Monsters & Lighthouses: Enneagram, Money and the Patterns That Shape Your Decisions

Darin Newbold & Doug Lynam
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The Monsters & Lighthouses: Enneagram, Money and the Patterns That Shape Your Decisions Show challenges the lie that money problems are math problems. They’re pattern problems. Hosted by Doug Lynam and Darin Newbold, this show exposes the emotional drivers behind your financial stress and leadership decisions, using Money Monsters to name the pattern and BoldGPS™ to set a lighthouse of purpose so you stop reacting and start choosing. If success still feels unstable, this is why.

Episodes

  1. Jul 31

    E008 - The Enlightenment Structure. Becoming a Money Master

    E008 - The Enlightenment Structure. Becoming a Money MasterThe way out of the dark night of the soul is not around the pain. It's through it.Episode 8 completes the journey. If Episode 7 mapped the shadow, this episode charts the climb to enlightenment, the path that turns your Money Monster into a Money Master. First, the trap. Doug opens with the faux virtue. a behavior that looks virtuous but quietly feeds your worst tendencies. Type 3s hide vanity behind "assertiveness." Type 7s excuse gluttony as "mercy," which Darin reframes honestly as entitlement. Every type has one. What You'll DiscoverDoug maps the full ascent for all nine types. the primary recovery virtue that inverts your core ego addiction, the secondary virtue it pairs with, and the greatest virtue they create. From there you reach your greatest hope and your sacred gift, the holy idea you were built to bring the world. Type 3s move through modesty and faith into authenticity, becoming the Builder. Type 7s pair mindfulness with generosity to find contentment. This is not a one-and-done fix. it's a rinse-and-repeat practice, and this episode is the map. Episode Timestamps[00:47] The Faux Virtue. growth traps in disguise [10:04] Primary Recovery Virtue. inverting your ego addiction [14:35] Secondary Recovery Virtue. the alchemy of two virtues [21:20] All Nine Types. the full climb to each greatest virtue [28:01] Greatest Hope and Sacred Gift. the holy idea for each type [42:00] The Lighthouse. tying enlightenment to purpose About Your HostsDoug Lynam is a financial advisor, TEDx speaker, and author of Taming Your Money Monster. He combines Enneagram psychology with financial planning to help clients break free from destructive money patterns. 📖 Get Doug's Book: Taming Your Money Monster on Amazon. https://a.co/d/00t3PCPsFor investment advisory, portfolio management, or financial planning services from Doug Lynam, please visit. https://cmiallc.comFor Enneagram money coaching or to book Doug as a speaker: https://dougjlynam.com Darin Newbold is the creator of the BoldGPS™ framework, using the Enneagram as a map of you, your purpose is your lighthouse direction, he helps leaders and teams know themselves, their purpose and how to unlock their patterns to create lasting impact. Turn identity into action with 🧭 BoldGPS™ Starter Map: Includes your Enneagram typing, Purpose Factor assessment and 90min coaching to build your map. https://yourboldsolutions.com/boldgps-start-mapFor executive and leadership coaching, book a Discovery Call. https://yourboldsolutions.com/discoveryResources & Links📊 https://www.dropbox.com/scl/fi/fn1ezob8mvfsb0phqod8m/Enlightenment-Structure.pdf?rlkey=vpz3r7qmb2b7r5nd0yp9mohtt&st=i72oo5y6&dl=0. Keywords: enlightenment structure, enneagram, money master, recovery virtue, sacred gift, faux virtue, money psychology, leadership, purpose, self-awareness

  2. Jul 2

    E007 - The Shadow Structure - What You're Leaving Behind

    Your childhood coping mechanisms are now your greatest liabilities.Episode 7 introduces the shadow structure. this framework explains how defense mechanisms you adopted as a child to survive trauma or stress have become maladaptive patterns in adulthood. The psychological umbilical cord connecting you to caregivers gets severed by one of three sacred wounds. anger, grief, or fear. Your shadow emerges as the ego's protection strategy to prevent that pain from becoming real again. The problem. the very coping mechanisms designed to protect you inevitably create the pain you've been trying to avoid. It's the Twilight Zone effect. What You'll DiscoverDoug breaks down the complete shadow structure across all nine types. You'll learn the sacred wound, greatest fear, and greatest vice for each type. Type 3s use deceit to mask perceived worthlessness. Type 7s use gluttony to escape pain and privation. Each type's ego addiction, when overused, creates the dark night of the soul. the inevitable crisis where you're trapped in your greatest fear. Doug and Darin provide real examples of how these patterns show up in money decisions and leadership. This episode ends with a deliberate cliffhanger pointing to Episode 8's solution. Episode Timestamps[00:16] Introduction. the five steps recap and shadow structure preview [02:21] Shadow Structure Defined. defense mechanisms and childhood wounds [05:34] Doug's Type 3 Example. the greatest fear and vice (deceit) [07:47] Darin's Type 7 Example. fear of privation and gluttony [09:13] The Three Core Sacred Wounds. anger, grief, fear (internalized/externalized) [25:47] The Dark Night of the Soul. the inevitable ego addiction crisis [44:53] All Nine Types' Dark Nights. specific shadows for each type About Your HostsDoug Lynam is a financial advisor, TEDx speaker, and author of Taming Your Money Monster. He combines Enneagram psychology with financial planning to help clients break free from destructive money patterns. 📖 Get Doug's Book: Taming Your Money Monster on Amazon. https://a.co/d/00t3PCPsFor investment advisory, portfolio management, or financial planning services from Doug Lynam, please visit. https://cmiallc.comFor Enneagram money coaching or to book Doug as a speaker: https://dougjlynam.comDarin Newbold is the creator of the BoldGPS™ framework, using the Enneagram as a map of you, your purpose is your lighthouse direction, he helps leaders and teams know themselves, their purpose and how to unlock their patterns to create lasting impact. Turn identity into action with 🧭 BoldGPS™ Starter Map: Includes your Enneagram typing, Purpose Factor assessment and 90min coaching to build your map. https://yourboldsolutions.com/boldgps-start-mapFor executive and leadership coaching, book a Discovery Call. https://yourboldsolutions.com/discoveryComing Next EpisodeEpisode 8. The Enlightenment Structure. How to move through the dark night of the soul and become a Money Master. This completes the diagnostic and destination diptych. Keywords: shadow structure, enneagram, dark night of the soul, ego addiction, sacred wound, money psychology, leadership patterns, self-awareness, spiritual growth

  3. Jun 19

    E006 - From Monster to Master: The Five Steps

    E006 - From Monster to Master: The Five StepsYou can't skip to the action. You have to do the work first.Episode 6 shifts from identifying money monsters to actually taming them. Doug introduces the five-step framework from his book, organized around three core practices: Contemplation, Compassion, and Action. Think of it like the Mobius band, a continuous cycle of rinse and repeat, not a linear path. What You'll DiscoverDoug breaks down the five practical steps to transform your relationship with money and become a money master. Learn why building your "tribe" (mentors, financial advisors, therapists, coaches) is essential. Discover why jumping straight to action reinforces the very patterns sabotaging you. Doug uses Lord of the Rings hero's journey framework to explain why you need accountability partners who can mirror your blind spots. Darin shares personal Type 7 failures (like an oil and gas investment disaster) to illustrate why self-diagnosis doesn't work. Episode Timestamps[00:18] Introduction - The five steps overview [01:52] The Framework - Contemplation, Compassion, Action explained [06:29] Step One - Finding your tribe and building your support network [08:37] Why you can't do it alone - The blind spot problem [44:25] Can you skip steps? - Why you must follow the process [49:24] Closing - You need accountability, not just action About Your HostsDoug Lynam is a financial advisor, TEDx speaker, and author of Taming Your Money Monster. He combines Enneagram psychology with financial planning to help clients break free from destructive money patterns. 📖 Get Doug's Book: Taming Your Money Monster on Amazon - https://a.co/d/00t3PCPsFor investment advisory, portfolio management, or financial planning services from Doug Lynam, please visit: https://cmiallc.comFor Enneagram money coaching or to book Doug as a speaker: https://dougjlynam.com Darin Newbold is the creator of the BoldGPS™ framework, using the Enneagram as a map of you, your purpose is your lighthouse direction, he helps leaders and teams know themselves, their purpose and how to unlock their patterns to create lasting impact. Turn identity into action with 🧭 BoldGPS™ Starter Map: Includes your Enneagram typing, Purpose Factor assessment and 90min coaching to build your map - https://yourboldsolutions.com/boldgps-start-mapFor executive and leadership coaching, book a Discovery Call - https://yourboldsolutions.com/discoveryResources & Links🎓 Taming Your Money Monsters Workshop - The 8-week intensive program covering these five steps in depth. Details and enrollment information coming soon. Coming Next EpisodeA deeper dive into the individual steps and how they apply to specific Enneagram types. Real scenarios from both hosts. Keywords: leadership patterns, enneagram, financial advisor, purpose, leadership development, money psychology, emotional intelligence, self-awareness, financial planning, business leadership, five steps, money masters

  4. May 21

    E005 - The Fear Triad - Types 5, 6, 7

    E005 - The Fear Triad: Security, Certainty & ControlThey're protecting themselves from chaos.Type 5s internalize fear. The Compact Car, retreating into knowledge. Type 6s are conflicted by fear. The Sedan, seeking safety in systems. Type 7s externalize fear. The Sports Car, racing toward the next experience. Same emotion. Three strategies for finding security and certainty. What You'll DiscoverDoug and Darin break down how Types 5, 6, and 7 seek security and how those patterns drive money and leadership decisions. Learn the money monsters: Miser/Minimalist (5), Paralyzed/Puppet/Pugilist (6), Gorger/Grabber (7). Darin shares personal Type 7 insights about avoiding pain and seeking endless options. Episode Timestamps[00:00] Introduction - The Fear Triad overview [01:26] Type 5: The Investigator - Internalized fear and the small gas tank [15:44] Type 6: The Skeptic - Conflicted fear and the loyalty trap [32:20] Type 7: The Enthusiast - Externalized fear and the pain avoidance strategy [47:27] Wrap-up - Finding security through different paths and workshop announcement About Your HostsDoug Lynam is a financial advisor, TEDx speaker, and author of Taming Your Money Monster. He combines Enneagram psychology with financial planning to help clients break free from destructive money patterns. 📖 Get Doug's Book: Taming Your Money Monster on Amazon - https://a.co/d/00t3PCPsFor investment advisory, portfolio management, or financial planning services from Doug Lynam, please visit: https://cmiallc.comFor Enneagram money coaching or to book Doug as a speaker: https://dougjlynam.comDarin Newbold is the creator of the BoldGPS™ framework, using the Enneagram as a map of you, your purpose is your lighthouse direction, he helps leaders and teams know themselves, their purpose and how to unlock their patterns to create lasting impact. Turn identity into action with 🧭 BoldGPS™ Starter Map: Includes your Enneagram typing, Purpose Factor assessment and 90min coaching to build your map - https://yourboldsolutions.com/boldgps-start-mapFor executive and leadership coaching, book a Discovery Call - https://yourboldsolutions.com/discoveryResources & Links🎓 Deep Dive Workshop: Taming Your Money Monsters - An 8-week workshop where you'll learn to recognize your patterns, understand your dark night of the soul, and forge your path to becoming a money master. Details coming soon. Coming Next EpisodeWe shift gears from the foundational teaching of all nine types to exploring how these patterns show up in real leadership and financial scenarios. Get ready to see how the monsters play out in everyday decisions. Keywords: leadership patterns, enneagram, financial advisor, purpose, leadership development, money psychology, emotional intelligence, self-awareness, entrepreneurship, business leadership, type 5, type 6, type 7, fear triad, security

  5. May 7

    E004 - The Grief Triad - Types 2, 3, 4

    E004 - The Grief Triad: Validation, Connection & IdentityThey're not looking for control. They're looking for connection.The grief triad (Types 2, 3, and 4) doesn't mean these types are sad all the time. It means grief is their core emotional response to the gap between who they actually are and the image they present. Type 2s grieve that their needs don't matter. They're the Ambulance, rushing to help everyone else. Type 3s grieve that their authentic self isn't enough. They're the Race Car, always performing, always achieving. Type 4s grieve that they're fundamentally flawed. They're the Vintage Corvette, unique and different, but convinced something essential is missing. Same core wound. Three completely different strategies for seeking validation and connection. What You'll DiscoverDoug Lynam and Darin Newbold break down how Types 2, 3, and 4 seek validation in distinct ways and how those patterns drive your money and leadership decisions. You'll learn the money monsters for each type, from the Bleeder/Bonder (2) to the Barrier/Blinger (3) to the Flop/Flinger (4). Understanding these patterns helps you recognize not just yourself, but the deep emotional drivers behind your team members, clients, and partners. Episode Timestamps[00:00] Introduction - The Grief Triad overview [03:40] Type 2: The Helper - Externalized grief and the pay-to-play scheme [16:20] Type 3: The Achiever - Internal and external sadness, deceit and vanity [28:15] Type 4: The Individualist - Internalized grief and the search for significance [44:21] Summary - All three types and their pathways to breaking patterns About Your HostsDoug Lynam is a financial advisor, TEDx speaker, and author of Taming Your Money Monster. He combines Enneagram psychology with financial planning to help clients break free from destructive money patterns. 📖 Get Doug's Book: Taming Your Money Monster on Amazon - https://a.co/d/00t3PCPsFor investment advisory, portfolio management, or financial planning services from Doug Lynam, please visit: https://cmiallc.comFor Enneagram money coaching or to book Doug as a speaker: https://dougjlynam.comDarin Newbold is the creator of the BoldGPS™ framework, using the Enneagram as a map of you, your purpose is your lighthouse direction, he helps leaders and teams know themselves, their purpose and how to unlock their patterns to create lasting impact. Turn identity into action with 🧭 BoldGPS™ Starter Map: Includes your Enneagram typing, Purpose Factor assessment and 90min coaching to build your map - https://yourboldsolutions.com/boldgps-start-mapFor executive and leadership coaching, book a Discovery Call - https://yourboldsolutions.com/discoveryComing Next EpisodeThe Fear Triad (Types 5, 6, and 7). These types are navigating anxiety and security in completely different ways. If you've ever struggled with analysis paralysis, loyalty conflicts, or avoiding pain through endless options, you won't want to miss it.

  6. Apr 23

    E003 - The Anger Triad - Types 8, 9, 1

    E003 - The Anger Triad: Control, Power & PerfectionThree types. One core emotion. Completely different strategies.The anger triad (Types 8, 9, and 1) doesn't mean these types are angry all the time. It means anger is their core emotional response to getting their needs met. And each handles it in radically different ways. Type 8s externalize it. They're the Hummer, rolling over obstacles, always in control. Type 9s internalize it. They're the RV, avoiding conflict, keeping the peace at any cost. Type 1s regulate it. They're the BMW, striving for perfection, maintaining rigid self-control. Same emotion. Three completely different strategies for control and empowerment. What You'll DiscoverDoug Lynam breaks down how Types 8, 9, and 1 seek control in distinct ways and how those patterns show up in your money and leadership decisions. You'll learn the money monsters for each type, from the Detonator/Dominator (8) to the Spud/Dud (9) to the Prude/Pious (1). Understanding these patterns helps you recognize not just yourself, but your team members, clients, and business partners. Episode Timestamps[00:00] Introduction - The Anger Triad overview [06:04] Type 8: The Challenger - Lust for intensity and control [19:04] Type 9: The Peacemaker - Avoiding conflict through sloth [31:53] Type 1: The Perfectionist - The inner critic and resentment [46:56] Workshop Preview - Taming Your Money Monsters course announcement About Your HostsDoug Lynam is a financial advisor, TEDx speaker, and author of Taming Your Money Monster. He combines Enneagram psychology with financial planning to help clients break free from destructive money patterns. 📖 Get Doug's Book: Taming Your Money Monster on Amazon - https://a.co/d/00t3PCPsFor investment advisory, portfolio management, or financial planning services from Doug Lynam, please visit: https://cmiallc.comFor Enneagram money coaching or to book Doug as a speaker: https://dougjlynam.com Darin Newbold is the creator of the BoldGPS™ framework, using the Enneagram as a map of you, your purpose is your lighthouse direction, he helps leaders and teams know themselves, their purpose and how to unlock their patterns to create lasting impact. Turn identity into action with 🧭 BoldGPS™ Starter Map: Includes your Enneagram typing, Purpose Factor assessment and 90min coaching to build your map - https://yourboldsolutions.com/boldgps-start-mapFor executive and leadership coaching, book a Discovery Call - https://yourboldsolutions.com/discoveryComing Next EpisodeThe Grief Triad (Types 2, 3, and 4). These types are searching for validation and connection, and their strategies look nothing like the anger triad. If you've ever struggled with people-pleasing, image management, or feeling fundamentally different from everyone else, you won't want to miss it. Keywords: leadership patterns, enneagram, financial advisor, purpose, leadership development, money psychology, emotional intelligence, self-awareness, entrepreneurship, business leadership, type 8, type 9, type 1, anger triad

  7. Apr 9

    E002 - The Anxious-Avoidant Money Swing

    Your financial decisions aren't broken. You just can't see the pattern.You know the cycle. Budget locked down tight when anxiety hits. Green-lighting expenses when relief washes over. Rinse, repeat. The swing between clamping down and letting loose feels like discipline failure, but it's not. It's your unconscious fear pattern running the show. In this episode, Doug Lynam introduces the foundational money pattern that shapes every financial decision you make: the Anxious-Avoidant Swing. This isn't about willpower or spreadsheets. It's about the emotional operating system you've been swimming in your entire life, invisible until someone points it out. What You'll DiscoverDoug walks through the anxiety-avoidance spectrum for all nine Enneagram types, revealing the specific blind spots sabotaging your financial life. You'll learn why Type 1s swing between Miser and Martyr, why Type 3s become Image-Conscious Workaholics, why Type 7s oscillate between Gorging and Grabbing. This is the water you've been swimming in. Today, you'll finally see it. Episode Timestamps[00:00] Introduction - From frameworks to money patterns [01:20] What is a Money Pattern? - Unconscious fears driving decisions [02:52] The Water Story - Why you can't see your own blind spots [05:55] Anxiety vs. Avoidance - Two sides of unhealthy money relationships [10:00] Type by Type Breakdown - Money monsters for all nine types [46:40] The Challenge - Write a letter to money, observe yourself without judgment About Your HostsDoug Lynam is a financial advisor, TEDx speaker, and author of Taming Your Money Monster. He combines Enneagram psychology with financial planning to help clients break free from destructive money patterns. 📖 Get Doug's Book: Taming Your Money Monster on Amazon - https://a.co/d/00t3PCPsFor investment advisory, portfolio management, or financial planning services from Doug Lynam, please visit: https://innovativewealth.com/For Enneagram money coaching or to book Doug as a speaker: https://dougjlynam.comDarin Newbold is the creator of the BoldGPS™ framework, using the Enneagram as a map of you, your purpose is your lighthouse direction, he helps leaders and teams know themselves, their purpose and how to unlock their patterns to create lasting impact. Turn identity into action with 🧭 BoldGPS™ Starter Map: Includes your Enneagram typing, Purpose Factor assessment and 90min coaching to build your map - https://yourboldsolutions.com/boldgps-start-mapFor executive and leadership coaching, book a Discovery Call - https://yourboldsolutions.com/discoveryComing Next EpisodeWe dive deeper into specific Enneagram types and their unique money monsters. If you're ready to name your pattern so you can finally tame it, don't miss the next episode. Keywords: leadership patterns, enneagram, financial advisor, purpose, leadership development, money psychology, emotional intelligence, self-awareness, entrepreneurship, business leadership, financial anxiety, money avoidance

  8. Mar 26

    E001 - Welcome to Monsters & Lighthouses: The Foundation

    Why do smart, successful leaders keep making the same financial mistakes?You've built something impressive. You lead teams, close deals, and solve complex problems daily. Yet when it comes to money and leadership decisions, you find yourself stuck in the same reactive patterns. Clamping down when anxious, green-lighting impulsively when relieved. The cycle repeats. This isn't about spreadsheets or willpower. It's about the emotional operating system running beneath your decisions, the patterns formed in childhood that now shape how you lead and manage wealth. Welcome to Monsters & Lighthouses, where we name the patterns keeping you stuck and illuminate the purpose that shows you the way forward. What You'll DiscoverHosts Darin Newbold and Doug Lynam reveal why the same patterns sabotaging your financial decisions are the exact patterns holding back your leadership. You'll get introduced to two powerful frameworks: the Enneagram (which names your pattern) and BoldGPS™ (which gives you direction through purpose). Doug breaks down all nine Enneagram types with his signature "car metaphors." From the Perfectionist (BMW) to the Peacemaker (RV), you'll begin to see yourself and your team with new clarity. This is where transformation begins. Not with more strategy, but with self-awareness. Episode Timestamps[00:00] Introduction - Why patterns in leadership and money are identical [01:30] Origin Story - How a search for PDF diagrams launched a collaboration [04:30] Doug's Journey - From Marine to Monk to Financial Advisor [10:00] The Enneagram Framework - Understanding your emotional operating system [28:00] The Nine Types Explained - Finding your pattern (with car metaphors) [40:35] The Lighthouse - Purpose as your navigation system About Your HostsDoug Lynam is a financial advisor, TEDx speaker, and author of Taming Your Money Monster. He combines Enneagram psychology with financial planning to help clients break free from destructive money patterns. 📖 Get Doug's Book: Taming Your Money Monster on AmazonFor investment advisory, portfolio management, or financial planning services from Doug Lynam, please visit: https://innovativewealth.com/For Enneagram money coaching or to book Doug as a speakerDarin Newbold is the creator of the BoldGPS™ framework, using the Enneagram as a map of you, your purpose is your lighthouse direction, he helps leaders and teams know themselves, their purpose and how to unlock their patterns to create lasting impact. Turn identity into action with 🧭 BoldGPS™ Starter Map: Includes your Enneagram typing, Purpose Factor assessment and 90min coaching to build your map -For executive and leadership coaching, book a Discovery CallComing Next EpisodeDoug unpacks the "Anxious-Avoidant Money Swing." The pattern where you clamp down when you're anxious and green-light impulsively when you feel relieved. If that resonates, you won't want to miss it. Keywords: leadership patterns, enneagram, financial advisor, purpose, leadership development, money psychology, emotional intelligence, self-awareness, entrepreneurship, business leadership

  • 8 Episodes

About

The Monsters & Lighthouses: Enneagram, Money and the Patterns That Shape Your Decisions Show challenges the lie that money problems are math problems. They’re pattern problems. Hosted by Doug Lynam and Darin Newbold, this show exposes the emotional drivers behind your financial stress and leadership decisions, using Money Monsters to name the pattern and BoldGPS™ to set a lighthouse of purpose so you stop reacting and start choosing. If success still feels unstable, this is why.

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