The Message-Market Fit Podcast

Chris Silvestri

Your team knows your product inside and out. But when prospects land on your site or read your pitch, they don't get it. That gap between what you know and what customers understand is costing you conversions. The Message-Market Fit Podcast helps B2B SaaS leaders close that gap. Hosted by Chris Silvestri, founder and conversion copywriter at Conversion Alchemy, each episode delivers actionable insights on creating messaging that actually resonates and converts—no jargon, no fluff. Through two distinct formats, Chris unpacks real-world messaging wins and specialized tactics. Messaging Breakdowns (20-30 min) dissect specific copy or website messaging that worked—walking through the process, decisions, and results to extract practical lessons. Shop Talk Sessions (30-40 min) go deep on specialized topics in messaging strategy, customer psychology, and conversion tactics with concrete takeaways. If you're a marketing leader, founder, or growth specialist at a B2B SaaS company, you'll get frameworks and insights to understand your customers better and communicate your value more clearly. Hit subscribe and bridge the gap between what you build and what buyers understand.

  1. #046 - Sam Woods – Why Strong Ideas Beat AI Slop: Fractional Chief AI Officer on Copy That Converts, Synthetic Research & The Living Business

    14H AGO

    #046 - Sam Woods – Why Strong Ideas Beat AI Slop: Fractional Chief AI Officer on Copy That Converts, Synthetic Research & The Living Business

    The foundation of this conversation rests on what Sam calls the "AI slop paradox"—the counterintuitive reality that the flood of mediocre AI-generated content has actually made strong ideas and compelling messaging more valuable, not less. People come to the internet already skeptical, already believing there's AI slop everywhere. Whether or not that's objectively true doesn't matter—the perception exists. So when people encounter messaging that's genuinely compelling, ideas that are clear and specific and rooted in a point of view, they pay more attention to it than they would have before AI. The lesson here isn't that AI makes creativity obsolete. It's that creativity—the ability to conceive of something, articulate it clearly, and communicate it with conviction—is still the only thing that converts. AI can help you refine and express your ideas faster, but the idea itself still matters more than ever. Sam's entry into AI wasn't through a computer science degree or a tech accelerator. In late 2015, while working on a conversion rate optimization project with an Amazon team, he met a machine learning scientist who casually mentioned that models would soon be able to predict text the same way they could predict numbers. That planted the seed. Sam started researching, diving into papers on machine learning and transformer architecture, trying to understand where this was heading. By 2019, he had early access to GPT-2 and immediately started testing it with clients. He fed the model prompts for Google ads—very short form, character-limited copy—and then ran those ads without any human editing. They converted as well as human-written copy. That was his zero-to-one moment. If GPT-2 could write ads that converted, where would GPT-3 go? Where would GPT-4 go? The trajectory was clear, and Sam positioned himself to ride it. But Sam didn't stay in the copywriting lane. He realized early that the bottleneck for improving conversions isn't copy—it's the system around the copy. You can have a world-class copywriter write a landing page that increases conversions by 50%, but if there's no follow-up system to maximize the value of those leads, it doesn't matter. At the end of the day, a business doesn't need more conversions. It needs high-quality customers who buy repeatedly over time. That requires a full view of the customer journey—who's coming to the page, what happens after they convert, how you nurture them, how you retain them. This systems thinking approach is what led Sam to transition from copywriter to Fractional Chief AI Officer. He started seeing AI not as a better writer, but as intelligence that could be embedded across entire business functions to optimize outcomes at scale. When Sam started building AI systems for clients in 2020, he couldn't call it "AI" because people had sci-fi images in their heads—killer robots, super-intelligent systems that know everything. Even "machine learning" was too abstract for most business leaders. So he positioned his work as "systems for outcomes." Clients would come to him saying their sales process was broken or stagnant. Sam would look at the full system—where does this start (prospecting, traffic acquisition), and where does it end (closed deal, retained customer). Most of the time, companies didn't even have a system. They just had a wonky process. Sam would transform that into a system—a mixture of automation, AI, and humans at different stages—designed to deliver specific business outcomes. The key to his positioning: he didn't say "we'll build you a sales system." That's too generic, too wide, and not worth anything. Instead: "We'll optimize and maximize your existing sales process to convert more leads into sales-qualified leads who become high-ticket, high-value opportunities for your business." Now that's clear. That's specific. That's an outcome. The biggest misconception companies have about AI for marketing and copywriting? They've watched too many demos and been sold too many shiny objects by overnight AI gurus. They see a demo and think it's a finished, deployable product. They've been promised that prompts will make them millions, that agents will do all the work, that you press a button and money comes out. The same old opportunity mindset repackaged for the AI era. What they don't understand: AI only works well if you bring something to the table—data, information, context, examples. And most businesses don't have good data management. If they're capturing data at all (which isn't common), it's not handled or structured in the right way. So when Sam works with companies who want him to build AI systems, the first step is always fixing their data infrastructure. It's not sexy. It's not the shiny object. But it's the foundation that makes everything else possible. When deciding what to automate and what to keep human, Sam uses a simple framework: cost analysis. How much time, labor, and energy does this process cost you right now? If you automate it fully, how much will you save and how long until you break even? What if you do a hybrid model with AI and humans? What if you keep it fully human? Sam presents clients with three options and the math behind each one, then lets them decide based on their risk tolerance and business priorities. Interestingly, 99 out of 100 companies want a human in the loop. Very few are willing to let AI handle everything, except for small tasks like document processing or data entry. Sam predicts this will shift gradually as people become more comfortable, but right now, most businesses aren't ready to hand full control to AI. Sam's blunt take on AI for copywriting: Claude 4 Sonnet can write excellent copy that converts as well as a human copywriter, sometimes better. And you don't need to be an expert prompt engineer to get it to work. You just need to give it good examples and context—which means you need to have examples to give it. If you're an experienced copywriter who understands persuasion and knows what good looks like, you can get AI to write autonomously and it will perform. If you're a junior copywriter or someone who doesn't understand online persuasion, you'll struggle because you won't know how to guide the model or evaluate the output. The real skill isn't prompting. It's communication, taste, judgment, and knowing what works. Good prompting is just good communication. Sam has been using synthetic research and AI personas for years, starting with machine learning models that simulated human behavior. Now he uses groups of 50 to 100+ AI agents to go through competitors' websites, click on their ads, follow their lead generation flows, and analyze their messaging and positioning. He even uses voice agents to call competitors' sales teams and have realistic conversations to see how they're positioning their product and handling objections. The voice agents are so good—low latency, natural-sounding voices—that salespeople can't tell they're AI. The only way you'd know is if you suspected it and asked trick questions. This creates a continuous competitive intelligence system that informs messaging, positioning, and strategy decisions in real time. It's not theoretical—Sam is doing this right now for clients. Sam's "living business" concept challenges the traditional factory model of business—rigid processes, standard operating procedures, mechanistic execution. The factory model isn't bad, but if you think about your business only through that lens, there's no room for intelligence or adaptability. Everything is just input, process, output. But if you think of your business as a living organism with its own intelligence, memory, and knowledge, suddenly there's space for AI to exist not as a tool you use, but as intelligence embedded inside the business itself. You don't have to be the one with all the knowledge—the business can have it. You can ask your business questions, surface insights, optimize processes, and identify opportunities in ways that weren't possible with a mechanistic mindset. This mental model shift unlocks more opportunities for growth, revenue, profit, and competitive advantage than the factory lens ever could. When asked about the future of copywriting, Sam says it's not doomed—but it will fragment. There won't be one future for copywriters. There will be many different futures for different types of copywriters. If you're a junior copywriter or mediocre at your craft, it's going to be tough. AI will eat your lunch. But if you're an experienced copywriter who understands persuasion, psychology, systems, and how to communicate value, you'll thrive. You'll use AI as a force multiplier. The differentiator won't be technical skill—it'll be taste, judgment, and the ability to have a strong point of view. Which, as Sam pointed out at the beginning, is exactly what cuts through the noise and converts. Whether you're a copywriter trying to figure out how AI fits into your work, a founder looking to build intelligent systems in your business, a marketer who wants to move beyond AI hype, or a strategist who wants to understand what actually works at the systems level, this episode offers practical frameworks, honest insights, and a clear-eyed view of where we are and where we're going. Enjoy! CONNECT WITH SAMLinkedIn X (Twitter)Bionic Business NewsletterSHOW NOTES02:33 Why Strong Ideas Cut Through the AI Content Flood05:33 Sam’s Origin Story: Amazon, ML, and Predicting Text08:53 The GPT-2 Wake-Up Call: AI-Written Ads That Convert10:07 From Copywriter to Fractional Chief AI Officer: Thinking in Systems14:45 Creativity, Brand vs Direct Response, and the “Big Idea”18:13 Prompting as Communication: The Tree of Talking Mental Model19:54 Selling AI Systems Early: Avoiding the ‘AI’ Label and Focusing on Outcomes22:21 Biggest AI Misconception: Shiny Demos Without Clean Data24:57 What to Automate vs Keep Human: Cost Analysis + Paid Discovery26:55 H

    49 min
  2. #045 - Kaushal Subedi & Ashish Ghimire - From Vague to Focused: How Echowin Found ICP Clarity Through Rapid Positioning Iteration

    JAN 14

    #045 - Kaushal Subedi & Ashish Ghimire - From Vague to Focused: How Echowin Found ICP Clarity Through Rapid Positioning Iteration

    The foundation of this episode rests on a critical challenge that most early-stage B2B SaaS companies face but few talk about honestly: how do you find positioning clarity when your market is being invented in real time? Echowin launched in November 2022, before ChatGPT was public. At that point, voice AI was still using keyword-based natural language processing—the "press one for billing, press two for sales" systems we all hate. Kaushal had early access to GPT-3 and built a voice assistant on his Apple Watch. The lightbulb moment came when he watched his mom, a small business owner, drop everything to answer a phone call while serving a client. Kaushal describes the moment: "She was with her client randomly gets a phone call, she has to drop everything she's doing, run to the phone, and she was speaking in a hurry with a person on the other side of the phone call. There was a lot of tension building up. I could see the client that was waiting, like they were clearly like, 'What's going on?' My mom was speaking in a rush. I'm pretty sure the person on the other side of the phone call felt that too. That's when it all kind of clicked." Within seven days, Kaushal quit his job at Amazon Robotics. Ashish quit his aerospace job. Within 15 days they had a working prototype. Within three months, paying customers. But having a product and having positioning clarity are two very different things. And that's where the real journey begins. Early positioning was broad—too broad. Kaushal admits: "Our positioning was something that we were still figuring out. It was very wide and very vague." They started as a "full horizontal platform" targeting all small businesses. The messaging emphasized value props like "no missed calls" and "natural language understanding," but the ICP was unclear. There are 35 million small businesses in the US alone. Who exactly were they for? The answer: they didn't know yet. They were gathering signal, running experiments, and watching what stuck. The expensive lesson: when messaging attracts the wrong crowd. One of the first major pivots came when they tested the message: "Build your AI agent in less than 5 minutes." The goal was to emphasize speed and ease. The result? It attracted the wrong crowd. Ashish describes it: "That messaging drew the wrong crowd and got us in a lot of trouble because the mass market started coming in with wrong expectations. They didn't understand the limitations of technology and we were unable to explain that clearly. And people would come in, pay for the platform and they would churn. It was an expensive lesson." The mismatch between promise and reality created friction, frustration, and churn. So they adjusted. The next iteration was: "Build your AI agent." Not in 5 minutes. Just build. This subtle shift changed everything. Ashish explains: "We started saying 'Build your AI agent.' We started attracting the builder persona, these early adopters, slightly semi tech-savvy people who wanna tinker and build things out. That's how the platform evolved from such and such platform to a builder platform where we were naturally attracting builders." The breakthrough came from cohort analysis. Kaushal and Ashish went back through their customer data and asked: who's been here for a year? Who built something on their own? Who's generating high call volumes? The pattern was clear. Ashish describes the insight: "We went back, we did extensive cohort analysis of who was getting benefit out of the platform. We looked at our existing customers, the customers who got excited, who built it on their own. In some scenarios, we even offered help and they're like, 'Nah, I got this.' We are seeing success again and again and again with this persona." That insight allowed them to refine their messaging, narrow their ICP, and speak directly to solution-aware buyers. The current Echowin homepage reflects this clarity. Kaushal explains: "Now that we have a much clearer idea of who we're targeting and who the messaging is for, we can already assume some things about them. They know what agents are, they know what these things do. When these builders come to our platform, they're not looking for the high level of what these agents can do. Instead they're looking for, why should I pick this platform over all the other ones out there?" This is a critical distinction. Early on, Echowin had to educate prospects on the category—what voice AI could do, why it mattered, how it was different from old IVR systems. Now, they're speaking to people who already understand the space and are evaluating platforms. That shift from problem-aware to solution-aware messaging is one of the most important transitions a B2B SaaS company can make. And it only happens when you know your ICP deeply. Training humans to talk to AI. One of the most interesting insights from this conversation comes from Ashish, who describes a cultural challenge they're facing: "One of the interesting things that we've seen is we are in the process of training these agents. At the same time, I feel like sometimes we're training humans to talk to AI too, because over the course of the last 20 years, we've been trained to interact with these bots—press one for this, two for that. Now, anytime people hear anything robotic, they're smashing their zero on their phone." He continues: "Over the course of the last two and a half years, people wouldn't even interact with these agents. They had no idea you can actually have a fluent conversation and they can actually help you. But things are changing now. We have seen drastic difference." The AI hype cycle and messaging fatigue. As AI became oversaturated in 2023 and 2024, Echowin had to adapt their messaging again. Kaushal describes the challenge: "It even got to a point where the hype cycle with AI was in full motion and people were just dismissing things without even fully diving into what the platform does. Just because everyone was throwing the word AI but not delivering properly. So instead of that, we wanted to emphasize what the platform does—in this case, answers calls." This is a tactical lesson: when a category term becomes noise, shift focus to the outcome. Don't lead with "AI-powered." Lead with "answers your calls 24/7." The technology is the enabler, not the value prop. How they use data and customer conversations to drive messaging. Both founders emphasize being data-driven but adaptive. They use PostHog and Google Analytics to track conversion funnels, run A/B tests on headlines and CTAs, and measure which messaging drives signups. But they also stress the importance of talking to customers. Kaushal shares a tactical example: "We use Fireflies internally. We take the transcripts from our Fireflies calls with some of the agencies and we're like, 'Hey, Claude, find me all the top questions here.' And then we use that as information as well." Those questions inform their FAQ section, their homepage copy, and their sales collateral. Ashish adds: "Nothing beats interacting with customers. You would see their eyes spark, honestly. They'd be like, 'My goodness, Echowin is such and such on steroids.' You know, they had been testing all these different tools and with what we offered and what they could build with it, they were clearly super excited." Watch for the moment their eyes widen. Kaushal shares what to look for in customer conversations: "Usually people will either say, 'Oh yeah, that part makes sense, that part makes sense.' And then there'll be some part where their eyes will widen up and they'll be hooked onto their screen. You wanna keep, take note of that, those parts and then you work backwards from that." From drag-and-drop to document-based training. One of Echowin's biggest product and messaging pivots was simplifying how users train AI agents. Early on, they used a drag-and-drop builder (like n8n or Zapier workflows). You'd create scenarios: "When a caller asks for a refund, ask this question, then send an email." It worked for demos, but it didn't scale for real-world conversations. Real conversations are dynamic. People jump between topics. So Echowin rebuilt the platform around a document-based training system. Kaushal explains: "The experience we were trying to replicate is exactly this: If you are hiring a receptionist or someone in your call center, you are probably gonna give them some instructions, whether that's an email or standard operating procedure document or something. We just want you to be able to copy paste that here just once." This simplification was key to attracting non-technical builders and reducing time-to-deployment. Everyone knows how to use Google Docs. Now everyone can train an AI agent. Don't get hyperfocused on competitors. Kaushal's advice on competitive positioning is refreshingly honest: "First, I always tell my team, 'Hey, don't be hyperfocused on what the competition does,' just because first this is a very new industry, emerging market, emerging technology, meaning nobody has their shit together. Everyone's figuring out which path to go, how to position, how to message. Sometimes when you get too hyperfocused on competition, you start focusing on the wrong things." He continues: "We see competitors taking inspiration from some things we do and we see them experimenting and sometimes some of the things we see on their landing page or wherever it might be, that we think is, 'Oh, this is amazing that they did that,' just goes away in a week and then we're like, 'Okay, I guess that didn't work out.'" The lesson: focus on your customers, not your competitors. Kaushal emphasizes: "The best source of truth we have right now is our interactions with customers. They're the ones telling us, 'Hey, this is working, this is not working. This is the type of information I want. This is the type of information I already know.' And we wanna work backwards from that, not backwards from what someone else is doing." Product iteration should

    1h 22m
  3. #044 - Phill Agnew - Loss Aversion, Effort & Specificity: The Psychology That Actually Drives Conversions

    12/02/2025

    #044 - Phill Agnew - Loss Aversion, Effort & Specificity: The Psychology That Actually Drives Conversions

    Throughout our conversation, Phill breaks down the heuristics that marketers consistently underestimate or misuse: loss aversion, social proof, the effort heuristic, and specificity. He explains why showing effort matters more than ever in the age of AI, how to use social proof beyond grayscale logos, and why the most powerful marketing messages are the ones that match the exact language your customers already use. One of Phill's biggest insights: losses feel twice as painful as equivalent gains. Research shows that when insulation companies told homeowners "you're losing 75 cents every day" instead of "you could save 75 cents a day," conversions doubled. Amazon uses this when you try to cancel Prime—they don't list benefits, they tell you exactly what you'll lose in savings. Phill also shares how Buffer replaced generic logo carousels with specific customer outcomes like "I grew my LinkedIn following by 200%" and saw significant conversion improvements. He breaks down Cialdini's research showing that telling hotel guests "people in this specific room reuse their towels" was more effective than "most people in this hotel reuse their towels"—even though fewer people had stayed in that room. Specificity creates believability. CONNECT WITH PHILLPhill Agnew on LinkedIn (Phill with two Ls!)Nudge Podcast WebsiteNudge Podcast on YouTubeThe Nudge Vaults (Waitlist)SHOW NOTES00:00 The Risks of Using AI in Marketing00:39 Introduction to the Message Market Fit Podcast01:34 Meet Phil Agnew: Host of Nudge Podcast02:29 The Psychology of Effort and Costly Signaling08:29 Phil's Journey in Product Marketing11:32 The Birth of the Nudge Podcast16:24 The Art of Storytelling in Podcasts24:57 Understanding Human Decision Making28:38 The Power of Social Proof29:24 Understanding Loss Aversion31:07 The Importance of Audience Understanding33:37 Effective Use of Social Proof42:52 The Priming Effect Experiment50:59 AI and Perceived Effort56:22 Practical Application of Heuristics59:56 Conclusion and Resources Learn more at https://conversionalchemy.net/ Connect with Chris https://linktr.ee/conversionalchemy

    1h 1m
  4. #043 - Kyle Scott - Voice, Tone & World-Building: How to Write Email Copy That Sells Out Events

    11/05/2025

    #043 - Kyle Scott - Voice, Tone & World-Building: How to Write Email Copy That Sells Out Events

    The foundation of this episode rests on a critical distinction that most marketers blur together: **voice versus tone**. Kyle explains that voice is your written personality—it stays consistent across all channels and contexts. Tone, by contrast, is how you inflect that personality based on the situation. Think James Bond: he's always Bond, but his tone shifts when he's with a love interest versus facing a villain. For B2B teams, this means your brand voice should be recognizable everywhere—email, website, social, support—but the tone can adapt to urgency, celebration, education, or crisis. The practical implication? Don't let different team members rewrite your voice. Align on the character first, then let tone flex. Kyle didn't learn to write in Ryan Serhant's voice through copywriting school or brand guidelines. He learned through **listening**—watching Million Dollar Listing, reading his book, listening to his podcast, working alongside him. He absorbed cadence, word choice, energy, and personality through immersion. His advice: if you're writing for a person or personal brand, listen to them speak. If you're writing for a business, find real-world personalities who embody your brand's values and listen to how they talk. Then internalize it. This is more effective than any document because it's about osmosis, not rules. The email breakdown reveals why: Kyle didn't follow a template. He wrote like he was having a conversation with someone he knew. The email itself is a masterclass in **specificity**. Instead of "high up above the skyscrapers," Kyle wrote "1,416 feet in the air." Instead of "luxury listing," he said "$250 million triplex" at "Central Park Tower," the "most expensive listing ever in the United States." Each specific detail makes the reader *feel* the exclusivity. It's not marketing fluff—it's world-building. The specificity creates a mental image that makes the offer feel real and tangible. For B2B: replace "enterprise-grade" with "handles 10M+ transactions per day." Replace "easy to use" with "onboards in under 5 minutes." Specificity is credibility. But Kyle thinks five steps ahead. The email isn't just selling tickets—it's constructing a world of exclusivity around the event. Every element reinforces that world: "Early Access" in the subject line signals insider status. "Since you're on the mastermind wait list" reminds people they're part of a curated group. The Wall Street Journal link (with its paywall) signals prestige—hitting the paywall *reinforces* that this is exclusive. "All showing agents are vetted" means you can't just show up; you have to be approved. "Once it's sold, it'll be forever closed" creates scarcity and finality. This isn't manipulation. It's intentional storytelling. And it matters because the story you tell internally (we sold out in one email) becomes the story you tell externally (everyone wants in now). Kyle also reveals a tactical choice that most marketers miss: he sent the email through HubSpot but made it *look* like a personal email from Outlook. No fancy header. No marketing template. Just "Hi there" and conversational language. Why? Because personal emails get higher open rates, higher engagement, and feel more authentic. When you're selling a $7,000 ticket, you can afford to spend 3–4 hours replying to people personally. That human touch is worth it. The trade-off: you can't use a signup page. You have to be willing to handle the volume of replies. But for high-ticket offers, this is a no-brainer. The bigger picture Kyle emphasizes is this: **in an age where AI can replicate your software in seconds, brand and community are your only defensible advantages**. And brand is built on point of view. Not politics or religion—but a clear stance on where your industry is going and what your customers need to succeed. Perplexity has a POV on AI research. Claude has a POV on safety and privacy. Open AI is more generalist—which is why specialists are carving out niches. For B2B SaaS: if you're not prescriptive about what your customers should do, you're invisible. Tell them what to do. Make it the easy path. Customers are lazy—they want an expert to guide them, not a generic platform. Whether you're a B2B SaaS marketer building brand voice, a copywriter learning the mechanics of persuasive writing, a founder building a personal brand, or a product marketer learning how to position and communicate value, this episode offers practical frameworks for building messaging that cuts through noise and creates desire. Kyle's breakdown of how he constructed exclusivity through language and storytelling is worth a listen—and worth applying to your own work. Enjoy! CONNECT WITH KYLEKyle Scott on LinkedInKyle Scott's NewsletterInstagram: @kylescotsoriginalLuxury PresenceSHOW NOTES00:00 The Power of Brand and Community01:05 Welcome to the Message Market Fit Podcast02:12 Introducing Today's Guest: Kyle Scott02:53 Dissecting a High-Performing Email07:56 The Importance of Voice and Tone in Marketing16:41 Crafting Emails with Specificity and Credibility23:29 Scarcity and Personal Touch in Email Marketing24:20 The Power of Storytelling in Marketing26:07 Exclusivity and Event Details27:38 Crafting the Perfect Email30:56 Learning and Adapting Your Voice36:30 The Importance of Brand and Community40:51 Testing and Intuition in Email Campaigns42:21 Conclusion and Final Thoughts Learn more at https://conversionalchemy.net/ Connect with Chris https://linktr.ee/conversionalchemy

    40 min
  5. #042 - Sam Dunning - Revenue-First SEO: Money Keywords, Competitor Pages & Building Content Moats

    09/24/2025

    #042 - Sam Dunning - Revenue-First SEO: Money Keywords, Competitor Pages & Building Content Moats

    We start by exploring Sam's "Revenue Not Vanity" philosophy and why traditional SEO approaches focused on top-funnel, informational content are becoming less effective. With Google's AI overviews dominating informational searches, Sam explains how the real opportunity lies in bottom-funnel, high-intent keywords where prospects are actively evaluating solutions. His three-column keyword research framework—your offer (however prospects describe it), industries you serve best, and main competitors—creates long-tail opportunities that are less competitive but highly qualified. Sam walks us through his transparent approach to competitor content, advocating for pages that build trust by leading with where you're not the best fit before doubling down on your differentiators. This positions you as the helpful guide rather than the pushy salesperson. He also shares his "blow out the water" content strategy, which involves systematically analyzing what's already ranking and one-upping it with better research, customer insights, testimonials, and proof elements. We also discuss SEO in the age of AI search, where Sam shares compelling data showing Google still receives 373 times more searches than ChatGPT and all AI tools combined. His strategy focuses on fundamentals that work across both traditional and AI search—particularly brand mentions and getting listed on relevant industry sites. Throughout the conversation, Sam emphasizes that effective SEO content requires deep customer understanding of how prospects describe their problems, what alternatives they're using, and why they choose one solution over another. Whether you're a marketing leader trying to prove SEO ROI, a founder looking to build predictable organic pipeline, or a content strategist wanting to move beyond vanity metrics, this episode delivers actionable frameworks you can implement immediately. Enjoy! CONNECT WITH SAMLinkedInBreaking B2B WebsiteSHOW NOTES00:00 Introduction and Sam's "Revenue Not Vanity" Value Proposition03:00 Sam's Journey from Web Agencies to B2B SEO Specialist06:00 Why Traditional SEO Traffic Doesn't Convert09:00 The Money Keywords Framework: Offer + Industry + Competitors15:00 Finding Long-Tail Opportunities in Competitive Markets18:00 Sam's Content Creation Process and Research Methods24:00 Building Competitor Comparison Pages That Build Trust30:00 The "Blow Out the Water" Content Strategy36:00 Technical SEO vs. Content: Where to Focus Your Energy40:00 SEO in the Age of AI: Is Google Dead?44:00 Sam's London Street Experiment: "Has AI Killed Google?"46:00 Where Sam Goes to Learn and Grow Learn more at https://conversionalchemy.net/ Connect with Chris https://linktr.ee/conversionalchemy

    48 min
  6. 041 - Besnik Vrellaku - Bootstrapping to Millions: The 5-Stage Product Validation Framework That Prevents Building Products Nobody Wants

    09/03/2025

    041 - Besnik Vrellaku - Bootstrapping to Millions: The 5-Stage Product Validation Framework That Prevents Building Products Nobody Wants

    We begin by exploring Besnik's journey from launching 10+ failed MVPs to building Salesflow into a multi-million revenue business. He reveals his five-stage product validation framework: discovery interviews with potential customers, landing page testing without building the actual product, audience building (he had 10,000 B2B writer subscribers before launching Content Flow), regional scalability assessment, and growth channel validation. This methodical approach has been crucial to his success in avoiding products that don't solve real market problems. Besnik then dives into his sophisticated approach to multi-persona messaging, explaining how Salesflow addresses three distinct customer segments—business owners, sales teams, and agencies—without diluting their message. Rather than trying to speak to everyone on the homepage, they use progressive segmentation, asking users to identify themselves during onboarding and then personalizing the entire app experience, from messaging to feature access. This strategy allows them to maintain high conversion rates while serving diverse use cases. We also explore his contrarian view on product-market fit timelines, with Besnik arguing that true PMF takes 12-24 months to validate, not the few weeks or months many founders expect. He looks for workflow integration—when customers fundamentally change how they operate because of your product—and sustained usage patterns over multiple renewal cycles. His growth hacking strategies focus on three key pillars: influencer partnerships, direct outbound using their own product, and expansion revenue from existing customers, but he emphasizes that growth hacking only works when you have solid product foundations. Enjoy! CONNECT WITH BESNIKBesnik on LinkedInSalesflow.ioSHOW NOTES00:00 Introduction to Besnik Vrellaku and Salesflow.io03:00 The Genesis of Salesflow: From 10+ MVPs to GTM Software06:00 Multi-Persona Messaging: Business Owners, Sales Teams, and Agencies09:00 Progressive Segmentation and Personalized User Journeys12:00 The Five-Stage Product Validation Framework15:00 Discovery Interviews and Qualitative Customer Research18:00 Building Audience Before Product: The Content Flow Example21:00 Growth Hacking Strategies for Bootstrap Founders24:00 The Three Pillars of Early-Stage Growth27:00 Product vs. Marketing vs. Growth Hacking Percentages30:00 Signs of Product Validation Worth Pursuing33:00 The Real Timeline for Product-Market Fit36:00 Message Testing Across Different Customer Personas39:00 Advice for Young Entrepreneurs: Seek More Help42:00 Learning Resources and Just-in-Time Knowledge Learn more at https://conversionalchemy.net/ Connect with Chris https://linktr.ee/conversionalchemy

    43 min
  7. #040 - Maxwell Nee - Quiz Marketing's 30% Conversion Secret: Building High-Performance Teams and Market-Driven Growth

    08/20/2025

    #040 - Maxwell Nee - Quiz Marketing's 30% Conversion Secret: Building High-Performance Teams and Market-Driven Growth

    Maxwell opens by explaining the psychology behind quiz marketing's superior performance, revealing that personalized experiences combined with ego psychology—people's natural curiosity about themselves—creates a powerful conversion mechanism. He breaks down ScoreApp's comprehensive support philosophy that goes far beyond typical SaaS offerings, including live webinars, one-on-one calls, marketplace partnerships, and even publishing bestselling books on their methodology. We explore Maxwell's counterintuitive approach to organic growth, where ScoreApp completely eliminated paid advertising after four years when costs became prohibitive and effectiveness declined. Instead, they focused on SEO, weekly YouTube videos, podcasts, and face-to-face customer events in London, maintaining the same customer quality while reducing acquisition costs. Maxwell emphasizes the importance of absorbing customer feedback "like a sponge" rather than building products in isolation. The conversation also covers Maxwell's philosophy that 95% of business problems stem from having the wrong people in wrong positions. He shares his approach to building teams of A-players who naturally elevate each other's performance, comparing it to how Michael Jordan made any basketball team better simply through his presence and high standards. Maxwell also discusses his market-driven product development approach, where co-founder Daniel messaged 3,000 people before launching to gather data on what shape the product should take. Whether you're a B2B marketer looking to crack personalization at scale, a founder trying to build high-performing teams, or a growth leader seeking organic acquisition strategies, this episode offers practical frameworks and insights you can implement immediately. Enjoy! CONNECT WITH MAXWELLMaxwell on LinkedInScoreAppFree ScoreApp BookSHOW NOTES00:00 Introduction and Maxwell’s background03:00 The purpose of marketing beyond driving sales04:00 ScoreApp’s “forcing clients to be successful” philosophy06:00 How Maxwell influences messaging as CRO09:00 The importance of right people in right positions12:00 What marketing and sales need to agree on14:00 Introduction to scorecard/quiz marketing18:00 Most effective use cases for quiz marketing20:00 Quiz vs traditional call-to-action strategies22:00 Writing effective quiz questions and AI assistance24:00 ScoreApp’s visitor-to-lead conversion strategies27:00 Quiz marketing’s impact on conversion rates (30% vs 10-15%)29:00 Common lead magnet mistakes companies make31:00 Scaling to 7,000+ subscribers and organic growth33:00 Using personalization and customer data insights35:00 The power of face-to-face customer feedback37:00 Insights from customer behavior analysis40:00 Why ScoreApp stopped paying for advertising42:00 Role of influencer marketing in their strategy44:00 Maxwell’s learning resources and investment approach Learn more at https://conversionalchemy.net/ Connect with Chris https://linktr.ee/conversionalchemy

    36 min
  8. #039 - Ronnie Higgins - Building In-House Media Engines: Transforming Content Marketing into Strategic Brand Assets

    08/06/2025

    #039 - Ronnie Higgins - Building In-House Media Engines: Transforming Content Marketing into Strategic Brand Assets

    Throughout our conversation, Ronnie emphasizes the importance of treating content as a product rather than just a marketing activity. He explains his three core principles for successful content creation: content is a product, content is an experience, and content is an ecosystem. We explore how these principles can help B2B marketers create more effective content strategies that connect with their audience. Ronnie also shares his insights on the critical concept of the "day one list" - the pre-existing shortlist of solutions that B2B buyers already have in mind before they even begin their formal buying journey. He explains why getting on this list is crucial, as research shows buyers choose from this list 80% of the time. We discuss the relationship between mindshare and attention, with Ronnie breaking down the four stages of attention: peak, merit, reward, and convert. He challenges the notion that mindshare and attention are separate concepts, arguing that mindshare is simply sustained attention over time. Whether you're a content marketer, strategist, or SaaS leader looking to build a more effective content engine, this episode offers valuable insights on creating content that resonates with your audience and drives business results. Enjoy! CONNECT WITH RONNIERonnie on LinkedInNeutral Ground Labs websiteSHOW NOTES02:29 Using the Hero's Journey in B2B Marketing04:04 Creating Tension in B2B Storytelling06:00 Treating Content as a Flight Simulator for Customers08:59 Ronnie's Background in Media and Film13:00 From Commodified Content to Strategic Media17:58 Ronnie's Unique Research Methodology21:21 Understanding the Day One List in B2B Buying24:25 Capturing Trigger Events in Your Content Strategy27:28 The Marketing Marshmallow Test: Balancing Short and Long-Term Results33:34 The Difference Between Mindshare and Attention39:00 Why B2B Marketers Should Think Like Broadcasters43:00 Three Core Principles for Successful Content Creation45:00 Ronnie's Upcoming Book on Brand to Demand Marketing Learn more at https://conversionalchemy.net/ Connect with Chris https://linktr.ee/conversionalchemy

    48 min

About

Your team knows your product inside and out. But when prospects land on your site or read your pitch, they don't get it. That gap between what you know and what customers understand is costing you conversions. The Message-Market Fit Podcast helps B2B SaaS leaders close that gap. Hosted by Chris Silvestri, founder and conversion copywriter at Conversion Alchemy, each episode delivers actionable insights on creating messaging that actually resonates and converts—no jargon, no fluff. Through two distinct formats, Chris unpacks real-world messaging wins and specialized tactics. Messaging Breakdowns (20-30 min) dissect specific copy or website messaging that worked—walking through the process, decisions, and results to extract practical lessons. Shop Talk Sessions (30-40 min) go deep on specialized topics in messaging strategy, customer psychology, and conversion tactics with concrete takeaways. If you're a marketing leader, founder, or growth specialist at a B2B SaaS company, you'll get frameworks and insights to understand your customers better and communicate your value more clearly. Hit subscribe and bridge the gap between what you build and what buyers understand.