Tag: Advisor Technology
The WealthStack Podcast: Rethinking Technology, AI and the Advisor Experience with Freedom Dumlao

The WealthStack Podcast: Rethinking Technology, AI and the Advisor Experience with Freedom Dumlao

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Technology in wealth management isn’t just changing, it’s colliding with reality. Advisors are expected to deliver deeply personalized experiences, operate at consumer-grade speed and navigate increasing complexity, all on top of legacy systems never designed for this moment. As AI accelerates what’s possible, the real challenge isn’t adopting new tools, it’s rethinking how technology supports the advisor experience from the ground up.

In this episode of The WealthStack Podcast, host Shannon Rosic sits down with Vestmark CTO Freedom Dumlao to go behind the curtain of modern wealthtech and unpack why advisor experience, data integration and agentic AI are now the real battlegrounds for scaling RIAs. 

Key takeaways:

  • Why consumer software experiences are redefining advisor expectations at work
  • How integration challenges quietly drain time and limit true personalization
  • Why agentic AI is the real leap forward
  • Why the advisor’s moat is validation, not information
  • How compliance doesn’t kill innovation, it sharpens it

Resources:

Connect with Shannon Rosic:

Connect with Freedom Dumlao:

About Our Guest:

Freedom Dumlao is the Chief Technology Officer at Vestmark, where he leads the firm’s technology strategy with a focus on resilience, scalability, and building long-term client confidence. He brings a disciplined, hands-on approach shaped by senior leadership roles at Amazon, Zipcar, Flexcar, Wayfair, and Drift, including his work on the Alexa machine learning and AI platform. A strong advocate for open-source communities, Freedom also serves as a board member and treasurer of Ruby Central. Outside of work, he enjoys woodworking, cooking, and spending time with his two daughters building robots and experimenting with electronics.

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The WealthStack Podcast: Beyond the Model & Scaling Personalized Portfolios with Joshua Allen

The WealthStack Podcast: Beyond the Model & Scaling Personalized Portfolios with Joshua Allen

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“Personalization” has become one of the most overused words in wealth management and one of the hardest promises to actually deliver. Clients want portfolios that reflect their goals, values, tax realities, and life events. Firms want scale, efficiency, and fewer operational landmines. Too often, those two goals collide.

In this episode of The WealthStack Podcast, host Shannon Rosic sits down with Joshua Allen, CEO of TCP Asset Management, to unpack what real portfolio personalization looks like inside a fast-growing RIA and why most firms underestimate the operational cost of getting it wrong. Josh shares how TCP moved beyond model-only workflows, where automation actually helps (and where it doesn’t), and why saying no to most technology is critical to scaling personalization without creating an ops headache.

Key takeaways:

  • How hiring a director of advisory services strengthened tech integration
  • Why deeper use of existing tech beats adding more tools to the stack
  • How personalized portfolios are driving referrals across generations
  • Why most “personalized portfolios” still feel identical to clients
  • What’s real vs hype when it comes to AI in portfolio management

Resources:

Connect with Shannon Rosic:

Connect with Joshua Allen:

About Our Guest:

As a founding Partner and  Chief Executive Officer of TCP Asset Management, Josh Allen is charged with leading a team of wealth advisors in practice management, business development, and innovative planning solutions. These solutions have provided our clients with the resources and flexibility needed to deliver a personalized financial planning experience that is fluid and dynamic. Josh and his team have developed and refined a process that is comprehensive in nature and ties together: investment management, risk management, retirement income planning, estate planning, business and family legacy planning, and philanthropy. This exclusive process allows them to put together all the pieces of the financial puzzle for their clients as their lives unfold and be engaged when their needs evolve.

Josh received a Bachelor of Science degree from The Ohio State University in Family Resource Management. He also received a certificate in Financial Planning from Boston University. Upon completion of the education, examination and experience requirements, Josh obtained the Certified Financial Planner™, CRPC® and CRPS® designations. His securities licenses include the series 7,9,10 and 66 and State of Ohio insurance license.

Josh is married to Branda, who is also one of his business partners. They together have three children, two dogs and two cats. As a family they love the outdoors, whether it is on the beach or in the mountains, they are always up for an adventure.

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The WealthStack Podcast: AI, Advice and the Future of Financial Planning with Ken Lotocki

The WealthStack Podcast: AI, Advice and the Future of Financial Planning with Ken Lotocki

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As AI shifts from novelty to necessity in wealth management, the real unlock isn’t shiny tools, it’s smarter planning. Advisors need technology that compresses plan-build time, surfaces next-best actions and keeps clients engaged without losing the human in the loop. How can AI move firms from episodic planning to an additive, always-on model? By turning personalization at scale into a practical reality across the wealth stack.

In this episode, host Shannon Rosic speaks with Ken Lotocki, chief product officer of Conquest Planning, about innovations like Conquest’s Strategic Advice Manager, the role of hybrid models, and how estate and legacy planning tie into the next generation of client engagement.

They also discuss:

  • How Conquest enables advisors to spend less time on technology and more time with clients
  • How AI augments (not replaces) advisors by making planning the hub of the client journey
  • The role of AI and SAM in delivering real-time insights and additive planning
  • Why best-in-breed + open APIs beat building a CRM in-house
  • What the $80 million Series B unlocks for product velocity and U.S. expansion

Resources:

Connect with Shannon Rosic:

Connect with Ken Lotocki:

About Our Guest:

Ken Lotocki, Chief Product Officer at Conquest Planning, has nearly 20 years of experience in financial services technology, specializing in product management and business analysis. As a founder of Conquest, he shapes the firm’s product direction and drives innovation. Previously, Ken led technology strategy at Cambrian Credit Union and was the Product Director at Advicent, advancing NaviPlan’s strategy in North America. He holds an Honours Bachelor of Commerce from the University of Manitoba.

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The WealthStack Podcast: Jordan Raniszeski on Carnegie Private Wealth’s Tech Stack Playbook

The WealthStack Podcast: Jordan Raniszeski on Carnegie Private Wealth’s Tech Stack Playbook

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What happens when an advisor leaves the safety net of a big broker-dealer to start fresh—and hand-pick every stitch of technology? For Jordan Raniszeski, co-founder and senior managing partner of Carnegie Private Wealth, it meant balancing efficiency with humanity, testing everything from AI meeting assistants to client portals, and building a culture that embraces innovation without becoming tech-dependent.

In this episode of The WealthStack Podcast, host Shannon Rosic flips the script—interviewing an advisor about the real-world process of building a stack that empowers advisors and delights clients.

Shannon and Jordan discuss:

  • How Carnegie Wealth built a fully customized tech stack from day one
  • Why “tech-enabled, not tech-dependent” is the firm’s guiding principle
  • The ROI reality check: Which tools actually deliver client impact (and which don’t)
  • How AI tools like Jump and Holistiplan are reshaping Carnegie’s workflows
  • Jordan’s advice for advisors overwhelmed by tech options when launching a new firm

Resources:

Connect with Shannon Rosic:

Connect with Jordan Raniszeski:

About Our Guest:

Jordan is a leader in the Wealth Management industry and Senior Managing Partner at Carnegie Private Wealth, where he’s helped build a team of well-regarded and experienced advisors. The advisors of Carnegie Private Wealth collectively serve more than 519 households with over $1,100,000,000 in brokerage assets as of January 30, 2025.

In his more than 20 years of experience as an advisor working with high-net-worth individuals and families, Jordan developed expertise in helping corporate executives, professionals, and business owners. As a business owner and organizational leader himself, Jordan intimately understands the time constraints and complexities facing these clients and helps them build a plan to pursue their goals while balancing many different priorities.

Jordan’s career path showcases his leadership and commitment to client service. He began at Deloitte’s individual tax practice, honing his skills in tax and estate planning strategies. Later, at Wachovia Bank (now Wells Fargo), Jordan helped build the Executive Financial Planning practice. Partnering with Angie Ostendarp, he then grew one of Wells Fargo Advisors’ largest brokerage practices. Throughout his journey, Jordan has remained a devoted student of the industry, constantly seeking innovative ways to serve clients.

Leadership has been a constant theme in Jordan’s life. From roles in student government and charitable organizations to positions on sports teams, he has consistently stepped up to guide others. Jordan’s experience made him a natural fit to lead Carnegie’s formation. He now guides the Carnegie team, focusing on a shared vision for wealth management’s future.

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