Next Mile

Episode 149: This week, Kyle Van Pelt talks with Ben Carlson, Director of Institutional Asset Management at Ritholtz Wealth Management. Ben is the author of five books on investing, including his newest, Risk and Reward. He's the creator of the blog A Wealth of Common Sense and co-host of the Animal Spirits podcast. Ben talks with Kyle about how content has become a powerful engine for growth, clarity, credibility, and connection. He discusses the value of consistency, how to structure content for different generations, and why showing up to solve client problems before they even arise builds an enduring business. Ben also talks about why in-person connection still matters in a digital-first world and how AI is changing the advisor-client dynamic. In this episode: (00:00) - Intro (01:07) - Ben's money moment (03:45) - How content became a growth engine for institutional business (05:19) - Inside Ben’s content creation process (07:13) - Why Ben started blogging (09:13) - Why blogging became Ben’s medium of choice (10:15) - Why podcasts create a stronger audience connection (12:06) - How Ritholtz approaches content strategy (17:03) - How Ben came up with the idea for his book (24:10) - Future Proof: Building a conference that almost never happened (27:08) - Why in-person experiences matter more than ever (31:11) - Ben's outlook on the future of wealth management (35:12) - Ben's Milemarker Minute Key Takeaways Create before you're ready and keep going longer than feels comfortable. Most content starts in silence. The early phase, where no one is watching, is actually an advantage. It lets you refine your voice without pressure. Consistency compounds, even when feedback doesn't. Make complexity understandable, not simplified. Clients don't need jargon. They need clarity. The ability to explain complex ideas in plain language is a competitive advantage, especially in industries built on trust. You can't predict what will resonate. So, publish anyway. The best strategy isn't perfection. It's volume, variety, and consistency. Play the long game with audience building. People don't convert overnight. They show up after years of listening, reading, and observing, often triggered by a life event. Content builds familiarity long before action. Quotes "Whatever format you use for content, make sure it's something that you enjoy first and do it for yourself first and foremost before thinking about trying to build an audience or build a brand." ~ Ben Carlson "You never really know what piece of content is going to resonate with someone. You never really know what will work and what will not. And that's why I think casting such a wide net is helpful." ~ Ben Carlson "No piece of technology is ever going to help people get more comfortable with the 'Am I going to be okay' question. That's what everyone wants to know when they get advice." ~ Ben Carlson Links Ben Carlson on LinkedIn Ritholtz Wealth Management Risk and Reward Michael Batnick Joshua Brown Barry Ritholtz Matt Middleton Future Proof Band of Brothers Connect with our hosts Milemarker.co Kyle on LinkedIn Jud on LinkedIn Subscribe and stay in touch Apple Podcasts Spotify YouTube Produce game-changing content with Turncast Turncast helps your company grow by producing top-quality content and fostering transformative conversations. We specialize in content generation, podcasting, digital strategy, and audience growth for fintech and financial services companies. Learn more at Turncast.com.

Episode 131: This week, Kyle Van Pelt talks with Joe Moss, Founder at AdvisorTechBook. With a background in real estate and data analysis, Joe has become a go-to resource for financial advisors looking to optimize their tech stacks. Joe talks with Kyle about the rapidly evolving world of advisor technology, AI, and personal branding in wealth management. He discusses how financial advisors can simplify their technology, leverage AI effectively, build meaningful personal brands, attract top talent, and grow organically in an industry where relationships matter most. In this episode: (00:00) - Intro (01:26) – Joe’s money moment (02:34) – Joe’s winding path to fintech (05:47) – How people should evaluate AI in the future (10:16) – The Zero Basis Points theory (12:29) – The importance of data lakes in connecting AI capabilities (18:49) – Why advisors need to tell their own stories (20:41) – Strategies for attracting and retaining the best next-gen advisors (27:35) – The difference between an audience and a community (28:22) – Joe’s thoughts about the future of the financial services industry (32:27) – Joe’s Milemarker Minute Key Takeaways Adapt to change, but focus on the fundamentals. The AI and advisor technology landscapes are rapidly evolving. Focus on core principles like accurate data, client relationships, and streamlined workflows. Organic growth starts with personal branding. Share insights, solve problems, and build a reputation as a thought leader. Authentic content attracts clients and top talent. Attract and retain talent by investing in people. Treat your team well, pay them fairly, delegate effectively, and provide a clear mission. The best talent often excels at critical thinking, not just technology. AI is commoditizing technical financial knowledge. Advisors must shift their value proposition from "what I know" to "how I manage the relationship" to stay relevant. Quotes "The entire value of this industry's proposition is going straight to the human relationship. And AI is going to make humans heroes in everything." ~ Joe Moss "The answer to organic growth is organic human content—basically building a personal brand." ~ Joe Moss "Living an amazing life is a journey of self-transformation. If you want to make a lot more money, you need to dump resources into your number one advisor tech, which is your brain." ~ Joe Moss Links Joe Moss on LinkedIn AdvisorTechBook Dave Ramsey Parker Ence Jump AI Redtail Technology Wealthbox Zocks Mark Gilbert Zero Basis Points - Podcast Michael Kitces Morgan Housel Samantha Russell Joshua Brown Michael Batnick Peter Mallouk Joe Duran United Capital Financial Advisors Future Proof Citywide Goldman Sachs Root Financial Altruist Alex Hormozi $100M Money Models Ian Karnell VastAssembly The Alchemist Justin Castelli Santiago Connect with our hosts Milemarker.co Kyle on LinkedIn Jud on LinkedIn Subscribe and stay in touch Apple Podcasts Spotify YouTube Produce game-changing content with Turncast Turncast helps your company grow by producing top-quality content and fostering transformative conversations. We specialize in content generation, podcasting, digital strategy, and audience growth for fintech and financial services companies. Learn more at Turncast.com.

Episode 129: This week, Kyle Van Pelt talks with Mitch Hamer. Mitch is the Founder & Lead Advisor at Intersecting Wealth, where he partners with families to navigate their financial lives with clarity and intention. With an approach rooted more in psychology and behavior, Mitch helps clients step back from the things that get far too much attention and focus on the priorities that are often overlooked. Kyle and Mitch unpack the real alpha inside modern advisory work. They also discuss the challenges of scaling a highly personalized service, the importance of building a multi-generational firm to serve multi-generational clients, and the self-aware entrepreneurial path that focuses on alignment, work-life balance, and finding your own unique way in the industry. In this episode: (00:00) - Intro (01:55) - Mitch's money moment (03:32) - Mitch's journey from options trading to wealth advisory (09:16) - Why advisors say planning is everything (12:08) - The challenges of scaling highly personalized service (15:38) - What it takes to start an RIA without an established book of business (22:03) - The difference between a strategist and a technician (25:40) - How Intersecting Wealth builds a multi-generational firm (29:35) - The future of Intersecting Wealth (31:26) - Mitch's take on the future of the financial services industry (34:27) - Intersecting Wealth's tech stack (35:34) - Mitch's Milemarker Minute Key Takeaways Planning, not returns, is where trust is built. Advisors often feel pressure to deliver higher returns, but most client anxiety comes from uncertainty around spending, legacy, and purpose. Behavioral insight is a real advisory skillset. Advisors who understand behavior, fear, emotion, and decision-making are positioned to add more value than technical portfolio expertise alone. Don't confuse activity with value. Spending too much time on complex, non-scalable technical work can prevent growth. Realize that your greatest contribution might be in the human element, the listening, strategizing, and having hard conversations with clients. Quotes "I realized that the value-add was the conversations away from investments. And that's the reason why I ended up doing really deep advanced planning across the financial planning spectrum." ~ Mitch Hamer "When you're sitting across from a family, and you're starting to unpack what they're trying to accomplish or what makes them nervous, it's often verbalized as 'I'm uncomfortable with risk'. But what I'm seeing them verbalize is 'I don't really know what my plan is.’” ~ Mitch Hamer "You can't overlay tech on trust. It's not going to be a tech platform that moves advisors over. It's going to be a service model that wins them." ~ Mitch Hamer Links Mitch Hamer on LinkedIn Intersecting Wealth Cboe Global Markets John Marshall Goldman Sachs Morgan Stanley Merrill Lynch Stratos Wealth eMoney Advisor RightCapital Income Lab Wealthbox Money Together Connect with our hosts Milemarker.co Kyle on LinkedIn Jud on LinkedIn Subscribe and stay in touch Apple Podcasts Spotify YouTube Produce game-changing content with Turncast Turncast helps your company grow by producing top-quality content and fostering transformative conversations. We specialize in content generation, podcasting, digital strategy, and audience growth for fintech and financial services companies. Learn more at Turncast.com.

Episode 127: This week, Kyle Van Pelt talks with Matt Regan, President at Wealthcare. With more than two decades in the financial services industry, Matt has helped build several transformative business models, including launching the retail brokerage and OpenIPO system at WR Hambrecht+Co. His work has consistently focused on scaling world-class organizations with a strong commitment to the client experience. Kyle talks with Matt about building scalable, sustainable advisory businesses at the intersection of technology and operations. Matt shares his journey into wealth management, the evolution of Wealthcare from planning software to a full-service platform, and how standardized systems drive organic growth and enterprise value. They dive into affiliation models, M&A strategy, talent challenges, and the future of advice in an AI-driven world—especially for emerging advisors and smaller clients. In this episode: (00:00) - Intro (02:44) - Matt's money moment 0. (03:58) - Wealthcare's origin story (06:20) - Wealthcare's affiliation model (12:24) - Common pitfalls in M&A (14:04) - The talent gap and finding Gen 2 successors (15:33) - Matt's thoughts about the future of M&A (19:34) - What it takes to build a firm from $0 to $100M in today's market (22:47) - The role of AI in serving HENRYs (High Earners, Not Rich Yet) (26:50) - Why soft skills are the new hard currency (28:27) - Matt's outlook on the future of the industry (32:37) - Matt's Milemarker Minute Key Takeaways Standardization creates enterprise value. A repeatable operating system is what turns an advisory practice into a real business. Consistency across planning, investments, client service, and operations becomes your biggest growth lever. Tech-enabled platforms only matter if the tech actually supports the advisor's workflow. A true tech platform is not a stack of tools. It's a single operating system that connects planning, investments, trading, and service in one experience. "Date before you marry" might be the future of advisor M&A. Affiliation provides an opportunity for advisors to integrate systems, see the culture, and test-fit a partner long before selling the firm. It reduces regret and increases alignment. Not every acquisition is a good acquisition. Great M&A means buying businesses you can meaningfully improve. Quotes "What the founder of this firm preached was that you should do things in a very systematic, repeatable way. It's the only way you scale. It's the only way you grow organically." ~ Matt Regan "[Being a financial advisor] takes an incredible amount of resilience and aggressive dedication to building a business. And it's not for the faint of heart." ~ Matt Regan "Progress empowers the people who work for us here and creates career paths and a valuable professional life for Wealthcare's employees. I care deeply about the people who work here. And I want to see them not only succeed financially, but become happy people." ~ Matt Regan Links Matt Regan on LinkedIn Wealthcare Capital Management Wells Fargo Fidelity Investments Orion Advisor Solutions Charles Schwab Morgan Stanley The Passenger Blood Meridian Connect with our hosts Milemarker.co Kyle on LinkedIn Jud on LinkedIn Subscribe and stay in touch Apple Podcasts Spotify YouTube Produce game-changing content with Turncast Turncast helps your company grow by producing top-quality content and fostering transformative conversations. We specialize in content generation, podcasting, digital strategy, and audience growth for fintech and financial services companies. Learn more at Turncast.com.