How to Deliver Bad News & Still Win in Business

SUMMARYFilip Lundstedt, a seasoned insurance strategist and entrepreneur, joins the podcast to break down the hidden opportunities in insurance that most people overlook. With years of experience working for major providers before going independent, Filip shares why traditional insurance models often work against consumers and business owners. He explains his "Gift Box" strategy, which layers catastrophic insurance, indemnity policies, and wellness programs to provide maximum protection while lowering costs.In this conversation, he also dives into smart financial moves for entrepreneurs, including how business owners can use tax codes to cut costs and even get paid through insurance. He reflects on a major career mistake—losing 800 clients overnight—and how that moment shaped his path to success. The discussion wraps up with insights on personal development, the importance of investing in oneself, and why success is about strategic thinking rather than luck.CHAPTERS02:35 - The Strategy Behind High-Stakes Insurance04:54 - Why Most People Overpay for Health Coverage07:21 - The "Gift Box" Approach to Insurance Planning09:43 - How the Wealthy Protect Themselves Differently12:05 - Business Owners’ Secret to Reducing Insurance Costs14:27 - The Tax Loophole That Pays for Employee Benefits16:52 - How to Turn Insurance Into a Profit Opportunity19:18 - The Biggest Mistake That Cost Me 800 Clients21:42 - The Power of Personal Development in Business24:08 - The #1 Lesson I’d Tell My Younger SelfGUEST DETAILSFull Name - Filip LundstedtInstagram (Personal) - ftlundsInstagram (Business) - Pro_care_consultingLinkedin - Filip LundstedtWebsite - procare.consultingConnect with Rudy Mawer:LinkedInInstagramFacebookTwitter

SUMMARYMahesh Guruswamy, a seasoned tech leader and author, joins the podcast to share invaluable insights on entrepreneurship, business strategy, and hiring for success. With a background in major tech companies like Amazon, Mahesh has a unique perspective on what it takes to scale a business, the common pitfalls entrepreneurs face, and how to build a winning team.Throughout the episode, Mahesh dives deep into the importance of market research, why competitor analysis is crucial, and why being first to market isn't always the best move. He also shares hard-earned lessons from his own entrepreneurial journey, including financial struggles and how he turned them into a driving force for success. Whether you're a startup founder or looking to scale your business, this episode is packed with practical advice you can apply immediately.CHAPTERS02:35 - The Harsh Reality of Entrepreneurship05:10 - Why Most Entrepreneurs Skip Market Research07:45 - How to Identify a Winning Business Idea10:20 - Why You Shouldn’t Always Be First in the Market12:55 - The Power of Competitor Analysis15:30 - Hiring Your First Tech Person: What to Look For18:05 - The “Plumber” Approach to Early-Stage Tech20:40 - The Biggest Lesson from Amazon’s Work Culture23:15 - Overcoming Financial Hardships & Learning from Failure25:50 - How to Deliver Bad News & Still Win in BusinessGUEST DETAILSWebsite: MaheshGuruswamy.comBook: How to Deliver Bad News and Get Away With It (Available on Amazon, Barnes & Noble)Connect with Rudy Mawer:LinkedInInstagramFacebookTwitter

SUMMARYMatthew Wadiak, co-founder of Blue Apron, joins the show to share his incredible journey of building one of the most well-known meal kit services in the world. He discusses the highs and lows of scaling a startup, including the challenges of logistics, fulfillment, and the process of taking a company public. From wild customer service nightmares to the pressure of keeping innovation alive while preparing for an exit, Matt provides an unfiltered look at the realities of running a high-growth business.Now, he’s onto his next big venture—Capsule, a new sustainable beverage company tackling the problem of plastic waste in packaging. With years of research and patented technology, Matt is revolutionizing how we consume drinks by replacing traditional plastic bottles with innovative, eco-friendly pod systems. He shares invaluable insights on entrepreneurship, leadership, and the importance of staying adaptable in an ever-changing business landscape.CHAPTERS02:35 - The Early Hustle: From Startup to Scale05:12 - The Two Worlds of a Growing Business07:43 - Logistics Nightmares: A Rodent Tale Gone Wrong10:26 - Surviving the Chaos of a Rapidly Scaling Business13:05 - Lessons from Taking a Company Public15:47 - The Biggest Pitfalls When Preparing for an Exit18:22 - From Blue Apron to Innovation: A New Sustainability Mission20:58 - Revolutionizing Beverage Packaging: The Birth of Capsule23:40 - The Hardest Lessons in Entrepreneurship26:19 - Final Advice for Entrepreneurs: What I’d Tell My Younger SelfConnect with Matthew Wadiak:Website: www.blueapron.comX: @MWadiakConnect with Rudy Mawer:LinkedInInstagramFacebookTwitter

SUMMARYCarter Cofield, a tax strategist and financial expert, joins the show to break down the biggest tax-saving strategies that business owners and entrepreneurs often overlook. He shares his personal journey, detailing the mistakes he made early on by hiring cheap, ineffective accountants and the costly process of fixing those errors. His insights focus on proactive tax planning, leveraging legal loopholes, and ensuring financial organization to maximize profits and minimize liabilities.Beyond taxes, the conversation dives into business-building fundamentals, emphasizing the importance of hiring the right team to scale beyond seven figures. Cofield also reveals his top strategies for social media success, explaining how consistency and daily engagement transformed his online presence into a powerful business tool. Whether you're an entrepreneur looking to save money on taxes or an aspiring business owner aiming to grow online, this episode delivers actionable insights that can change your financial future.CHAPTERS02:35 - The Mindset Shift That Changed Everything04:50 - How Taxes Can Make You Rich07:15 - The Tax Loopholes You’re Not Using09:30 - How to Avoid Costly Tax Mistakes11:45 - The Secret to Staying Organized with Finances14:00 - The Right Way to Write Off Big Purchases16:20 - Finding the Best Tax Strategist (And Avoiding Bad Ones!)18:40 - Building a Multi-Million Dollar Business from Scratch20:55 - Social Media Secrets for Explosive Growth22:30 - Where to Find the Best Tax AdviceGUEST DETAILSGuest Name: Carter CofieldCompany: Melling & MoneyYouTube: Melling & MoneyInstagram: @Cofield_AdvisorConnect with Rudy Mawer:LinkedInInstagramFacebookTwitter

SUMMARYMatt Steffanina, a world-renowned dancer, choreographer, and YouTube sensation, joins the conversation to share his journey from an awkward beginner to a global dance icon. He dives into how he built his massive online presence, the power of giving away value for free, and why connecting authentically with an audience is crucial for long-term success. From early struggles to viral success, Matt reveals the mindset shifts that helped him turn his passion into a thriving business.Throughout the discussion, Matt also opens up about the challenges of entrepreneurship, including losing his first YouTube channel and having to start from scratch. He offers valuable insights on how creators can monetize their brand beyond sponsorships, emphasizing the importance of unique selling propositions (USP) and community engagement. He also shares his personal growth journey, highlighting the importance of mental well-being, balance, and taking the time to step back from the hustle to generate new ideas. Whether you're an aspiring content creator or an entrepreneur, Matt’s story is packed with lessons on resilience, creativity, and strategic growth.CHAPTERS02:30 - From Hobby to Viral Sensation04:45 - The Power of Talking on Camera07:10 - Giving Away Value for Free – The Ultimate Growth Hack09:35 - How to Build a Loyal Community That Buys from You12:00 - Going Beyond Swag: Turning Influence into a Brand14:25 - The Struggles of Entrepreneurship Nobody Talks About16:50 - Bouncing Back After Losing Everything19:15 - The One Business Lesson I Wish I Knew Earlier21:40 - The Secret to Work-Life Balance as a Creator24:05 - From Awkward Beginner to Dance SuperstarGUEST DETAILSGuest Name: Matt SteffaninaInstagram: @MattSteffaninaYouTube: Matt SteffaninaWebsite: www.dncr.comDNCR App: app.dncr.comConnect with Rudy Mawer:LinkedInInstagramFacebookTwitter

Jay Abraham is a renowned business strategist, marketing expert, and author known for his work in helping companies maximize their profitability, optimize their sales strategies, and build long-term sustainable growth. With over 40 years of experience, he has worked with thousands of businesses, including small startups and major corporations, to unlock their potential and create scalable systems.CHAPTERS 02:15 - Importance of Relationship Building in Business04:30 - The Power of Optimizing the Sales Funnel07:05 - Identifying Sunk Costs in Business Growth09:20 - Reclaiming Lost Opportunities: How to Maximize ROI12:00 - The Role of Customer Lifetime Value (LTV)14:15 - Building Long-Term Relationships for Sustainable Growth17:35 - Focusing on High-Quality Leads vs. Quantity20:10 - Mindset Shifts to Multiply Business Success23:50 - How Small Businesses Can Get Higher Multiples26:30 - Turning Lifestyle Businesses into Sellable AssetsConnect with Jay Abraham:Website: www.abraham.comTwitter: @TheJayAbrahamLinkedIn: Jay AbrahamConnect with Rudy Mawer:LinkedInInstagramFacebookTwitter

SUMMARYMaggie Perotin, a business and leadership coach and founder of Stairway to Leadership, joins the podcast to share her journey from corporate burnout to becoming a high-performance coach. With years of experience, Maggie brings practical insights into managing time and energy to achieve success in both business and personal life.Throughout the conversation, Maggie emphasizes the importance of task prioritization, tracking time, and delegating low-value tasks. She discusses how high performance isn’t just about working non-stop but about balancing intense work periods with strategic rest. The episode covers actionable tips for entrepreneurs who want to optimize productivity without burning out.CHAPTER TITLES02:01 - Maggie's Corporate Burnout and Path to High Performance04:14 - The Importance of Task Tracking for Entrepreneurs06:33 - Maximizing Time Utilization for Business Owners08:25 - The Golden Rule of Task Delegation10:03 - High Performance: Finding Balance Between Work and Life12:17 - How Rest and Relaxation Fuel Productivity14:12 - Periods of Intensity vs. Rest in Business15:00 - Mastering the Morning for Maximum Productivity16:00 - Weekly Planning to Conserve Mental Energy18:45 - The Role of Habits in Sustaining High PerformanceGUEST DETAILSFULL NAMEMaggie PeritonSOCIALSStairwaytoleadershipmaggieperitonWEBSITEstairwaytoleadership.comConnect with Rudy Mawer:LinkedInInstagramFacebookTwitter

Tanner Chidester, a successful entrepreneur and business scaling expert, shares his valuable insights on how to effectively navigate the challenges of growth. He discusses everything from optimizing ad campaigns to balancing core and new products, offering actionable strategies to scale businesses without overloading. Tanner also emphasizes the importance of strong leadership and the right team dynamics, giving advice on how to build and manage a high-performing team that drives success.As the conversation continues, Tanner delves into his experiences with licensing, joint ventures, and pivoting into new industries. He highlights the importance of adapting to shifting business landscapes and earning customer trust, especially in the post-COVID world. With his wealth of experience, Tanner offers practical advice for entrepreneurs looking to grow, diversify their portfolios, and thrive in an ever-changing marketplace.CHAPTERS02:34 - Starting With the Right Products: How to Identify Market Demand05:29 - Scaling Through Ads: When to Optimize and When to Stop08:43 - Finding the Right Balance Between Core and New Products11:12 - The Power of Licensing: Expanding Without Extra Work14:00 - Joint Ventures: Leveraging Existing Talent for Success17:22 - The Key to Leadership: Building and Managing a Great Team19:01 - Staff Overload: Why Less Is More When Building Teams21:18 - Scaling Through Smart Hiring: Why It’s All About A-Players23:05 - Trust in Business: How to Overcome Growing Skepticism25:37 - The Changing Landscape of Coaching and Online ServicesConnect with Tanner Chidester:IG - tanner.chidesterWEBSITE - https://tannerchidester.com/Connect with Rudy Mawer:LinkedInInstagramFacebookTwitter

Justin Colby, a highly successful real estate investor, entrepreneur, and podcast host, joins the show to share his insights on podcasting, marketing, and business growth. With years of experience in coaching and building a strong online presence, he discusses how he transitioned from real estate into the content creation and coaching space, charging premium rates for his expertise. He breaks down the importance of personal branding and audience indoctrination, explaining how consistency and authenticity are key factors in building trust and ultimately converting listeners into clients.Throughout the conversation, Justin dives deep into strategies for monetizing a podcast, using content to generate leads, and leveraging automation tools like ChatGPT to create worksheets and marketing materials with ease. He emphasizes that podcasting isn’t just about content—it’s a powerful networking tool that can help entrepreneurs connect with industry leaders and potential business partners. Whether you’re looking to start a podcast, grow an audience, or scale a coaching business, Justin’s insights provide a roadmap for success.CHAPTERS02:35 - The Power of Personal Branding in Coaching05:10 - Monetizing Your Podcast: The Right Way07:45 - Indoctrination & Building Audience Trust10:20 - Selling Without Selling: The Subconscious Art of Persuasion12:55 - Creating a Call-to-Action Strategy for Maximum Impact15:30 - The Importance of Warming Up Your Audience18:05 - Using ChatGPT & Automation to Streamline Content20:40 - Why You Should Start a Podcast Now23:15 - The Networking Superpower of Podcasting25:50 - Where to Find Justin Colby & Closing ThoughtsConnect with Justin Colby:Instagram:@thejustincolbyPodcast:The Science of Flipping (Available on Apple Podcasts)Website:JustinColbyCoaching.comOther Podcast:Entrepreneur DNA (Available on Apple Podcasts)Connect with Rudy Mawer:LinkedInInstagramFacebookTwitter

Natosha Navarro and Anisa Crespo, co-founders of the Million Dollar Moms Society, join the podcast to share their expertise in building and monetizing Facebook groups. The duo met online and combined their skills—organic growth and paid advertising—to create a thriving community. Throughout the conversation, they outline a structured three-step system for setting up and automating Facebook groups to maximize engagement and monetization. They debunk the myth that Facebook groups are outdated, providing insights into their continued relevance across different industries. The discussion also covers organic growth strategies, leveraging ads, and advanced tactics like retargeting potential customers to increase conversions. Their insights offer a clear roadmap for entrepreneurs looking to build successful online communities.CHAPTERS02:36 - The Three-Step System for Facebook Groups04:12 - Why Facebook Groups Thrive in 202506:03 - The Psychology Behind Online Communities07:27 - How to Start a Facebook Group with No Followers09:04 - Strategies to Grow a Facebook Group Organically10:15 - Using Ads to Scale Facebook Groups11:18 - Converting Group Members into Customers12:09 - The Power of Social Proof in Communities13:45 - Building an Email and SMS List from Your Group15:21 - Advanced Tactics for MonetizationConnect with Anisa & Natosha:milliondollarmom.orgIG - milliondollarmomsocietyAnisa IG - keepingupwiththecresposNatasha IG - Natasha_marie_mdmsPODCAST - Magnetize and Monetize Your MarketConnect with Rudy Mawer:LinkedInInstagramFacebookTwitter