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- 🇨🇦CA · Investing#1945K to 30K
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5K to 30K🇨🇦100% - Active Followers
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2K to 12K
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Recent episodes
EP 015: Your Move 37 Moment: When AI Sees What You Don't
Jun 4, 2026
Unknown duration
EP 014: The One Word Prompt: Why Short Commands Work When AI Already Has the Context
May 20, 2026
Unknown duration
EP 013: The Hidden Team Inside Your AI
May 15, 2026
Unknown duration
EP 012: The Right Way to Get Your Team Using AI
May 8, 2026
Unknown duration
EP 011: AI Just Crossed a Line: What Advisors Need to Know About the New Cyber Risk
Apr 24, 2026
Unknown duration
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| Date | Episode | Description | Length | ||||||
|---|---|---|---|---|---|---|---|---|---|
| 6/4/26 | ![]() EP 015: Your Move 37 Moment: When AI Sees What You Don't | In this episode, we unpack AI fluency for financial advisors through the story of AlphaGo's famous "Move 37"—the moment machines stopped just calculating and started creating. Then we connect it to today's advisory work: AI that can reason, write, and defend recommendations—and what that means for your workflow, client communication, and competitive edge. Key insights in this episode: • Why "Move 37" is a warning (and an opportunity) for advisors • What the CFA-style reasoning breakthrough signals for finance • A practical 3-step path: observe, experiment, investigate • Prompts and workflows to turn AI into a true thinking partner This episode is especially useful for: • Advisors who feel behind on AI but want a clear starting point • Teams looking to reduce time drains and improve consistency • Planners who want better research and client-ready explanations Subscribe to the AI for Advisors email newsletter: www.horsesmouth.com/aiemail Get AI training for financial advisors with the AI Powered Financial Advisor virtual training program: www.horsesmouth.com/ai | — | ||||||
| 5/20/26 | ![]() EP 014: The One Word Prompt: Why Short Commands Work When AI Already Has the Context | One-word prompts like "shorter," "polish," or "action items" can feel like magic—until they don't. In this episode, you'll learn why one word prompts for financial advisors work best after you've built the right context, and how to switch from "setup mode" to "steering mode" without getting generic, thin output. You'll also get a practical workflow to reduce over-prompting while avoiding under-prompting. Key insights in this episode: • Why context does the heavy lifting, not the word • "Context timing": when short commands start working • Six types of context that improve AI responses • A simple "start, steer, check" workflow for advisors This episode is especially useful for: • Advisors using meeting transcripts with AI • Teams writing client emails during volatility • Anyone frustrated by generic AI drafts Subscribe to the AI for Advisors email newsletter: www.horsesmouth.com/aiemail Get AI training for financial advisors with the AI-Powered Financial Advisor virtual training program: www.horsesmouth.com/ai | — | ||||||
| 5/15/26 | ![]() EP 013: The Hidden Team Inside Your AI | Most advisors use AI like a single assistant—ask for a draft, polish it, send it. In this episode, you'll learn how to treat AI like a team of specialized critics using an AI critique workflow for financial advisors: generate the draft, run targeted critiques (spouse, high-net-worth client, compliance, CPA, prospect), then revise based on the best feedback. This simple "reflection prompting" loop helps you catch confusion, generic language, and risky claims before clients—or compliance—do. Key insights in this episode: • How to "summon" expert critique roles inside AI • The 3-step draft → critique → revise workflow • Five practical critique lenses advisors can use today • Guardrails: AI feedback isn't judgment or compliance This episode is especially useful for: • Advisors writing client emails and meeting summaries • Advisors creating market commentary or public content • Advisors who want clearer, more differentiated messaging Subscribe to the AI for Advisors email newsletter: www.horsesmouth.com/aiemail Get AI training for financial advisors with the AI Powered Financial Advisor virtual training program: www.horsesmouth.com/ai | — | ||||||
| 5/8/26 | ![]() EP 012: The Right Way to Get Your Team Using AI | Getting your own AI results is one thing—getting your whole team to use AI consistently is another. In this episode, you'll learn a practical approach to AI adoption for financial advisor teams that doesn't rely on big trainings or mandates. Instead, it's about making one workflow visible, repeatable, and tied to real work—so adoption compounds over time. Key insights in this episode: • Why teams stall: unclear use cases, disruption, and role anxiety • The "one-workflow" rule (start with meeting prep) • A simple prompt framework: role + task + format • How mini-demos create lasting behavior change This episode is especially useful for: • Advisors who are the only AI "power user" in the office • Teams struggling to turn AI curiosity into habit • Firms trying to speed up meeting prep and follow-ups Subscribe to the AI for Advisors email newsletter: www.horsesmouth.com/aiemail Get AI training for financial advisors with the AI Powered Financial Advisor virtual training program: www.horsesmouth.com/ai | — | ||||||
| 4/24/26 | ![]() EP 011: AI Just Crossed a Line: What Advisors Need to Know About the New Cyber Risk | AI capabilities are moving beyond "task help" and into the systems your firm depends on—email, logins, vendor platforms, and transaction workflows. In this episode, we break down why the new AI cybersecurity risk for financial advisors changes the assumptions behind client protection—and what to tighten immediately without becoming a technical expert. Key insights in this episode: • Why combined reasoning + code generation changes cyber risk • Where firms are most exposed: access, vendors, and verification • How deepfakes raise the bar on client request validation • A practical AI prompt to map risks and next steps This episode is especially useful for: • Solo and small RIA firms tightening basic controls • Advisors relying heavily on email and vendor tech stacks • Leadership teams reviewing incident readiness Subscribe to the AI for Advisors email newsletter: www.horsesmouth.com/aiemail Get AI training for financial advisors with the AI-Powered Financial Advisor virtual training program: www.horsesmouth.com/ai | — | ||||||
| 4/21/26 | ![]() EP 010: The Biggest AI Writing Mistake Advisors Are Making | Many advisors are using ChatGPT to draft newsletters, LinkedIn posts, and client explainers—only to end up with writing that sounds polished but says nothing. In this episode, we unpack the biggest AI writing mistake: asking AI to write before you've decided what you actually think. You'll learn a simple four-stage workflow—think, prompt, refine, finalize—that protects your voice, strengthens your positioning, and helps AI amplify your judgment instead of replacing it. Key insights in this episode: • Why "fine" AI copy quietly weakens differentiation • The hidden first step: deciding your point of view • A prompting technique that forces better thinking (AI asks you questions) • A practical refine chain to remove "AI mush" and tighten structure This episode is especially useful for: • Advisors writing newsletters, market commentary, or thought leadership • RIAs who want content that builds trust and authority • Teams trying to scale content without losing voice or insight Subscribe to the AI for Advisors email newsletter: www.horsesmouth.com/aiemail Get AI training for financial advisors with the AI Powered Financial Advisor virtual training program: www.horsesmouth.com/ai | — | ||||||
| 4/8/26 | ![]() EP 009: The AI Risk Advisors Aren't Modeling Yet | AI is no longer just a productivity tool—it's becoming a labor and economic force that can reshape career stability, income expectations, and client anxiety. This episode introduces a practical framework advisors can use to treat AI as an emerging planning variable, alongside inflation, longevity, and market volatility—plus three ready-to-use prompts to prepare client communication, pressure-test plans, and build a calm client-facing slide outline. Key insights in this episode: • Why "intelligence is scarce" is a hidden planning assumption • The "intelligence displacement spiral" and what it could trigger • "Ghost GDP" and why markets may diverge from household stability • Five advisor actions: income assumptions, stress tests, and concentration risk This episode is especially useful for: • Advisors serving tech and white-collar high earners • RIAs fielding client anxiety about AI and job security • Planners updating risk frameworks beyond markets and inflation Subscribe to the AI for Advisors email newsletter: www.horsesmouth.com/aiemail Get AI training for financial advisors with the AI-Powered Financial Advisor virtual training program: www.horsesmouth.com/ai | — | ||||||
| 3/27/26 | ![]() EP 008: Create an Origin Story With AI That Earns Trust | Most prospects decide who to contact before the first meeting—and your website story is doing the selling. In this episode, we break down how to use AI (especially voice mode) to uncover a financial advisor origin story that builds trust, reinforces your niche, and ends with real conviction. You'll get a practical eight-prompt framework that helps you move past generic bios and "passionate about helping people" language—toward specificity, credibility, and differentiation. Key insights in this episode: • The 3 elements every trust-building origin story needs • Why voice mode beats typing for story discovery • How to anchor credibility with real proof and judgment • A conviction close that signals authority This episode is especially useful for: • Advisors rewriting their website "About" page • Advisors refining niche positioning and messaging • Advisors who sound like "every other advisor" Subscribe to the AI for Advisors email newsletter: www.horsesmouth.com/aiemail Get AI training for financial advisors with the AI Powered Financial Advisor virtual training program: www.horsesmouth.com/ai | — | ||||||
| 3/13/26 | ![]() EP 007: Use AI to Amplify Your Judgement, Not Replace It | AI can produce polished, logical recommendations fast—but if you accept them without testing the reasoning, you may be building cognitive debt. In this episode, we break down how "passive prompting" quietly erodes advisor judgment, and how to use adversarial prompting to make AI your dissenting voice—so you stay sharp while still moving faster. Key insights in this episode: • Why outsourcing judgment creates "cognitive debt" • How to replace "What do you think?" with critique prompts • Three real advisor scenarios: portfolio, succession, volatility email • A simple objection prompt to add productive friction This episode is especially useful for: • Advisors using AI for client-facing recommendations • RIAs building repeatable planning workflows • Teams that want higher-quality, defensible decisions Subscribe to the AI for Advisors email newsletter: www.horsesmouth.com/aiemail Get AI training for financial advisors with the AI Powered Financial Advisor virtual training program: www.horsesmouth.com/ai | — | ||||||
| 3/6/26 | ![]() EP 006: AI for Financial Advisors in 2026: 10 Predictions | AI isn't a side experiment anymore—it's becoming the baseline for how clients judge advice. In this episode, we share 10 practical AI for financial advisors predictions for 2026, from universal AI-assisted client communication to AI-powered compliance workflows—and the bigger shift: clients comparing your advice to their own AI tools. We also dig into what happens when AI enters the trust conversation, reshapes expectations, and pushes advisors toward coaching, digital twins, and small AI "agent" teams. Key insights in this episode: • Why differentiation is shifting from "other advisors" to "client AI" • How AI makes faster, clearer client communication table stakes • Where AI fits in meeting notes, marketing, and compliance pre-checks • The next phase: Doctor Google, AI skepticism, and AI judgment partners This episode is especially useful for: • Advisors still "dabbling" and feeling behind • Growth-minded advisors who want consistent marketing output • Advisors preparing for clients bringing AI into meetings Subscribe to the AI for Advisors email newsletter: www.horsesmouth.com/aiemail Get AI training for financial advisors with the AI Powered Financial Advisor virtual training program: www.horsesmouth.com/ai | — | ||||||
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| 2/27/26 | ![]() EP 005: AI Time Blocking for Advisors: Protecting Strategic Thinking in a Messy Workday | Most financial advisors believe in time blocking. You've color-coded your calendar. You've blocked out "strategy time." But by midweek, reality has blown it up. In this episode of the AI for Advisors Podcast, we break down why traditional time blocking fails in advisory businesses — and how AI can help you finally make it work. The real constraint isn't time. It's cognitive energy. Advisors face constant interruptions: client requests, compliance questions, market volatility, staff needs. Traditional productivity systems assume predictable days — but advisory work isn't predictable. You'll learn: · Why time blocking collapses in client-driven businesses · The hidden cognitive drain that kills strategic thinking · How AI can act as a "cognitive buffer" during chaotic days · Practical ways to use AI for drafting, triage, prep, and synthesis · How to protect space for high-value client strategy If you want to work smarter, make better decisions, and reclaim time for strategic thinking — this episode delivers practical, immediately usable ideas. Sign-up for our AI for Advisors newsletter: https://www.horsesmouth.com/aiemail Information about our upcoming AI-Powered Financial Advisor training programs can be found here: https://www.horsesmouth.com/ai | — | ||||||
| 2/25/26 | ![]() EP 004: Your AI-Assisted Annual Practice Audit for Advisors | Most advisory firms don't have a growth problem. They have a clarity problem. In this episode of the AI for Advisors Podcast, we break down how to conduct a strategic practice audit — and how AI can help you surface blind spots faster and more objectively. Too many advisors operate reactively. They add tools. Hire staff. Try new marketing tactics. But without stepping back to evaluate what's actually working, growth becomes guesswork. A practice audit isn't about criticism. It's about control. In this episode, you'll learn: · What a true practice audit includes (beyond just revenue numbers) · How to evaluate client segmentation and capacity · Where operational drag hides inside advisory firms · How to identify bottlenecks limiting growth · Ways AI can help you analyze workflows, messaging, and positioning · How to turn audit insights into a focused action plan If you want to stop operating on instinct and start making strategic, data-informed decisions about your business, this episode gives you a practical framework you can implement immediately. Sign-up for our AI for Advisors newsletter: https://www.horsesmouth.com/aiemail Information about our upcoming AI-Powered Financial Advisor training programs can be found here: https://www.horsesmouth.com/ai | — | ||||||
| 2/25/26 | ![]() EP 003: Two AI Prompts Every Advisor Should Try | Most financial advisors experiment with AI. Very few use it strategically. In this episode of the AI for Advisors Podcast, we break down two must-use prompts that dramatically improve the quality, usefulness, and strategic value of AI outputs for advisors. These aren't gimmicks. They're structural prompts that change how AI thinks with you. You'll learn: · Why most AI outputs feel generic — and how to fix it · The first prompt that instantly improves clarity and depth · The second prompt that turns surface-level answers into strategic insight · How to apply these prompts to client emails, marketing, planning, and internal strategy · A repeatable framework you can use in ChatGPT immediately If you've ever felt like AI responses were "fine but not great," this episode will show you how small changes in prompting can produce dramatically better results. Sign-up for our AI for Advisors newsletter: https://www.horsesmouth.com/aiemail Information about our upcoming AI-Powered Financial Advisor training programs can be found here: https://www.horsesmouth.com/ai | — | ||||||
| 2/25/26 | ![]() EP 002: From Prompting to Thinking: Why Advisors Are Still Underselling AI's Real Power | Most financial advisors use AI to generate output. Emails. Social posts. Summaries.But the real advantage isn't output. It's thinking. In this episode of the AI for Advisors Podcast, we explore the shift from tactical prompting to strategic collaboration — and how advisors can use AI as a thinking partner instead of just a content machine. You'll learn: · Why output-focused prompting limits AI's true value · The difference between transactional use and strategic use · How to use AI to pressure-test ideas and assumptions · Ways to sharpen client strategy and planning conversations · How AI can help you think more clearly, not just move faster The advisors who win with AI won't be the ones who generate the most content. They'll be the ones who make better decisions. If you want to elevate how you use AI — and turn it into a tool that strengthens judgment, clarity, and strategy — this episode will show you how. Sign-up for our AI for Advisors newsletter: https://www.horsesmouth.com/aiemail Information about our upcoming AI-Powered Financial Advisor training programs can be found here: https://www.horsesmouth.com/ai | — | ||||||
| 2/25/26 | ![]() EP 001: How AI Exposes Flawed Advisor Value Propositions—And What to Do About It | Most advisors think their value proposition is clear...until they run it through AI. In this eye-opening discussion, Sean Bailey, the leader of Horsesmouth's AI training programs for advisors, will reveal why AI tools like ChatGPT instantly expose weak, generic, or confusing advisor messaging—and why that's great news for anyone serious about growth. You'll discover: Why AI immediately shows prospects what your current message really communicates (not what you intended) How generic value props quietly kill prospect conversions, pricing power, and referrals The simple 5-part AI diagnostic prompt every advisor should run today How a few iterations with AI can transform your positioning from "industry wallpaper" to truly differentiated Why advisors who embrace this process are seeing clearer messaging, stronger client fit, and faster wins If you're using AI for marketing—or plan to—you cannot afford to miss this. Your competitors are already sharpening their messaging with these tools. Make sure you're not the one left sounding interchangeable. Learn how to fix your value proposition before your bottom line tells you it's broken. Sign-up for our AI for Advisors newsletter: https://www.horsesmouth.com/aiemail Information about our upcoming AI-Powered Financial Advisor training programs can be found here: https://www.horsesmouth.com/ai | — | ||||||
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