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. 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
  2. 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
  3. 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
  4. 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. Jul 13

    The Career Audit Everyone Should Do

    Ian and Frank explore one of the biggest career questions people face: How do you know when it’s time to stay…and when it’s time to move on? Using stories from football, business, parenting, entrepreneurship, and decades of leadership experience, they discuss how to evaluate whether your work still energizes you or has become a constant source of frustration. They introduce practical tools like auditing your calendar for energy-draining activities, separating whether it’s the job, the boss, or the company that’s making you miserable, and finding the intersection between what you’re great at, what you enjoy, and what the market rewards. Whether you’re an employee, manager, or business owner, this episode offers a framework for building a career that’s sustainable not just financially, but emotionally. 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

    The Career Audit Everyone Should Do
  6. Jul 6

    The Pratfall Effect: Why “Perfect” Managers are the Worst

    Why Being Perfect Makes You a Worse Leader | The Prattfall Effect Explained Should leaders always have the answers? In this episode, Ian and Frank dive into one of psychology's most fascinating concepts: The Prattfall Effect. The idea that highly competent people actually become more likable when they occasionally reveal imperfections. Through stories about Adele's Grammy performance, Elon Musk studying failed SpaceX launches, Seinfeld, Mad Men, Kentucky Fried Chicken, Domino's, and their own leadership mistakes, they explore why authenticity consistently outperforms perfection. Whether you're leading a business, managing a sales team, speaking on stage, or building your personal brand, this conversation explains why vulnerability when paired with competence creates trust, loyalty, and stronger relationships. In this episode you'll learn: Why perfection actually hurts leadershipThe psychology behind the Prattfall EffectWhy admitting mistakes builds credibilityHow successful brands use humor after failureWhy self-deprecating leaders earn more trustHow to balance confidence with authenticityPractical ways to become a more relatable manager If you've ever felt like you needed to have all the answers as a leader, this episode may completely change your perspective. 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

    The Pratfall Effect: Why “Perfect” Managers are the Worst
  7. Jun 29

    Do Your Salespeople Negotiate with Ghosts?

    Are you negotiating against real objections or imaginary ones? In this episode, Ian and Frank break down one of the biggest mistakes salespeople make during uncertain markets: negotiating with ghosts. Drawing on experiences from GE engineering sales, real estate investing, homebuilding, and sales management, they explore how fear, assumptions, and lack of confidence cause sales professionals to discount too early, create objections that don't exist, and lose deals before the customer ever says "no." You'll learn: ✅ Why salespeople project past rejections onto new prospects ✅ How silence can become your most powerful negotiation tool ✅ The psychology behind loss aversion and buyer behavior ✅ Why confidence matters more than pricing in many sales conversations ✅ How managers can prevent sales teams from developing bad habits ✅ The "Fastball Rule" for maintaining the right mindset in sales Whether you're in real estate, leadership, business development, entrepreneurship, or high-ticket sales, this episode will help you identify the mental traps that sabotage deals and teach you how top performers stay focused on value instead of fear. 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

    Do Your Salespeople Negotiate with Ghosts?
  8. Jun 22

    Advice that Changed Our Careeers

    Advice can change your life, but only if you're listening to the right people. In this episode, Ian and Frank explore the best advice they've ever received, the worst advice they ignored, and the lessons that completely changed their careers. They share personal stories about turning down traditional career paths, walking away from secure executive positions, leaving engineering and management tracks, and learning why even well-intentioned advice can send you in the wrong direction. You'll learn: • How to tell the difference between good advice and bad advice • Why most advice reflects the other person's fears, not your potential • The danger of taking career advice from people who've never taken the risks you want to take • Why seeking multiple perspectives leads to better decisions • How confidence and self-awareness help you trust your own instincts • The role mentors, parents, coaches, and bosses play in shaping your future Whether you're changing careers, starting a business, making a major life decision, or simply trying to figure out your next step, this conversation will help you become more intentional about who you listen to and when it's time to trust yourself instead. Topics: career growth, leadership, mentorship, decision making, entrepreneurship, confidence, business, personal development, career advice, success mindset 00:00 Intro & Why Advice Matters 07:04 The Worst Advice Ian's Mom Ever Received 16:29 How Family Expectations Shape Your Career 24:08 When Good Intentions Become Bad Advice 33:08 The Conversation That Changed Frank's Career 40:01 Why You Need Outside Perspectives 48:58 Why Ian Ignored Everyone and Chose Sales 55:14 Four Rules for Taking Better Advice 1:04:31 Final Thoughts: Trust Yourself 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

    Advice that Changed Our Careeers
5
out of 5
193 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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