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Let Me Speak To A Manager

Author: Ian Mathews and Frank Cava

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We all want to grow our career or business, but yet we feel stuck, stagnant, and unable to push through the glass ceiling.


Welcome to Let Me Speak To A Manager with Frank Cava and Ian Mathews, a podcast that is dedicated to teaching what it takes to build wealth and have fun doing it! Frank and Ian share entertaining business triumphs and failures that are both relatable and actionable.


At times eloquent and succinct, and at other points blunt and obnoxious, this is their unique riff on the big questions they had early in their careers. Learn golden nuggets as they talk about standing out in a company, leading people, building cultures, persuasion, marketing, management, and building businesses from scratch. Light on theory and heavy on practical experience, they weave personal, and often humorous, stories from their collective 50 years of business experience.


Frank Cava is an executive coach and the CEO of one of Richmond’s fastest-growing companies. Over his 25-year career, he has built and renovated more homes than tickets sold in an entire season by his Miami Dolphins. During his run from a Fortune 500 to founding Cava Companies, Frank led dozens of teams and built a reputation as a no-nonsense business consultant for small business owners and CEOs.


Ian Mathews is the CEO of 5on4 Group, a management training company, and consultancy. He is also the CRO of the technology startup Keep Technologies, a featured writer for Forbes, and a prolific capital raiser. In 2018, Ian retired from corporate America after serving two decades as a senior executive for two Fortune 500 companies, while moonlighting as an advisor for a tech startup with a $28-million exit. Ian’s daily newsletter is followed by more fans than you will find at home games of his beloved Detroit Lions.


Together, Frank and Ian will help you build a better success mindset, tackling topics from how to get a job, how to ask for a raise, landing a promotion, deciding when to leave your company, starting a business, leading people, becoming a better first-time manager, overcoming doubt and procrastination, and many more.


Whether you’re trying to climb up the career ladder, raise money for a corporation, or starting your own business, Frank and Ian’s unique, valuable, and relevant voice will help you achieve all of your goals. Join Let Me Speak To A Manager and get an inside track of how to position yourself so you can be attractive on the market.

159 Episodes
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Episode SummaryIn this episode, Ian and Frank kick things off with some lighthearted banter about their fantasy football league before diving deep into what makes organizations thrive—or fail—both in sports and business. Using the Miami Dolphins and other NFL franchises as case studies, they explore how ownership, culture, leadership, and decision-making trickle down to affect long-term performance.Frank unpacks decades of dysfunction in Miami, while Ian contrasts it with the Detroit Lions’ recent cultural turnaround. Together, they draw sharp parallels between failing sports franchises and struggling companies: meddling owners, poor alignment between leadership, lack of cultural buy-in, and short-term decision-making.From NFL coaching graveyards to career lessons about choosing stability over hazard pay, this episode blends humor, storytelling, and practical takeaways for leaders in any field.ShownotesTopics Covered:Fantasy football rivalry: Ian vs. Frank (and why Frank can’t seem to beat him)Why fantasy football and gambling go hand in handThe Miami Dolphins’ decades-long struggles: coaching turnover, ownership issues, and systemic dysfunctionThe difference between meddling vs. absentee ownership (Cowboys, Browns, Dolphins, Lions)Nick Saban’s brief Miami tenure and how one decision (Drew Brees’ medical clearance) changed NFL historyWhy Miami has become a “coaching graveyard” and what that teaches us about leadership rolesCareer parallels: why people take jobs in dysfunctional companies (hazard pay, emotional decisions, short-term thinking)The importance of cultural due diligence when joining a company or teamMilitary families, real estate, and the pitfalls of emotional decision-makingHow the Detroit Lions finally got it right: aligned leadership, cultural focus, and owners stepping backOwnership success stories: Dodgers, Lakers, Commanders—what great management groups do differentlyThe ripple effect of strong vs. weak ownership in both sports and businessTakeaways for Leaders & ListenersCulture eats strategy: No amount of talent or money can overcome a dysfunctional system.Leadership alignment is everything: GMs, coaches, and executives must share vision and values.Ownership matters: Meddling or absentee owners derail long-term success.Hazard pay is real: Struggling companies (or teams) often lure talent with big checks, but rarely offer long-term growth.Do your due diligence: Before joining an organization, look past the paycheck—evaluate culture, leadership, and history.Chapters00:00Fantasy Football Rivalry03:08The State of the Miami Dolphins05:56Coaching Challenges in Miami08:48The Importance of Ownership in Sports11:35Career Decisions and Company Culture14:56The Detroit Lions' Turnaround17:43The Role of Management in Team Success20:49Baker Mayfield's Journey23:41The Impact of Culture on Player Performance26:51The Tampa Bay Buccaneers' Success29:37Understanding Team Dynamics32:37The Risks of Hiring Star Players35:32Long-Term Strategies for Success38:48The Future of NFL Coaching41:40Closing Thoughts and Reflections
In this conversation, Ian and Frank delve into their real estate investment strategies, particularly focusing on the development of accessory dwelling units (ADUs) as a solution to housing shortages. The discussion also covers the challenges of navigating permits, structuring investments for optimal returns, and the significance of customer service in the rental market. Overall, the conversation highlights the intersection of real estate, community service, and economic opportunity.Chapters00:00 Introduction and Conference Insights02:52 Education and Job Readiness05:44 Real Estate Deals and Investment Strategies08:46 Affordable Housing and ADUs11:54 Navigating Permits and Development Risks14:48 Investment Structure and Returns17:52 Market Demand and Customer Acquisition20:46 Conclusion and Future OutlookCONNECT WITH US Website - https://www.letmespeaktoamanagerpodca... Instagram -   / letmespeaktoamanager  Tiktok -   / speaktoamanagerpodcast  Frank Cava is the CEO of one of Richmond’s fastest-growing companies, an executive coach, and he devours red meat like an apex predator in the Serengeti.    / frankcavaofficial    / frank.b.cava    / frankcava    / frank_cava    / therealfrankcava  https://frankcava.com/ Ian Mathews is the CEO of 5on4 Group, a management training company and consultancy he formed just because he liked the kitschy hockey title.   / ianbmathews    / ian.mathews.3572    / ianbmathews  
In this episode, Frank Cava and Ian Mathews dive into the concept of "signal vs. noise" as it relates to productivity, time management, and goal setting. The discussion explores how to filter out distractions (noise) to focus on what truly matters (signal) in both personal and professional contexts. The hosts use real-world examples, analogies, and practical strategies to illustrate how prioritizing high-impact tasks and setting clear, aggressive goals can drive success.Chapters:00:00 Introduction and Context of Signal vs. Noise03:40 The Importance of Goal Setting06:45 Time Management and Productivity09:47 The Role of Focus in Achieving Goals12:44 Understanding Signal and Noise in Communication15:56 The Engineering Perspective on Signal and Noise18:33 The Impact of Time on Goal Achievement21:36 The Psychology of Readiness to Change24:51 The Concept of Prospection and Future Motivation27:50 Innovation Through Discomfort30:32 The Relationship Between Goals and Discomfort33:50 The Importance of Selective Attention in Goal Setting42:18 Podcast outro.wav
In this conversation, Ian Mathews and Frank Cava discuss the challenges faced by Cracker Barrel, particularly focusing on its recent logo controversy and the implications of its branding strategy. They explore the restaurant's origins, its business model, and the impact of social media on consumer behavior. The discussion highlights the importance of understanding core customers while navigating the evolving landscape of the restaurant industry, especially in the context of fast casual dining trends. The conversation concludes with reflections on potential future directions for Cracker Barrel and the broader implications for branding in today's market.Chapters:00:00 Cracker Barrel's Origins03:01 Cracker Barrel's Business Model and Challenges05:47 Rebranding and Logo Controversy08:55 The Fast Casual Dining Trend11:55 Cultural Reflections and Consumer Behavior14:40 Rebranding Lessons from History19:57 Corporate Missteps and Customer Alienation23:31 The Importance of Understanding Your Core Audience27:11 Marketing Strategies: Lessons from the Past29:45 The Role of Social Media in Modern Marketing32:55 Future Directions for Cracker Barrel36:31 Reflections on Branding and Identity
SummaryIan and Frank discuss various topics ranging from real estate events and market insights to employee management and personal branding. They delve into the challenges of handling difficult conversations in the workplace, the impact of current events on sports and advertising, and the role of AI in modern business practices. The discussion highlights the importance of understanding personal branding and perception, as well as the evolving landscape of advertising in a politically charged environment. The episode concludes with reflections on the future of sports media and the significance of maintaining a sense of humor in today's society.00:00 Why is Frank in San Diego?02:08 Cava's Upcoming 2-Day Event05:55 Handling Difficult Conversations in Management11:49 Navigating Employee Quirks and Culture13:56 Personal Branding and Perception16:50 Current Events in Sports and Advertising21:41 Controversial Advertising and Public Reaction27:44 The Role of AI in Advertising and Business37:56 Closing Thoughts and Future of Sports Media
Ian Mathews and Frank Cava reflect on the importance of networks in achieving success, drawing parallels between their personal experiences and the lives of iconic figures like Hulk Hogan and Dion Sanders. They discuss how the people we surround ourselves with can significantly influence our ambitions, behaviors, and ultimately our success. The conversation emphasizes the need to audit one's network, recognize when to let go of unproductive relationships, and the value of both strong and weak ties in personal and professional growth.Chapters00:00 Remembering Icons: Hulk Hogan and Dion Sanders03:08 The Importance of Network in Success05:46 Surrounding Yourself with the Right People08:47 The Impact of Changing Networks11:50 Building a New Network After Leaving a Job14:39 Social Contagion and Its Effects17:55 The Balance of Ambition and Contentment20:33 Firing Friend Groups for Personal Growth27:57 Navigating Friendships and Networks29:48 The Concept of Enough32:36 Homophily and Its Impact on Relationships34:07 Bringing Value to New Networks36:53 Understanding What Truly Matters41:50 Auditing Your Network48:40 Investing in the Right Networks
In this episode, Frank and Ian explore the intricate balance between intrinsic and extrinsic motivation. They share personal anecdotes and discuss the motivations of renowned figures, such as Scotty Scheffler and Tiger Woods. The conversation highlights how intrinsic joy in the process and extrinsic rewards can both drive success, offering insights into achieving a fulfilling and balanced life.Episode Summary:[00:00 - 05:00] Introduction to Motivation Frank and Ian introduce the topic of intrinsic versus extrinsic motivation, setting the stage for a deep dive into how these forces shape our lives.[05:01 - 15:00] Personal Stories and Insights Ian shares a childhood story about shoveling snow, illustrating the early lessons of intrinsic motivation. Frank adds his perspective on how these motivations have evolved in his career.[15:01 - 25:00] Scotty Scheffler's Approach The hosts discuss golfer Scotty Scheffler's unique balance of motivation, emphasizing his love for the process over the accolades.[25:01 - 35:00] Comparing Legends: Tiger Woods vs. Scotty Scheffler A comparison between Tiger Woods' extrinsic-driven career and Scheffler's intrinsic joy in the game, highlighting different paths to success.[35:01 - 45:00] The Role of Motivation in Business Frank and Ian explore how motivation impacts business success, sharing insights from their own experiences and discussing the importance of finding joy in work.[45:01 - 55:00] Practical Takeaways The episode wraps up with practical advice on how listeners can apply these motivational insights to their own lives, encouraging a balance between intrinsic satisfaction and extrinsic rewards.[55:01 - End] Closing Thoughts Frank and Ian conclude with reflections on the importance of gratitude and maintaining motivation over the long term.
SummaryFrank and Ian discuss the evolving landscape of employment in the age of AI, focusing on the distinction between generalists and specialists. They explore the impact of AI on job security, the rise of Facebook as a case study in business success, and the importance of technical expertise in navigating the workforce. The conversation emphasizes the need for individuals to acquire skills and adapt to the changing job market, highlighting the potential risks for generalists in a world increasingly driven by specialization.Chapters01:05 The Impact of AI on Employment04:02 Advice for Young Professionals05:51 The Rise of Facebook: A Case Study10:01 The Role of Proximity in Business Success13:41 The Winklevoss Twins and the Importance of Technical Skills17:42 Job Security in the Age of AI20:02 The Legal Battles of Facebook's Rise21:29 The Role of Expertise in Business Growth22:44 Generalists vs. Specialists in Leadership24:25 The Importance of Technical Knowledge in Management26:14 The Trade-offs of Middle Management28:26 AI's Impact on Technical Skills and Knowledge Retention34:16 The Future of Jobs: Specialists vs. Generalists38:23 The Value of Trade Skills in an AI World40:45 Understanding the Cost of Expertise
Ian and Frank explore the complexities of saying no in both personal and professional contexts. They share humorous anecdotes, delve into the psychology behind our reluctance to decline requests, and discuss the importance of setting boundaries. The conversation highlights famous examples of individuals who have successfully navigated the art of saying no, emphasizing that it can lead to greater opportunities and personal growth. Listeners are encouraged to reflect on their own experiences and consider how they can apply these insights to their lives.Chapters00:00 Debating the utility of the word "balls"01:56 The Importance of Saying No05:52 Famous Examples of Saying No11:52 The Psychology Behind Saying No17:56 Social Conditioning and Fear of Rejection20:54 Time Management and Opportunity Cost22:34 The Power of Time and Task Management24:48 Sacrifices for Success: The Weekend Grind28:01 Swinging at Your Pitch: The Importance of Focus31:21 Knowing When to Delegate: The Balance of Responsibility33:02 The Dangers of Saying Yes: Managing Expectations35:54 The Art of Saying No: Setting Boundaries38:39 Communicating Your Limits: The Importance of Transparency41:57 Finding Balance: Social Requests vs. Personal Time
Ian and Frank delve into the significance of mentorship in personal and professional development. They share personal anecdotes about their mentors, discuss the psychology behind mentorship, and explore the dynamics of mentor-mentee relationships. The conversation emphasizes the importance of finding the right mentor, the role of self-interest in mentorship, and the value of follow-up in maintaining these relationships. They also touch on the differences between mentorship and training, and the challenges of seeking mentorship in today's digital age.Chapters03:37 Navigating Professional Challenges06:35 The Role of Mentors in Career Development09:23 Famous Mentorships and Their Impact12:26 Understanding the Dynamics of Mentorship15:38 Learning from Both Strengths and Weaknesses18:51 The Fragility of Mentorship21:46 Peer Relationships and Mentorship24:52 The Psychology Behind Mentorship27:27 Becoming a Mentor Yourself34:25 The Psychology of Mentorship39:49 The Power Dynamics in Mentorship43:59 Identifying Goals for Mentorship48:52 Building Relationships with Mentors52:56 Finding the Right Mentor57:17 Investing in Mentorship
Frank and Ian explore the themes of rule-breaking and innovation in business, particularly through the lens of technology and customer engagement. They discuss the importance of staying relevant in a rapidly changing world, using the example of the Savannah Bananas, a baseball team that has successfully reinvented the game to attract a new audience. The conversation also touches on the challenges faced by Major League Baseball in adapting to modern viewer preferences and the lessons that can be learned from smaller, more agile companies. In this conversation, Ian Mathews and Frank Cava explore the evolving landscape of sports viewership, the rise of soccer in America, and the importance of innovation in business. They discuss the challenges faced by traditional sports leagues like MLB, the impact of learned helplessness in organizations, and the necessity of being dynamic in response to market changes. The dialogue emphasizes the balance between maintaining core values and adapting to new trends, using examples from various industries to illustrate their points.Chapters03:05 Staying Relevant in a Changing World05:56 Innovations in Baseball: The Savannah Bananas08:54 Lessons from the Savannah Bananas12:02 Learning from Competitors: The Importance of Humility14:56 The Impact of Tradition on Major League Baseball17:52 Major League Baseball's Adaptation and Innovations28:09 The Evolution of Sports Viewership30:05 Soccer's Rise and the Importance of Game Duration32:28 Innovation vs. Tradition in Sports35:16 The Dangers of 'Not Invented Here' Syndrome39:01 Overcoming Learned Helplessness in Organizations40:11 The Importance of Dynamism in Business44:48 Adapting to Market Changes52:50 Finding Dynamic Solutions in a Static Environment
In this conversation, Ian Mathews and Frank Cava discuss the current state of the real estate market, focusing on the impact of rising interest rates, builder strategies, and buyer psychology. They explore market trends, the challenges faced by builders, and the importance of adapting to changing conditions. The discussion also touches on government policies affecting housing affordability and investment strategies for navigating the evolving landscape. Ultimately, they emphasize the need for flexibility and a proactive approach in the real estate industry.Chapters00:00 The Current State of Real Estate03:04 Builder Trends and Market Dynamics06:15 Interest Rates and Market Psychology09:01 The Impact of Market Sentiment12:06 Navigating the Real Estate Landscape14:42 Future Predictions and Market Adjustments26:28 The Challenges of Young Buyers in Real Estate27:04 The Rise of Accidental Landlords29:09 Current Inventory Trends and Market Dynamics30:26 The Shortage of New Construction31:55 Lessons from Past Market Downturns36:22 Government Initiatives for Housing Affordability38:23 Navigating Regulations and Market Changes41:37 Embracing the Reality of High Interest Rates45:17 Strategies for Real Estate Success in a Tough Market
SummaryIn this conversation, Ian and Frank explore various themes surrounding resilience, trauma, and success, using the song 'Kickstart My Heart' by Motley Crue as a focal point. They discuss the importance of personal stories in business, the role of trauma in shaping successful individuals, and the necessity of reinvention in a constantly changing market. The dialogue is filled with humor, personal anecdotes, and insightful reflections on the entrepreneurial journey, making it relatable and inspiring for listeners.Chapters04:27 Kickstart My Heart: The Story Behind the Song07:19 Resilience and Adversity: Lessons from Trauma12:40 The Impact of Trauma on Success18:38 Overcoming Challenges and Finding Freedom20:10 Multiple Strategies for Success21:02 The Power of Personal Connection in Business22:53 The Importance of Belief in Your Product24:52 Collaboration and Team Dynamics27:23 Embracing Vulnerability and Open Communication31:25 Reinvention and Staying Relevant35:40 Chasing Goals and Overcoming DoubtSHOW NOTES:"Necessity is the mother of invention." ~Plato"Necessity is the mother of skills." ~Frank Cava
With the recent news that Warren Buffett is stepping down as CEO, Frank and Ian recount their last trip to see the Oracle of Omaha.
Ian and Frank explore themes of expectation versus reality, the impact of arrogance in applying for a position, and the importance of humility in both sports and business. The discussion highlights the lessons that can be learned from Sanders' experience during the 2025 NFL Draft process.Chapters03:28 Shadour Sanders: The Legacy of a Star06:35 The Impact of NIL and College Football Dynamics09:25 The Draft Process: Surprises and Speculations12:14 The Shock of Falling Draft Stock15:22 Arrogance and Expectations: The Sanders Approach21:35 Comparing Legacies: Deion vs. Shadour Sanders23:44 Navigating the Hiring Process25:10 The Importance of Self-Awareness in Management27:19 The Dangers of Overconfidence29:39 Learning from Mistakes and Seeking the Right Advice32:04 The Role of Humility in Career Success35:03 Transforming Failures into Opportunities37:39 The Path to Redemption and Growth
In this episode, Ian recounts the incredible journey of how his startup, Keep Technologies, secured an endorsement with Shaquille O'Neal. They discuss the preparation leading up to the meeting, the unexpected FaceTime call from Shaq, and the successful product demo that followed. The episode highlights the importance of networking, the excitement of having a celebrity endorsement, and the lessons learned throughout the process. Ultimately, it’s a story of perseverance, strategic risk-taking, and the potential for success in the entrepreneurial world.*This episode was recorded in October of 2023, following a day spent recording a commercial with Shaquille O'Neal. We waited to release the episode to coincide with the advertising campaign.
Ian Mathews and Frank Cava explore the psychological concept of reactance, the human need for autonomy, and why giving advice as a manager often backfires. The conversation also touches on marketing failures, such as the Tide Pods incident, and the balance between being a maverick and adhering to societal norms. They discuss the Socratic method as a powerful tool for managers to engage employees during performance appraisals and emphasize the importance of situational leadership in adapting management styles to individual team members. The conversation highlights the need for managers to be aware of their team's dynamics and to use questioning techniques to foster growth and accountability.Chapters 03:13 The Human Condition of Rebellion06:12 Cultural Reflections: The Breakfast Club09:14 Understanding Authority and Rebellion12:10 Psychological Insights: Reactance and Human Needs14:56 Case Studies: Tide Pods and Marketing Failures18:08 Mavericks in Society: Balancing Rules and Freedom28:00 Understanding Reactance in Management31:59 The Florida Truth Campaign: A Case Study34:57 The Socratic Method in Management47:04 Performance Appraisals: A New Approach55:48 Situational Leadership and Adaptability
Show Notes:"Nut-cutting time" is when extreme, drastic, or decisive action is required; a period, usually near the end of an endeavor, when pressure to succeed is most intense; crunch time. Summary In this conversation, Frank Cava and Ian Mathews explore the dynamics of asking for favors and the psychological principles behind it, particularly the Ben Franklin effect. They discuss how small requests can build relationships, influence, and trust in both personal and professional settings. The conversation highlights the importance of gratitude, follow-up, and genuine communication in fostering connections and achieving success. TakeawaysAsking for favors can strengthen relationships.The Ben Franklin effect shows that doing favors increases likability.Small requests can lead to significant influence.Gratitude and follow-up are crucial in favor exchanges.Handwritten notes can make a lasting impression.Social media can amplify the impact of asking for favors.Building influence requires strategic relationship management.Genuine communication fosters trust and collaboration.Navigating professional relationships involves mutual respect.The power of asking for advice can lead to unexpected opportunities.Chapters00:00  The Godfather: A Family Tradition19:36  The Ben Franklin Effect in Relationships24:40  Lessons from Moneyball: Asking for Favors29:34  Building Relationships Through Favors34:10  The Power of Handwritten Notes39:00  Empowering Others in Business44:01  The Importance of Genuine Requests
In this conversation, Ian Mathews and Frank Cava discuss the current state of the real estate and stock markets, exploring themes of investment strategies, market dynamics, and external economic factors. They reflect on personal experiences and insights gained from years in the industry, emphasizing the importance of understanding market trends and making informed decisions. The discussion also touches on the impact of interest rates, insurance costs, and the slow nature of real estate transactions, providing listeners with a comprehensive overview of the current financial landscape. In this conversation, Ian Mathews and Frank Cava delve into the current state of investment strategies, particularly in real estate and the stock market. They discuss the importance of understanding market dynamics, the impact of FHA loans, and the divergence between luxury and affordable housing markets. The conversation also touches on Warren Buffett's strategic decisions and the significance of maintaining a strong cash position in uncertain economic times.Chapters00:00 March Madness and Market Jitters02:47 Navigating Real Estate and Stock Market Dynamics05:51 Understanding Market Peaks and Trends09:01 The Impact of External Factors on Real Estate11:57 The Slow Nature of Real Estate Transactions15:02 Metrics for Assessing Market Sentiment17:55 Historical Context and Future Predictions23:42 The Gamble of Investment Strategies25:59 Market Dynamics: Winners and Losers28:28 The Divergence in Housing Markets32:05 Understanding FHA Loans and Their Impact36:14 The Current State of the Housing Market38:52 Warren Buffett's Strategic Moves44:27 Cash Positioning in Uncertain TimesSHOW NOTES:*Frank actually wrote this outline and put more than 3 minutes of preparation into the episode. If you see him on the street, make sure to offer some positive encouragement for his contributions.
SummaryIan and Frank analyze recent market reactions to tariff announcements, the historical context of tariffs in America, and the strategic use of tariffs in economic policy, particularly under the Trump administration. They discuss the strategic motivations behind Trump's policies, particularly in relation to China and economic adjustments. They explore the implications of tariffs, the challenges of national debt, and the potential pain associated with economic reforms. The discussion highlights the uncertainty in the market and the opportunities that arise during disruptive times, emphasizing the importance of understanding economic dynamics and preparing for future challenges.Chapters00:00 The Story Behind Ben Stein's Role in Ferris Bueller's Day Off04:15 Understanding Tariffs and Their Impact08:38 Market Reactions to Recent Tariff Announcements11:40 The Role of Tariffs in Economic Strategy18:59 Historical Context of Tariffs in America23:03 Trump's Strategy: A Game of Power27:37 Economic Challenges and the Role of Debt31:06 The Pain of Economic Adjustments35:45 Navigating Tariffs and Market Disruptions40:00 Opportunities Amidst Uncertainty
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