnout and create more room for client-facing work.

Key takeaways:

  • Where operational breakdowns most often happen inside advisory firms
  • How delegation helps advisors create more capacity without sacrificing service quality 
  • How advisors can identify the first tasks they should hand off
  • BELAY’s “six Ts” framework for identifying what advisors should stop doing
  • Why inbox zero may be overrated 

Resources:

Connect with Shannon Rosic:

Connect with Brooke Cecil:

About Our Guest:

Brooke Cecil is the Vice President of Client Relations and Talent at BELAY, where she works closely with financial advisors and organizations to strengthen their operational support and improve client experience. With nearly 13 years at BELAY, she brings a strong focus on helping firms balance growth with consistency by freeing advisors from administrative bottlenecks. Brooke’s work centers on building systems and support structures that allow advisors to spend more time on relationships, which she sees as the core driver of referrals and long-term growth.

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