Roundtable

Tim Holloway

What Happens Inside ROUNDTABLE LIVE Weekly founder conversations and growth sessions featuring: business builders coaches and consultants creators and thought leaders operators and scaling experts Topics include: authority building business growth strategy scalable systems influence and positioning leadership development audience growth brand expansion long-term thinking Big idea or business challenge Guest framework, lesson, or story Practical growth strategy Authority and influence insights Audience Q&A “What builders should focus on this week” Founder Conversations Growth Roundtables Authority Sessions Influence Labs Builder Sessions Market Leadership Conversations Strategic Think Tanks Scalable Influence Discussions If you are building something meaningful and want to grow alongside other sharp thinkers and strategic leaders, welcome to the table.

  1. 1d ago

    From Crash to Comeback: Jason Kerby's Entrepreneurial Journey

    In this insightful interview, Jason Kerby shares his entrepreneurial journey, including overcoming setbacks, mindset shifts, and the importance of identity in business success and recovery. Discover practical lessons on resilience, growth, and the power of gratitude from a seasoned business owner who has navigated the highs and lows of entrepreneurship. Key topics Entrepreneurial resilience Mindset shifts after failure Business exit strategies Identity and self-perception in business The role of gratitude in overcoming adversity Chapters 00:00 The Journey Begins: From Contractor to Entrepreneur 02:50 Navigating Challenges: The 2008 Crash and Its Aftermath 06:11 The Shift in Mindset: Embracing Coaching and Growth 08:58 Identity Crisis: Life After Selling the Business 11:48 Finding Purpose: Transitioning to Coaching and Helping Others 23:31 Facing Darkness: A Personal Struggle 30:07 Identity Shift: Building a New Life 32:30 The Power of Gratitude and Resilience 39:14 Navigating Change: Lessons Learned Learn more about your ad choices. Visit megaphone.fm/adchoices

    47 min

  2. May 28

    Are You Building a Business or Just Buying a Job with Mark Andersen

    Mark Anderson Name: Mark Anderson Business: Know Your Numbers Location: Pearland, Texas Role: Owner of a small accounting firm In business since: March 2018 Specialty: Helping small business owners using QuickBooks Online keep accurate accounting records and use those records as a diagnostic tool to improve profit, cash flow, and business value. Mark helps small business owners: Clean up messy or incorrect accounting records Understand financial statements Learn how to read a balance sheet Use numbers to make better business decisions Track profitability and cash flow Identify sales, cost, debt, and profit issues Build forward-looking KPIs Prepare for loans, business partners, or selling the business Move from owning a “job” to building a sellable business His process includes: Start with clean accounting recordsFix messy books or, in extreme cases, start fresh. Educate the business ownerTeach them how to understand and use financial information. Meet monthly using real numbersReview financial statements and diagnose problems. Layer in KPIsCreate forward-looking indicators to help predict revenue, gross profit, and financial performance before the month ends. Prepare for major business transactionsHelp owners get ready for loans, partnerships, or selling the business. Before starting his accounting firm, Mark was: A golf professional In public accounting for over 10 years Performing financial statement audits Doing CFO-type cleanup work for businesses He eventually moved into working with small businesses because he liked having multiple smaller clients instead of relying on one large interim CFO role. Mark typically works with small businesses that are: Using QuickBooks Online Revenue range of roughly $0 to $2.5 million Often mom-and-pop businesses Usually fewer than 10 employees Cost-conscious but serious about improving their financial systems “If you want to create value in your business, you’ve got to get out of your business.” Mark emphasizes that if the owner is doing everything, they do not really own a business — they own a glorified job. YouTube / Podcast: Business on the Run Facebook: Know Your Numbers PL TikTok: Chasing Profit and Pups Phone: 346-320-1300 00:00 Intro and new group podcast format01:00 Meet Mark Anderson from Know Your Numbers02:21 Why small business owners struggle with financial information03:30 What is a balance sheet?04:46 Why entrepreneurs often avoid the numbers08:03 Mark’s framework for fixing messy books09:10 Using financial statements to diagnose business problems10:22 Why separating business and personal money matters12:49 Mark’s journey from golf pro to accounting firm owner15:10 Why Mark chose small business accounting17:32 Worst-case bookkeeping disasters19:50 Why business owners need a financial mirror21:00 From not knowing a balance sheet to improving gross margin22:16 Helping a company grow into a full accounting department24:16 Are you building a business or buying yourself a job?25:20 Why business value requires getting out of the day-to-day26:41 Buying back your time as a business owner29:11 Money mindset, debt, and financial goals33:16 Why boring business tasks create profit35:00 Mental health advocacy, podcasting, and purpose42:06 Finding the right accountant before growth breaks the business45:34 Rebuilding after business setbacks48:00 Where to connect with Mark Anderson50:00 Final thoughts and closing #SmallBusinessFinance#KnowYourNumbers#BusinessAccounting#CashFlowManagement#EntrepreneurMindset Learn more about your ad choices. Visit megaphone.fm/adchoices

    54 min

  3. Apr 13

    If Nobody Claps, Don’t Call It Humility; Fix Your Message

    Stop hating applause and start earning it—because applause isn’t ego… it’s evidence your message is landing. If your content gets no likes, no comments, no amens, no shares, no feedback, that’s not “humility.” That’s a signal. In this episode, we break down why so many leaders, creators, speakers, coaches, pastors, and entrepreneurs secretly reject recognition—then wonder why they’re ignored. Applause is not the goal, but it is a scoreboard. It tells you whether your communication is clear, confident, and actually producing transformation. If your message matters, your brand matters, your mission matters—then you should care whether people feel it. This talk goes deep into the difference between approval addiction and healthy feedback, why “false humility” keeps you small, and how honor, excellence, validation, and appreciation can exist without ego. You’ll learn how to pursue impact without becoming a glory-hound—and why being impressive is part of the game when you’re trying to serve people at a high level. You’ll hear why applause is feedback—not vanity—and how to use it like data to improve your message, your systems, and your delivery. You’ll learn the difference between wanting recognition and needing it for your identity, plus how insecurity turns “I don’t care” into a mask. We also unpack faith-based “worm theology” and the idea that staying small makes God big—then reframe honor, affirmation, and excellence as part of a healthy, mission-driven life. Finally, you’ll get a practical mindset shift: if you avoid being impressive, you’ll keep getting ignored—so bring your best without making it about your ego. 00:00 Intro: Applause isn’t ego—it’s evidence01:08 Applause vs approval addiction03:06 If your work transforms people, feedback should show04:00 Public speaking, TED Talks, and the “scoreboard”06:05 When no one engages: what it might mean08:04 “Amen” as validation and real-time feedback09:00 False humility exposed10:13 Why feedback matters (the “data” analogy)12:05 Faith culture, identity, and “worm theology”15:13 Glorification, honor, and worthiness17:38 Honor one another: appreciation → honor20:03 Co-laboring and agency (not passivity)21:56 Excellence, impressiveness, and making an impression26:24 Receive gratitude without ego29:47 Empty cup syndrome and serving from overflow30:07 Applause vs reassurance (seen, heard, known)34:55 Wanting applause vs needing applause38:01 Final reframe: applause is evidence #MindsetShift #PublicSpeaking #Confidence #PersonalDevelopment #Leadership Learn more about your ad choices. Visit megaphone.fm/adchoices

    43 min

  4. Apr 6

    If You Hate Clout, You’re Choosing Invisibility (Here’s Why)

    If you’re building a podcast, brand, coaching offer, book, speaking career, or online business—and you secretly hate “clout”—this episode is your wake-up call. Because if you’re allergic to clout, you’re choosing invisibility over impact. And invisibility kills influence, credibility, authority, trust, and cash flow. Real clout isn’t flexing. It’s being trusted before you enter the room—when your reputation and track record speak for you. In this episode, we break down the difference between fake influence and earned credibility, why your message gets ignored when you have no system for trust, and how consistency creates a reputation people can vouch for. You’ll learn how testimonials, proof, and daily showing up build the “no-like-and-trust” factor that makes people actually buy, follow, and refer you. If you’re tired of chasing crumbs, starting every conversation at zero trust, and watching people with less talent get more attention—this is the framework to build a reputation that precedes you (the right way).  Why clout = trust, not ego or showing off The track record principle: people trust actions, not words Why no reputation can be as damaging as a bad one How consistency builds credibility in content, business, and marketing The “rearview mirror” test for reputation (and what it reveals) The 2-step clout framework: pick what you’re known for + show proof How testimonials, referrals, and results create real authority 00:00 Intro: attention → clout, credibility, reputation01:08 Clout isn’t flexing—it’s trust before you walk in02:06 The 2 problems: don’t know what to do vs. won’t execute05:14 The ingredient metaphor: you can’t skip what you need06:43 High school reputation + track record examples11:38 Definition: credibility = reputation + consistency16:01 Feedback, reviews, and transformation proof19:19 The “people vouch for you” principle (testimonials/referrals)22:03 Why “I’m above marketing” is pride (and costs you)23:07 Be known for something—or be known for nothing26:52 What you’re for vs. what you’re against29:13 Why trust determines sales30:06 You are allowed to be known34:44 The 2-step framework: pick it + publish proof36:19 Wrap up Hashtags:#Clout #Credibility #PersonalBrand #PodcastMarketing #OnlineBusiness Learn more about your ad choices. Visit megaphone.fm/adchoices

    41 min

  5. Mar 30

    Attention Isn’t Vanity—It’s Access (Stop Playing Small)

    If nobody listens, your impact is fake. Your message dies in silence. In this episode, Tim Holloway breaks the lie that “wanting attention is vanity” and shows why attention is the first act of leadership. If you’re building a business, brand, ministry, podcast, or personal platform—and you feel stuck in invisibility, this is for you. You don’t have an impact problem… yet. You have an attention problem. And the reason might be deeper than strategy: false humility, old programming, trauma-based “stay small” beliefs, and fear that success will destroy you. You’ll learn how to give yourself permission to be seen, permission to be heard, and permission to pursue reach—without becoming a clown, chasing ego, or selling your soul. Tim reframes attention as access: people can’t be helped if they can’t hear you. Then he teaches the LISTEN method to earn attention with integrity—lead with friction, identify the enemy, say the sharp thing, prove it with receipts, engineer reps, and pick one measurable next move. If you’re ready to stop donating your talent to obscurity, press play. Why “impact” doesn’t exist without attention How to say “I want attention” without cringing The real reason you resist success, wealth, influence, or visibility The reframe: attention = access, not vanity How to get noticed without gimmicks, tricks, or being a clown The LISTEN Method to make people actually pay attention One measurable action to move from invisible to influential 00:00 Intro00:11 If they don’t listen, your impact is fake01:00 Why most people have an attention problem02:08 The “permission to succeed” story05:00 How trauma + systems program you to stay small07:18 Reframing wealth, fitness, and success (caricatures)11:30 Fear of success: why you won’t open the door16:05 Tools are neutral: character determines outcomes21:46 Why attention feels “bad” (school + programming)24:02 Can you say “I want attention” without cringing?25:16 Defining attention (noticed, interesting, carries weight)28:38 The pain of speaking to people who won’t listen33:27 Let your light shine: visibility requires attention39:00 The pain of invisibility (and why loud people win)45:22 Attention = access (the core reframe)46:20 The LISTEN Method breakdown52:37 Stop donating your talent to obscurity53:20 Final challenge + permission slip #Attention #PersonalBrand #Influence #CommunicationSkills #Podcasting Learn more about your ad choices. Visit megaphone.fm/adchoices

    51 min

  6. Mar 9

    The #1 Reason You’re Stuck: You Don’t Have a Vision

    If you feel stuck, unmotivated, or like you’re drifting through life, it’s not because you’re lazy—it’s often because you don’t have a clear vision. In this final episode of the “Rainfall to the Ocean” series, we hit Stage 7: The Ocean—the place where personal growth becomes legacy, impact, and long-term purpose. You’ll learn how to use leverage to create real change: yes, pain can push you… but pleasure (a compelling future vision) is the superpower that pulls you forward. We break down why “where there is no vision, people perish,” how hope creates momentum, and how to design a future self you can see, taste, and believe. You’ll map your “Promised Land” across faith, family, fitness, finances, and business, then write your own “My Ocean is when I…” statement—so you stop shrinking, stop stalling, and start building something that outlives you. If you’re ready to go from invisibility to visibility, and from goals to legacy-driven action, this is your blueprint. The meaning of Stage 7: The Ocean (legacy, impact, promised land thinking) Why pain vs pleasure both create leverage—and which one is the “superpower” How vision keeps you from drifting, shrinking, and stalling How to build a future vision across faith, family, fitness, finances The business “Ocean” map: marketing, sales, operations, revenue goals The exact “My Ocean is when I… through… so that…” mission template How your past pain can fuel a purpose (and why healing builds the future) Why legacy means creating systems that work without you 00:00 Intro + Stage 7 recap01:22 The Ocean = legacy, impact, promised land04:48 Leverage explained: pain vs pleasure09:27 Why he won’t “teach the ocean” (yet)11:13 Vision, hope, and why people drift/shrink/stall18:49 Future vision map: faith, family, fitness, finances22:37 Business vision: marketing, sales, ops, revenue23:19 Promised Land questions to journal + clarify30:46 “My Ocean is when…” mission statement framework33:47 What do you hate? Purpose, pain, and calling36:28 Heal the past to build the future38:02 Final charge + outro Hashtags:#PersonalGrowth #Legacy #Vision #Purpose #Motivation Learn more about your ad choices. Visit megaphone.fm/adchoices

    43 min

  7. Mar 5

    You’re Not Stuck… You’re Lying to Yourself

    This episode is about why most male business owners hit a ceiling: they stay “busy” instead of productive, lie to themselves about priorities, and avoid the identity shift required to lead. Ryan shares how marriage, fatherhood, and faith forced him to evolve from technician to CEO so he can scale the business without sacrificing his family, health, or peace. Learn more about your ad choices. Visit megaphone.fm/adchoices

    39 min

  8. Mar 2

    The Lone Wolf Lie: Why You’ll Stall Without Allies

    If you’re trying to grow your personal brand, business, podcast, or speaking career by yourself, this is the stage where you’ll hit a wall. In Stage 6: Confluence, we talk about the shift from the solo grind to real expansion—through partnerships, networking, mentors, masterminds, and strategic collaboration. The truth is: nothing big gets accomplished alone. If you want more credibility, cash flow, influence, and impact, you need to build relationships that give you access to rooms you didn’t build—and you also need to make your own “room” (podcast, audience, community, platform) attractive enough that the right people want to step into it. We also break down the hard reality behind book deals, stages, and big opportunities: it’s not just your idea—it’s your reach, tribe, email list, and ability to draw a crowd. If you’re an entrepreneur, creator, coach, author, or aspiring speaker trying to level up your network and grow faster, this episode is your blueprint for building win-win alliances and avoiding the lone wolf trap. Why “self-made” is a myth (and what interdependence really means) How to build your “room” (platform + community) to attract bigger opportunities The smartest way to get into higher-level circles without faking it Why book deals/stages care more about reach than ideas The “go on podcasts for a year” strategy for speaking reps + credibility How to craft a signature message by studying top speeches/TED Talks The win-win rule for partnerships (and how to spot “users”) Why you must get the right people in the right seats to scale 00:00 Intro • Stage 6: Confluence00:45 Nothing big gets accomplished alone02:30 Interdependence: partnerships, platforms, networks03:20 Hero’s Journey: allies + tribe mindset04:40 Networking as the key to success05:20 Credibility by association (strategic positioning)07:30 Build your room, then enter other rooms09:17 Truth about book deals/stages: reach > ideas13:29 Go on podcasts to level up speaking14:39 Craft your signature message (study great speeches)17:13 Right people in the right seats (life + business)27:05 Shift from creator to connector28:09 The mentor story (doors open through people)31:36 Paying for rooms: coaches + networks35:08 Win-win partnerships + enemies of this stage39:09 What winning looks like in Stage 639:44 Outro • Stage 7 teaser Learn more about your ad choices. Visit megaphone.fm/adchoices

    44 min
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About

What Happens Inside ROUNDTABLE LIVE Weekly founder conversations and growth sessions featuring: business builders coaches and consultants creators and thought leaders operators and scaling experts Topics include: authority building business growth strategy scalable systems influence and positioning leadership development audience growth brand expansion long-term thinking Big idea or business challenge Guest framework, lesson, or story Practical growth strategy Authority and influence insights Audience Q&A “What builders should focus on this week” Founder Conversations Growth Roundtables Authority Sessions Influence Labs Builder Sessions Market Leadership Conversations Strategic Think Tanks Scalable Influence Discussions If you are building something meaningful and want to grow alongside other sharp thinkers and strategic leaders, welcome to the table.

Information

  • Creator
    Tim Holloway
  • Years Active
    2025 - 2026
  • Episodes
    38
  • Rating
    Explicit
  • Copyright
    © Tim Holloway
  • Show Website
    Roundtable