PodcastsBusinessThe Ross Simmonds Show

The Ross Simmonds Show

Ross Simmonds
The Ross Simmonds Show
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169 episodes

  • The Ross Simmonds Show

    RSS 51: LLM Visibility Playbook. 5 Proven Moves to Win in the AI Search Era

    01/05/2026 | 19 mins.
    In this episode of The Ross Simmonds Show, Ross breaks down why showing up in LLMs like ChatGPT, Claude, and Perplexity is the biggest marketing shift of our time and why treating it like SEO 2.0 is a losing strategy. He walks through five practical plays to build citation authority, dominate AI visibility, and engineer the kind of distribution leverage that compounds long after you press publish.

    Key Takeaways and Insights:

    1. The Shift from SEO to GEO

    - In 2018, Reddit was dismissed. In 2026, it powers over 60 percent of bottom-funnel LLM citations. Google, OpenAI, and Anthropic are actively licensing and training on Reddit data.

    - Most teams are still optimizing for keywords and backlinks. GEO rewards authority, citations, and entity strength. The game has changed and the old playbook will not save you.

    2. Play 1: Build a Citation Stack with Original Research

    - LLMs prioritize strong signals. Non-commodity content, original data, research, and clear POV outperforms generic blog posts every time.

    - Make every stat screenshot-friendly and quotable. Pitch your research to publications already cited in LLMs to compound authority and become the source models reference.

    3. Play 2: Plant Flags in Communities

    - Reddit is one of the most cited sources in major LLMs. Identify three communities where your audience actually spends time and show up there consistently.

    - Use the Sherlock Homeboy Method: revive proven topics with a modern angle. Contribute value without pitching. Build reps. Create a moat competitors cannot climb.

    4. Play 3: Engineer Your Entity Graph

    - LLMs see entities, not webpages. Companies, people, and products are all connected. Guest posts, podcast appearances, and transcripts strengthen your entity signal.

    - Consistent handles, bios, and positioning across platforms increase recognition. Say the same thing clearly thousands of times. Strategic repetition builds authority.

    5. Play 4: Structure Content for Extraction

    - LLMs extract facts and quote passages. They ignore fluff. Use inverted pyramid writing: answer first, explain second.

    - Clear H1, H2, and H3 hierarchies improve both human and machine comprehension. Schema, lists, tables, and internal linking help models understand and cite your content.

    6. Play 5: Distribution Is the Final Moat

    - One asset. Fifty distributions. Multiple citation paths. Most brands post once and disappear. Winners distribute relentlessly.

    - Every surface, LinkedIn, Reddit, YouTube, Substack, and podcasts, becomes training data. Distribution compounds trust with both humans and machines.

    7. The Future: AI Agents Will Change Buying Forever

    - By 2038, AI assistants will mediate most purchasing decisions. Buyers will not browse. They will delegate.

    - The content LLMs train on today will shape tomorrow's recommendations. If you are not building your moat now, you will be rebuilding from scratch later.

    8. The Long-Term Advantage Goes to Those Who Invest in Themselves

    - The skills that worked in 2018 will not carry you to 2038. Read. Study. Experiment. Adapt.

    - Earned momentum compounds through disciplined execution. Play the long game.

    Resources & Tools:
    🔗 ChatGPT 🔗 Claude 🔗 Perplexity 🔗 Reddit 🔗 Google 🔗 OpenAI 🔗 Anthropic 🔗 LinkedIn 🔗 YouTube 🔗 Substack

    — 👋🏾 Let's stay connected —
    ╰ Subscribe to my channel: @RossSimmondsTV
    ╰ Instagram: @thecoolestcool
    ╰ Twitter / X: @thecoolestcool
    ╰ LinkedIn: linkedin.com/in/rosssimmonds
  • The Ross Simmonds Show

    RSS 50: The Bold Thesis "Distribution Is the Last Moat Standing"

    24/04/2026 | 19 mins.
    In this episode of The Ross Simmonds Show, Ross breaks down why OpenAI and HubSpot's media acquisitions this quarter aren't about content quality. They're about owning distribution. He connects the dots on what this land grab means for every B2B marketer and how to apply the same strategy without a billion-dollar balance sheet.

    Key Takeaways and Insights:

    1. Media Acquisition Is the New Moat

    - OpenAI and HubSpot made bold media acquisitions in the same quarter. This isn't about content quality. It's about owning the rooms where buying decisions happen.

    - Distribution is leverage. And leverage compounds. The brands that win will own the audience, not just the message.

    2. The Land Grab Has Already Started

    - Penn bought Barstool. HubSpot acquired The Hustle and Starter Story. Robinhood built a media empire. Plaid acquired fintech media to own operator attention.

    - The cadence of these deals is accelerating. This is not a trend. It's a land grab and most B2B teams haven't noticed.

    3. Super Bowl Ads vs. Owned Attention

    - $27M buys six Super Bowl ads that disappear in 30 seconds. The same capital can buy a media asset with daily access to your exact ICP.

    - Most teams rent attention. The best operators own it. Predictable pipeline starts with predictable distribution.

    4. Google's AI Shift Changes the Game

    - AI Overviews are reducing clicks to traditional search results while Google embeds YouTube directly into the SERP.

    - Media value is no longer just blog rankings. It's multimedia presence. Visibility now requires platform-native authority.

    5. You Cannot Game LLM Visibility

    - Traditional SEO could be manipulated with backlinks and paid boosts. AI visibility requires real brand equity and positive sentiment.

    - LLMs train on authority signals across media properties. If you want to show up in AI answers, you must be worth citing.

    6. Brand Equity Beats Editorial Independence

    - Acquired media serves stakeholders. Narrative shapes culture and buying media shapes narrative.

    - Read content with context. Ownership matters. Content influence increasingly flows through owned channels.

    7. The 4 Distribution Questions Every Marketer Should Ask

    - Which newsletter has the audience you wish you had? Which creator has your buyers' trust? What shows does your ICP consume weekly? What niche media opportunity is still wide open?

    - Use LLMs and audience intelligence tools to find answers faster. The operators asking these questions now are building moats everyone else will pay to access later.

    8. How to Build a Media Engine Without Buying One

    - Start one channel and let patience compound. Sponsor niche newsletters instead of chasing giants. Partner with trusted creators via revenue share, salary, or equity.

    - In the AI era, content is cheap. Reputation and distribution are scarce. Build accordingly.

    9. Three Predictions for the Next Decade

    - By 2035, every unicorn B2B company will own a media property. Newsletter and YouTube network valuations will triple as LLM visibility becomes priced in.

    - Agencies will survive by brokering, building, or optimizing media ecosystems, not just producing content.

    10. Distribution Is the Last Moat Standing

    - AI commoditized content creation. The advantage shifts to those who control reach. A true content moat goes beyond your domain.

    - Visibility is engineered, not hoped for. The window to build that moat cheaply is closing fast.

    Resources & Tools:

    🔗 OpenAI

    🔗 HubSpot

    🔗 The Hustle

    🔗 Starter Story

    🔗 Robinhood

    🔗 Plaid

    🔗 Barstool Sports

    🔗 Google 

    🔗 YouTube

    — 👋🏾 Let's stay connected —

    ╰ Subscribe to my channel: @RossSimmondsTV

    ╰ Instagram: @thecoolestcool

    ╰ Twitter / X: @thecoolestcool

    ╰ LinkedIn: linkedin.com/in/rosssimmonds
  • The Ross Simmonds Show

    RSS 49: Reddit Is Beating You in B2B Search And the Data Proves It

    17/04/2026 | 19 mins.
    In this episode of The Ross Simmonds Show, Ross drops new research across 8,566 high-priority B2B SaaS keywords that reveals how Reddit is quietly dominating bottom-of-funnel search, including the most expensive CPC terms in your Google Ads account. He breaks down what the data actually means for your pipeline and the exact playbook operators need to respond before the gap widens further.

    Key Takeaways and Insights:

    1. How Reddit Changed the SEO Game

    -Google elevated user-generated content after seeing demand for people-first answers, and Reddit threads now outrank product and category pages across B2B SaaS.

    -Traditional SEO playbooks built on volume and backlinks are losing ground. The shift is not theoretical. It is happening in your highest-value queries right now.

    2. The Scoreboard: Reddit's Share of the Top 3

    -Reddit commands 40 to 45 percent of top-three rankings across most B2B SaaS verticals. In three of four industries analyzed, Reddit consistently beat all competitors.

    -Even established review sites are losing ground to subreddit threads. The brands still ignoring this are handing over pipeline.

    3. Myth: Reddit Only Wins on Review Terms

    -Reddit wins 94 percent of the time for "best software" queries, but 77 percent of Reddit's wins come from non-review, demand-gen keywords.

    -Reddit is not just stealing review traffic. It is influencing pipeline at every stage of the buyer journey.

    4. The CPC Paradox

    -At $15 to $20 CPC, Reddit wins 45 percent of the time. At $50-plus CPC, that number hits 67 percent.

    -You are paying $50 per click while a two-year-old Reddit thread captures the organic click above you.

    5. Authority Alone Does Not Win Anymore

    -High domain authority no longer guarantees rankings. Brands that win build long-tail infrastructure aligned to real customer queries.

    -Long-tail blog content consistently outperforms thin category pages. The edge goes to operators who build depth, not just links.

    6. Subreddits Are the Real Competitors

    -It is not Reddit as a monolith. It is specific communities. The CRM subreddit showed a 49 percent win rate. r/EmailMarketing hit 68 percent. r/SmallBusiness drove nearly 141K monthly searches across tracked queries.

    -One subreddit can dominate an entire B2B category. These are your real competitors.

    7. Long-Tail Is Where Reddit Dominates

    -For keywords with six or more words, Reddit's win rate hits 87 percent. Years of user questions created a library of hyper-specific content that is nearly impossible to replicate overnight.

    -That long-tail depth fuels both Google rankings and LLM citations. If you are not building long-tail assets, you are invisible in AI search.

    8. Reddit Now Shapes LLM Visibility

    -B2B buyers use peers, communities, and LLMs to validate decisions, and LLMs are citing Reddit more than ever.

    -If you are absent from key subreddits, you likely do not exist in AI-generated answers either. Reddit presence influences both the SERP and the model.

    9. The Operator Playbook for Winning on Reddit

    -Run a keyword gap analysis against reddit.com. Identify three to five subreddits consistently outranking you. Engage with value, not pitches. Earn credibility first.

    -Invest in high-quality educational content and measure sentiment and LLM visibility as part of your growth system. This is how you build presence that compounds.

    Resources & Tools:

    🔗 Reddit

    🔗 Google

    — 👋🏾 Let's stay connected —

    ╰ Subscribe to my channel: @RossSimmondsTV

    ╰ Instagram: @thecoolestcool

    ╰ Twitter / X: https://x.com/TheCoolestCool

    ╰ LinkedIn: linkedin.com/in/rosssimmonds
  • The Ross Simmonds Show

    RSS 48: The Fractional CMO Playbook: From Underdog to $270K

    10/04/2026 | 24 mins.
    In this episode of The Ross Simmonds Show, Ross breaks down how he built a quarter-million-dollar solo consulting business before 30 and how he would engineer that same growth today as a fractional CMO in the AI era. From personal brand foundations to referral flywheels to public speaking as a client acquisition engine, this is a tactical, no-excuses blueprint for building authority and pipeline as a one-person growth operation.

    Key Takeaways and Insights:

    1.From Basement to $270K: The Origin Story

    -Ross built a quarter-million-dollar solo business before 30 with no elite network and no big-city advantage. Just reps, value creation, and commitment to the long game.

    -Underdogs win when they stop waiting for permission and start stacking consistent execution.

    2.What a Fractional CMO Actually Does

    -A fractional CMO provides strategic marketing leadership across brand, messaging, content, search, and growth without the full-time cost. Multiple companies. Real equity upside.

    -It is one of the highest-leverage positions in the market right now for marketers who own outcomes, not just tasks.

    3.Personal Brand Is the Foundation

    -If someone Googles you today, what shows up? Buy your domain. Control your narrative. Publish content aligned to your niche and your ideal client profile.

    -Your name is an asset. Treat it like one or someone else will define it for you.

    4.Consistency Beats Excuses in the AI Era

    -AI removes friction. It does not replace strategy. If you have no clients and you are not posting daily, that is the problem.

    -Visibility is engineered through repurposing content across LinkedIn, X, Threads, YouTube, and podcasts. Not hoped for.

    5.Build Leverage with Talent and AI

    -Combine AI systems with high-level human talent. Use tools like Claude, ChatGPT, Fathom, and Superhuman to increase capacity without adding headcount.

    -Hire globally. Skill beats geography. Layer systems and people and you get agency-level output from a solo operation.

    6.Diversify Revenue Without Destroying Focus

    -Courses, speaking, e-commerce, consulting — multiple income streams are real. But side quests can build skills or kill focus depending on how you sequence them.

    -Depth compounds faster than scattered effort. Focus accelerates revenue growth.

    7.Referral Flywheels as Passive Leverage

    -Do great work, earn inbound referrals, and build a referral program that earns without direct delivery. Partner with agencies and specialists to expand capability without expanding overhead.

    -Compounding trust beats cold outreach every time.

    8.Public Speaking as a Client Acquisition Engine

    -Speaking landed Ross publicly traded clients. Reps build confidence. Confidence builds pipeline. Add value on stage and the rest follows.

    -Most people fear judgment. The reality: few remember you after two hours. Get on stage anyway.

    9.Ignore Hype Cycles. Play the Long Game.

    -"SEO is dead" is a recurring headline. It has been wrong every time. Trends rotate. Fundamentals compound.

    -Decades of focused reps create unfair advantage. AI matters. Shiny objects do not.

    10.Focus Is a Competitive Advantage

    -Stop doom-scrolling. Start building. Do not argue with trolls. Create instead.

    -Protect your mindset like you protect revenue. The long game rewards discipline above everything else.

    Resources & Tools:
    🔗 Claude

    🔗 ChatGPT

    🔗 Fathom

    🔗 Superhuman

    — 👋🏾 Let's stay connected —
    ╰ Subscribe to my channel: @RossSimmondsTV
    ╰ Instagram: @thecoolestcool
    ╰ Twitter / X: @thecoolestcool
    ╰ LinkedIn: linkedin.com/in/rosssimmonds
  • The Ross Simmonds Show

    RSS 47: The 10-Year Shift: Why Distribution Is Your Best AI Strategy

    01/04/2026 | 28 mins.
    In this episode of The Ross Simmonds Show, Ross makes the case that AI visibility isn't a new game — it's the result of a decade of distribution compounding in plain sight. He breaks down why CREAM is dead, why D.R.E.A.M. wins, and exactly which channels, from Reddit to YouTube to review sites, are shaping what Google AI Overviews, ChatGPT, and Perplexity actually cite.

    Key Takeaways and Insights:

    The 10-Year Head Start Most Brands Missed

    AI visibility didn't start with ChatGPT. It started with consistent content distribution years before LLMs entered the conversation.

    The brands winning in AI-powered search today built authority everywhere, early. Momentum favors those who showed up first and often.

    CREAM Is Dead. DREAM Wins.

    "Content Rules Everything Around Me" is outdated. Distribution Rules Everything Around Me is the new mandate.

    Creation is easier than ever. Attention is not. Visibility in AI systems is engineered through amplification, not hope.

    Google Is Still the Dominant AI Platform

    The most-used AI discovery engine isn't ChatGPT or Perplexity. It's Google, and millions use it daily without realizing they're inside an AI-powered experience.

    AI Overviews shape answers before users ever see the 10 blue links. The goal is to influence the answer, not just the ranking.

    SEO Isn't Dead. It's a Distribution Channel.

    SEO remains critical for bottom-of-funnel and transactional queries. Double E-E-A-T, Experience, Expertise, Authority, Trust, matters more than ever.

    Most teams optimize pages. The best teams optimize ecosystems.

    Reddit's B2B Takeover

    Reddit now dominates high-CPC, long-tail, and commercial-intent SERPs and is generating millions of citations inside Google AI Overviews and LLM responses.

    The strategy: organic participation through authentic, useful answers in the right subreddits, and paid capture of high-intent users already validating buying decisions.

    YouTube as a Search Weapon

    Google prioritizes YouTube in AI results because it's inside their ecosystem, and AI Overviews are increasingly embedding video responses.

    If you'd write a blog post about it, you should consider filming it. Influencer collaborations can shift SERP narratives faster than most teams realize.

    Review Sites and Third-Party Validation

    G2, Capterra, TrustRadius, Yelp, and TripAdvisor are high-trust sources that LLMs actively pull from. Reviews and awards influence AI credibility signals directly.

    Fill out every field. Encourage every review. Do the unsexy work, because LLMs do.

    Offsite Mentions and Digital PR as AI Fuel

    Inside LLMs, brand mentions matter, not just backlinks. Guest posts, podcasts, newsletters, and press build the narrative association that shapes AI understanding.

    Repeated brand and category pairing across the web is how you train AI to associate you with your space. Marketing is distributed storytelling at scale.

    The Modern Distribution Stack

    SEO foundation. Reddit, organic and paid. YouTube strategy. Review site optimization. Offsite mentions and digital PR.

    Your website is one node in the system, not the whole system.

    Resources & Tools:

    🔗 Reddit

    🔗 YouTube

    🔗 G2

    🔗 Capterra

    🔗 TrustRadius

    🔗 TripAdvisor

    🔗 ChatGPT

    🔗 Perplexity

    — 👋🏾 Let's stay connected —
    ╰ Subscribe to my channel: @RossSimmondsTV
    ╰ Instagram: @thecoolestcool
    ╰ Twitter / X: @thecoolestcool
    ╰ LinkedIn: linkedin.com/in/rosssimmonds

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About The Ross Simmonds Show

Welcome to The Ross Simmonds Show. A show exploring the different sides of entrepreneurship, how Ross is growing his global marketing agency, building software, raising a family, and attempting to do so much more. On this show, Ross explores what goes into executing with excellence, embracing innovation, marketing at a high level and doing it all with intent of the playing the long game. This show is a proud member of the HubSpot Podcast Network.
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