Let Me Speak To A Manager

Ian Mathews and Frank Cava

Stop playing small and start winning the game of business. Let Me Speak To A Manager is the definitive podcast for management training, career navigation, and high-stakes negotiation. Hosted by Frank Cava and Ian Mathews, this show pulls back the curtain on what it actually takes to build wealth, lead elite teams, and master the psychology of business. Frank (CEO of Cava Companies) and Ian (CEO of 5on4 Group) bypass the fluff of "business school theory" to give you raw, actionable strategies from their 50 years of combined experience in Fortune 500 executive leadership and entrepreneurship. Each week, we dive into: Career Advancement: How to ask for a raise, land a promotion, and stand out in any company. Leadership & Culture: Building high-performing teams and scalable business cultures. Sales & Persuasion: Mastering the art of the deal and the psychology of marketing. The Success Mindset: Overcoming procrastination and glass ceilings to achieve your goals. Whether you are a first-time manager, an aspiring executive, or a founder building from scratch, Frank and Ian offer a unique, blunt, and often humorous "riff" on the triumphs and failures of the corporate world. Join us to get the inside track on how to make yourself the most valuable person in the room.

  1. 4d ago

    The Arrival Fallacy: Why You Don’t Feel Satisfied When You Reach a Goal

    Stop Chasing the Next Goal Why is it so hard to actually enjoy a win? In this episode, Ian and Frank tackle a listener question from a young sales professional who finds himself struggling to celebrate his accomplishments. The closer he gets to a goal, the more he starts thinking about what's next, and instead of enjoying the achievement, he starts worrying about the next target. Ian and Frank dig into why high achievers can fall into this cycle, exploring concepts like the hedonic treadmill, the arrival fallacy, and our tendency to constantly move the goalposts. They talk about why success can create its own kind of anxiety and why learning to recognize and celebrate smaller wins matters. The guys also dive into Michael Phelps and the difference between outcome-based goals and process-based goals. Phelps had enormous goals, but he also focused on the small, daily actions that kept him moving forward. Ian and Frank discuss how that same approach can apply to sales, careers, fitness, and everyday life. Along the way, they explore the importance of having goals outside of your career, the positive spillover that can come from achieving something in an entirely different area of life, and why sometimes the best way to keep yourself motivated is to give yourself something new to work toward. They also talk about what athletes like Michael Phelps and Buzz Aldrin can teach us about what happens after achieving something extraordinary and why having support, purpose, recovery, and other parts of life to fall into can make all the difference. And, naturally, the conversation takes a few detours, including office bathroom disasters, Frank's diet break, Ian's increasingly questionable shirtless behavior, and the ongoing debate over whether Frank should ever record an episode without a shirt. Because achieving the goal matters. But so does actually enjoying the life you built getting there. _________________________________________________________________________ Got suggestions for future episodes or advice for the hosts of this podcast? Email ian@5on4.group to get in touch with Ian and Frank.   Interested in group or individual management and executing training with Ian Mathews?  Check out 5on4 Group’s Leadership Essentials: 12-Week Course.   Interested in investing in one of Frank’s upcoming projects?  Check out Cava’s upcoming projects and investment opportunities and contact us here.   Let Me Speak To A Manager is the definitive podcast for management training, career navigation, and high-stakes negotiation. Hosted by Frank Cava and Ian Mathews, this show pulls back the curtain on what it takes to build wealth, lead elite teams, and master the psychology of business.   Frank (CEO of Cava Companies) and Ian (CEO of 5on4 Group) bypass the fluff of "business school theory" to give you raw, actionable strategies from their 50 years of combined experience in Fortune 500 executive leadership and entrepreneurship.   Each week, we dive into:   Career Advancement: How to ask for a raise, land a promotion, and stand out in any company.Leadership & Culture: Building high-performing teams and scalable business cultures.Sales & Persuasion: Mastering the art of the deal and the psychology of marketing.The Success Mindset: Overcoming procrastination and glass ceilings to achieve your goals.  Whether you are a first-time manager, an aspiring executive, or a founder building from scratch, Frank and Ian offer a unique, blunt, and often humorous "riff" on the triumphs and failures of the corporate world. Join us to get the inside track on how to make yourself the most valuable person in the room.   If you listen to any of the following shows, we are sure that you will like ours too!   Diary Of A CEO with Steven BartlettThe $100 MBA Show with Omar ZenhomThink Fast Talk Smart: Communication Techniques with Matt AbrahamsMy First Million with Sam Parr and Shaan PuriThe Learning Leader Show with Ryan HawkCraig Groeschel Leadership Podcast

    The Arrival Fallacy:  Why You Don’t Feel Satisfied When You Reach a Goal
  2. Sep 7

    200th Episode Special: We Answer Your Burning Questions (Part 2)

    The 200th Episode Special continues! In Part 2 of this special two-part episode, Ian and Frank answer listener questions about management, leadership, career decisions, investing in yourself, sales, company culture, and what it really takes to build a successful career. They challenge some of the conventional wisdom around management, especially the idea that struggling employees simply need more pressure, more meetings, and more follow-up. Instead, they talk about the importance of listening, understanding what someone actually needs, and sometimes knowing when the best thing a manager can do is simply get out of the way. The guys also get candid about the moments in their careers when they stopped caring about the consequences of challenging the status quo, how they knew it was time for a change, and how to recognize when you're no longer operating in the right role. From there, they tackle the best investments you can make in yourself, the importance of knowing your strengths and weaknesses, the compounding value of reading, and being intentional about the information you're consuming. And yes, they get back to The Godfather. Ian and Frank break down the biggest business lessons they take from the movies, including the importance of staying calm under pressure, keeping emotions in check, having a clear North Star, and knowing when it's time to “go to the mattresses.” They also dive into creating a coaching culture, building collaboration within a team, finding and leveraging people's superpowers, and the entrepreneurial mindset that can make even a corporate environment more fun and more successful. And finally, with 200 episodes officially behind them, they answer the question everyone wants to know: What would it take to get to 400? This is Part 2 of the conversation, and if you haven't watched Part 1 yet, go back and catch up before diving in. Got suggestions for future episodes or advice for the hosts of this podcast? Email ian@5on4.group to get in touch with Ian and Frank.   Interested in group or individual management and executing training with Ian Mathews?  Check out 5on4 Group’s Leadership Essentials: 12-Week Course.   Interested in investing in one of Frank’s upcoming projects?  Check out Cava’s upcoming projects and investment opportunities and contact us here.   Let Me Speak To A Manager is the definitive podcast for management training, career navigation, and high-stakes negotiation. Hosted by Frank Cava and Ian Mathews, this show pulls back the curtain on what it takes to build wealth, lead elite teams, and master the psychology of business.   Frank (CEO of Cava Companies) and Ian (CEO of 5on4 Group) bypass the fluff of "business school theory" to give you raw, actionable strategies from their 50 years of combined experience in Fortune 500 executive leadership and entrepreneurship.   Each week, we dive into:   Career Advancement: How to ask for a raise, land a promotion, and stand out in any company.Leadership & Culture: Building high-performing teams and scalable business cultures.Sales & Persuasion: Mastering the art of the deal and the psychology of marketing.The Success Mindset: Overcoming procrastination and glass ceilings to achieve your goals.  Whether you are a first-time manager, an aspiring executive, or a founder building from scratch, Frank and Ian offer a unique, blunt, and often humorous "riff" on the triumphs and failures of the corporate world. Join us to get the inside track on how to make yourself the most valuable person in the room.   If you listen to any of the following shows, we are sure that you will like ours too!   Diary Of A CEO with Steven BartlettThe $100 MBA Show with Omar ZenhomThink Fast Talk Smart: Communication Techniques with Matt AbrahamsMy First Million with Sam Parr and Shaan PuriThe Learning Leader Show with Ryan HawkCraig Groeschel Leadership Podcast • The Jefferson Fisher Podcast

    200th Episode Special: We Answer Your Burning Questions (Part 2)
  3. Aug 31

    200th Episode Special: We Answer Your Burning Questions (Part 1)

    200 episodes! To celebrate this milestone, Ian and Frank are doing something a little different: handing the conversation over to the listeners. For this special episode, the guys answer questions submitted by listeners about careers, leadership, business, growth, loyalty, adaptability, and knowing when it’s time to make a change. Along the way, they share stories and lessons from their own careers, including some of the moments that shaped how they lead, manage people, navigate change, and think about success. From knowing when loyalty to a company has become a liability, to recognizing when the market around you has changed, to developing the skills that make you valuable wherever you go, Ian and Frank tackle the questions that come up when you're trying to build a career that actually grows with you. And because it's episode 200, there’s plenty of reflection on the journey, the lessons they've learned along the way, and the people who have been listening and asking questions for the past 200 episodes. Thank you for being part of the journey. Here’s to the next 200. Got suggestions for future episodes or advice for the hosts of this podcast? Email ian@5on4.group to get in touch with Ian and Frank.   Interested in group or individual management and executing training with Ian Mathews?  Check out 5on4 Group’s Leadership Essentials: 12-Week Course.   Interested in investing in one of Frank’s upcoming projects?  Check out Cava’s upcoming projects and investment opportunities and contact us here.   Let Me Speak To A Manager is the definitive podcast for management training, career navigation, and high-stakes negotiation. Hosted by Frank Cava and Ian Mathews, this show pulls back the curtain on what it takes to build wealth, lead elite teams, and master the psychology of business.   Frank (CEO of Cava Companies) and Ian (CEO of 5on4 Group) bypass the fluff of "business school theory" to give you raw, actionable strategies from their 50 years of combined experience in Fortune 500 executive leadership and entrepreneurship.   Each week, we dive into:   Career Advancement: How to ask for a raise, land a promotion, and stand out in any company.Leadership & Culture: Building high-performing teams and scalable business cultures.Sales & Persuasion: Mastering the art of the deal and the psychology of marketing.The Success Mindset: Overcoming procrastination and glass ceilings to achieve your goals.  Whether you are a first-time manager, an aspiring executive, or a founder building from scratch, Frank and Ian offer a unique, blunt, and often humorous "riff" on the triumphs and failures of the corporate world. Join us to get the inside track on how to make yourself the most valuable person in the room.   If you listen to any of the following shows, we are sure that you will like ours too!   Diary Of A CEO with Steven BartlettThe $100 MBA Show with Omar ZenhomThink Fast Talk Smart: Communication Techniques with Matt AbrahamsMy First Million with Sam Parr and Shaan PuriThe Learning Leader Show with Ryan HawkCraig Groeschel Leadership Podcast • The Jefferson Fisher Podcast

    200th Episode Special: We Answer Your Burning Questions (Part 1)
  4. Aug 24

    Can You Adapt When the Wind Changes? Your Career Might Depend On It

    This episode explores one of the most important and often overlooked skills in leadership and career growth: adaptability. Ian and Frank discuss why the people who succeed aren't necessarily the most talented or experienced, but often the ones who can recognize when the environment around them has changed and adjust accordingly. They share stories from their own careers about market downturns, regulatory changes, difficult leadership transitions, giving and receiving hard feedback, and learning to operate outside their natural strengths. The conversation also explores the difference between realignment and turnaround situations, why reading the business climate matters, and why asking for more compensation or recognition at the wrong moment can reveal a lack of awareness. Ultimately, the message is simple: when the wind changes, you have to change with it. The people who listen to feedback, develop new skills, embrace discomfort, and adapt are the ones who continue to grow, while those who resist change can find themselves falling behind or even losing their jobs. Got suggestions for future episodes or advice for the hosts of this podcast? Email ian@5on4.group to get in touch with Ian and Frank.   Interested in group or individual management and executing training with Ian Mathews?  Check out 5on4 Group’s Leadership Essentials: 12-Week Course.   Interested in investing in one of Frank’s upcoming projects?  Check out Cava’s upcoming projects and investment opportunities and contact us here.   Let Me Speak To A Manager is the definitive podcast for management training, career navigation, and high-stakes negotiation. Hosted by Frank Cava and Ian Mathews, this show pulls back the curtain on what it takes to build wealth, lead elite teams, and master the psychology of business.   Frank (CEO of Cava Companies) and Ian (CEO of 5on4 Group) bypass the fluff of "business school theory" to give you raw, actionable strategies from their 50 years of combined experience in Fortune 500 executive leadership and entrepreneurship.   Each week, we dive into:   Career Advancement: How to ask for a raise, land a promotion, and stand out in any company.Leadership & Culture: Building high-performing teams and scalable business cultures.Sales & Persuasion: Mastering the art of the deal and the psychology of marketing.The Success Mindset: Overcoming procrastination and glass ceilings to achieve your goals.  Whether you are a first-time manager, an aspiring executive, or a founder building from scratch, Frank and Ian offer a unique, blunt, and often humorous "riff" on the triumphs and failures of the corporate world. Join us to get the inside track on how to make yourself the most valuable person in the room.   If you listen to any of the following shows, we are sure that you will like ours too!   Diary Of A CEO with Steven BartlettThe $100 MBA Show with Omar ZenhomThink Fast Talk Smart: Communication Techniques with Matt AbrahamsMy First Million with Sam Parr and Shaan PuriThe Learning Leader Show with Ryan HawkCraig Groeschel Leadership Podcast • The Jefferson Fisher Podcast

    Can You Adapt When the Wind Changes?  Your Career Might Depend On It
  5. Aug 10

    Can Your Team Survive Without You? How to Vacation Like a Boss

    What does it actually take to step away from your business for nearly a month without everything falling apart? After returning from a 24-day trip through Spain and France, Frank shares what made it possible to truly unplug while his business continued to operate. Together, Ian and Frank explore why so many leaders struggle to disconnect, the psychology behind feeling "indispensable," and how building the right systems, rhythms, and trust can create real freedom. They discuss delegation, leadership development, vacation guilt, executive burnout, PTO strategies, and why giving your team autonomy ultimately makes everyone stronger. Whether you're a business owner, executive, or aspiring leader, this conversation offers practical lessons on building a company and a career that doesn't depend on you being available every minute of every day. Got suggestions for future episodes or advice for the hosts of this podcast? Email ian@5on4.group to get in touch with Ian and Frank.   Interested in group or individual management and executing training with Ian Mathews?  Check out 5on4 Group’s Leadership Essentials: 12-Week Course.   Interested in investing in one of Frank’s upcoming projects?  Check out Cava’s upcoming projects and investment opportunities and contact us here.   Let Me Speak To A Manager is the definitive podcast for management training, career navigation, and high-stakes negotiation. Hosted by Frank Cava and Ian Mathews, this show pulls back the curtain on what it takes to build wealth, lead elite teams, and master the psychology of business.   Frank (CEO of Cava Companies) and Ian (CEO of 5on4 Group) bypass the fluff of "business school theory" to give you raw, actionable strategies from their 50 years of combined experience in Fortune 500 executive leadership and entrepreneurship.   Each week, we dive into:   Career Advancement: How to ask for a raise, land a promotion, and stand out in any company.Leadership & Culture: Building high-performing teams and scalable business cultures.Sales & Persuasion: Mastering the art of the deal and the psychology of marketing.The Success Mindset: Overcoming procrastination and glass ceilings to achieve your goals.  Whether you are a first-time manager, an aspiring executive, or a founder building from scratch, Frank and Ian offer a unique, blunt, and often humorous "riff" on the triumphs and failures of the corporate world. Join us to get the inside track on how to make yourself the most valuable person in the room.   If you listen to any of the following shows, we are sure that you will like ours too!   Diary Of A CEO with Steven BartlettThe $100 MBA Show with Omar ZenhomThink Fast Talk Smart: Communication Techniques with Matt AbrahamsMy First Million with Sam Parr and Shaan PuriThe Learning Leader Show with Ryan HawkCraig Groeschel Leadership PodcastThe Jefferson Fisher Podcast

    Can Your Team Survive Without You? How to Vacation Like a Boss
  6. Aug 5

    Anchorman: Why Will Ferrell's Biggest Hit Almost Never Happened

    What can a 20-year-old comedy about a clueless news anchor teach us about success? More than you’d think. Ian and Frank use Anchorman: The Legend of Ron Burgundy as a case study to explore why great ideas often begin as terrible first drafts, why working with people you genuinely enjoy matters, and how small wins create momentum for bigger opportunities. Along the way, they discuss Will Ferrell’s early career, creative persistence, embracing authenticity, learning from failure, and why finding your niche is often the fastest path to long-term success. Whether you’re building a business, leading a team, or chasing a creative dream, this episode is packed with lessons hiding behind one of comedy’s most quotable films. Got suggestions for future episodes or advice for the hosts of this podcast? Email ian@5on4.group to get in touch with Ian and Frank.   Interested in group or individual management and executing training with Ian Mathews?  Check out 5on4 Group’s Leadership Essentials: 12-Week Course.   Interested in investing in one of Frank’s upcoming projects?  Check out Cava’s upcoming projects and investment opportunities and contact us here.   Let Me Speak To A Manager is the definitive podcast for management training, career navigation, and high-stakes negotiation. Hosted by Frank Cava and Ian Mathews, this show pulls back the curtain on what it takes to build wealth, lead elite teams, and master the psychology of business.   Frank (CEO of Cava Companies) and Ian (CEO of 5on4 Group) bypass the fluff of "business school theory" to give you raw, actionable strategies from their 50 years of combined experience in Fortune 500 executive leadership and entrepreneurship.   Each week, we dive into:   Career Advancement: How to ask for a raise, land a promotion, and stand out in any company.Leadership & Culture: Building high-performing teams and scalable business cultures.Sales & Persuasion: Mastering the art of the deal and the psychology of marketing.The Success Mindset: Overcoming procrastination and glass ceilings to achieve your goals.  Whether you are a first-time manager, an aspiring executive, or a founder building from scratch, Frank and Ian offer a unique, blunt, and often humorous "riff" on the triumphs and failures of the corporate world. Join us to get the inside track on how to make yourself the most valuable person in the room.   If you listen to any of the following shows, we are sure that you will like ours too!   Diary Of A CEO with Steven BartlettThe $100 MBA Show with Omar ZenhomThink Fast Talk Smart: Communication Techniques with Matt AbrahamsMy First Million with Sam Parr and Shaan PuriThe Learning Leader Show with Ryan HawkCraig Groeschel Leadership PodcastThe Jefferson Fisher Podcast

    Anchorman:  Why Will Ferrell's Biggest Hit Almost Never Happened
  7. Jul 27

    Operational Drift: The Hidden Costs Killing Your Bottom Line

    Most businesses don't fail because of one catastrophic mistake… they slowly lose money through operational drift. In this episode, Ian and Frank break down how hidden inefficiencies quietly creep into every business, from unnecessary expenses and delayed projects to bloated processes and outdated systems. Using stories from construction, real estate, GE, and the 2008 financial crisis, they explain why making money and keeping money are two completely different skills. You'll learn how to identify operational drift, isolate the biggest problems, get team buy-in, eliminate waste without sacrificing growth, and rebuild your business using zero-based budgeting principles. Whether you're leading a small business or managing a large organization, this episode offers a practical framework for improving profitability, increasing efficiency, and creating a business that can weather any market. Got suggestions for future episodes or advice for the hosts of this podcast? Email ian@5on4.group to get in touch with Ian and Frank.   Interested in group or individual management and executing training with Ian Mathews?  Check out 5on4 Group’s Leadership Essentials: 12-Week Course.   Interested in investing in one of Frank’s upcoming projects?  Check out Cava’s upcoming projects and investment opportunities and contact us here.   Let Me Speak To A Manager is the definitive podcast for management training, career navigation, and high-stakes negotiation. Hosted by Frank Cava and Ian Mathews, this show pulls back the curtain on what it takes to build wealth, lead elite teams, and master the psychology of business.   Frank (CEO of Cava Companies) and Ian (CEO of 5on4 Group) bypass the fluff of "business school theory" to give you raw, actionable strategies from their 50 years of combined experience in Fortune 500 executive leadership and entrepreneurship.   Each week, we dive into:   Career Advancement: How to ask for a raise, land a promotion, and stand out in any company.Leadership & Culture: Building high-performing teams and scalable business cultures.Sales & Persuasion: Mastering the art of the deal and the psychology of marketing.The Success Mindset: Overcoming procrastination and glass ceilings to achieve your goals.  Whether you are a first-time manager, an aspiring executive, or a founder building from scratch, Frank and Ian offer a unique, blunt, and often humorous "riff" on the triumphs and failures of the corporate world. Join us to get the inside track on how to make yourself the most valuable person in the room.   If you listen to any of the following shows, we are sure that you will like ours too!   Diary Of A CEO with Steven BartlettThe $100 MBA Show with Omar ZenhomThink Fast Talk Smart: Communication Techniques with Matt AbrahamsMy First Million with Sam Parr and Shaan PuriThe Learning Leader Show with Ryan HawkCraig Groeschel Leadership PodcastThe Jefferson Fisher Podcast

    Operational Drift:  The Hidden Costs Killing Your Bottom Line
  8. Jul 20

    Why Managers Promote People They Like

    Everyone says they hate office politics, but what if they’re misunderstanding the game? In this episode, Ian and Frank argue that likability isn’t manipulation or brown-nosing; it’s one of the most valuable career skills you can develop. Through stories from corporate America, professional sports, entrepreneurship, and their own careers, they explain why talented people often plateau while equally talented but more likable people continue to earn promotions, opportunities, and influence. This conversation explores why making people feel valued may be the greatest professional advantage of all. Got suggestions for future episodes or advice for the hosts of this podcast? Email ian@5on4.group to get in touch with Ian and Frank.   Interested in group or individual management and executing training with Ian Mathews?  Check out 5on4 Group’s Leadership Essentials: 12-Week Course.   Interested in investing in one of Frank’s upcoming projects?  Check out Cava’s upcoming projects and investment opportunities and contact us here.   Let Me Speak To A Manager is the definitive podcast for management training, career navigation, and high-stakes negotiation. Hosted by Frank Cava and Ian Mathews, this show pulls back the curtain on what it takes to build wealth, lead elite teams, and master the psychology of business.   Frank (CEO of Cava Companies) and Ian (CEO of 5on4 Group) bypass the fluff of "business school theory" to give you raw, actionable strategies from their 50 years of combined experience in Fortune 500 executive leadership and entrepreneurship.   Each week, we dive into:   Career Advancement: How to ask for a raise, land a promotion, and stand out in any company.Leadership & Culture: Building high-performing teams and scalable business cultures.Sales & Persuasion: Mastering the art of the deal and the psychology of marketing.The Success Mindset: Overcoming procrastination and glass ceilings to achieve your goals.  Whether you are a first-time manager, an aspiring executive, or a founder building from scratch, Frank and Ian offer a unique, blunt, and often humorous "riff" on the triumphs and failures of the corporate world. Join us to get the inside track on how to make yourself the most valuable person in the room.   If you listen to any of the following shows, we are sure that you will like ours too!   Diary Of A CEO with Steven BartlettThe $100 MBA Show with Omar ZenhomThink Fast Talk Smart: Communication Techniques with Matt AbrahamsMy First Million with Sam Parr and Shaan PuriThe Learning Leader Show with Ryan HawkCraig Groeschel Leadership PodcastThe Jefferson Fisher Podcast

    Why Managers Promote People They Like
5
out of 5
190 Ratings

About

Stop playing small and start winning the game of business. Let Me Speak To A Manager is the definitive podcast for management training, career navigation, and high-stakes negotiation. Hosted by Frank Cava and Ian Mathews, this show pulls back the curtain on what it actually takes to build wealth, lead elite teams, and master the psychology of business. Frank (CEO of Cava Companies) and Ian (CEO of 5on4 Group) bypass the fluff of "business school theory" to give you raw, actionable strategies from their 50 years of combined experience in Fortune 500 executive leadership and entrepreneurship. Each week, we dive into: Career Advancement: How to ask for a raise, land a promotion, and stand out in any company. Leadership & Culture: Building high-performing teams and scalable business cultures. Sales & Persuasion: Mastering the art of the deal and the psychology of marketing. The Success Mindset: Overcoming procrastination and glass ceilings to achieve your goals. Whether you are a first-time manager, an aspiring executive, or a founder building from scratch, Frank and Ian offer a unique, blunt, and often humorous "riff" on the triumphs and failures of the corporate world. Join us to get the inside track on how to make yourself the most valuable person in the room.

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