SUMMARYMark Kohler, a top tax attorney, CPA, and best-selling author, joins the show to break down powerful tax and wealth-building strategies specifically for entrepreneurs and high-income earners. With decades of experience simplifying tax law for the everyday business owner, Mark dives deep into how smart structuring and proactive planning can help you legally pay less in taxes while building generational wealth.Throughout the conversation, Mark unpacks how to leverage S Corporations, write off daily expenses, and even pay your kids while saving thousands annually. He also walks through advanced retirement strategies like the Mega Backdoor Roth and self-directed accounts that allow investments in real estate, crypto, and even cows. This episode is packed with golden nuggets for anyone earning between $250k to $1M+ looking to get serious about long-term financial freedom and bulletproofing their wealth.CHAPTERS02:35 – How the Rich Pay Less in Taxes (Legally)04:54 – Tax Write-Offs You Didn't Know You Could Take07:21 – Why You NEED an S Corporation ASAP09:40 – How to Legally Pay Your Kids & Save on Taxes12:08 – Real Estate + Business = The Ultimate Wealth Hack14:37 – How to Write Off Travel, Dining & Your Home Office17:02 – Buying Cows & Crypto with Your Retirement Accounts19:00 – Mega Backdoor Roth Explained Simply21:08 – What to Ask Your Accountant if You Make Over $250k23:10 – Should You File a Tax Extension This Year?GUEST DETAILSWebsite: https://markjkohler.comYouTube: Mark J Kohler (500k+ subscribers)Instagram: @markjkohlerBooks: The Tax and Legal Playbook, The Business Owner’s Guide to Financial FreedomPodcasts:The Directed IRA PodcastMain Street Business PodcastLive Events: Hosts 2 affordable national conferences annuallyConnect with Rudy Mawer:LinkedInInstagramFacebookTwitter

SUMMARYAngela Ardolino, a passionate entrepreneur, holistic pet wellness expert, and founder of CBD Dog Health, shares her journey from frustrated pet parent to industry-disrupting CEO. Angela began her mission after her own dog was diagnosed with cancer and traditional vets offered no real alternatives. Determined to find a solution, she took matters into her own hands, eventually formulating products that have now helped thousands of pets.In this candid conversation, Angela opens up about the resistance she faced from traditional veterinarians, the overwhelming importance of education in a misunderstood industry, and how she built a fiercely loyal customer base. She also dives into marketing tactics that helped her 4X customer value, the power of storytelling through real-life testimonials, and the challenges of being a woman trying to break into an industry dominated by skepticism and red tape. It's an inspiring deep dive into brand-building, perseverance, and true grassroots impact.CHAPTERS02:35 – The Unexpected Start of a Pet Wellness Empire04:54 – Formulating a Natural Solution for Her Own Dog07:21 – From Skepticism to Success: Vet-Approved Remedies09:43 – Tackling Misinformation and Standing Out in CBD12:05 – Building a Brand Through Education, Not Just Products14:40 – Hiring for Mission, Not Just Skills17:02 – How to Market When the Industry Says No19:29 – Subscriptions, Campaigns & Customer Love Stories21:53 – Big Business Meets Holistic Healing: The Tensions24:06 – Hard Lessons & Sexism in EntrepreneurshipConnect with Angela Ardolino:Founder of:CBD Dog Health – CBD & holistic pet wellness productsMycoDog – Mushroom & adaptogen pet supplementsWebsite for Education & Protocols: AngelaArdolino.comPodcast: Your Natural DogSocials:Instagram: @angelaardolinoFacebook: CBD Dog HealthYouTube: Your Natural DogConnect with Rudy Mawer:LinkedInInstagramFacebookTwitter

SUMMARYNick Huzar, the CEO and co-founder of OfferUp, a widely popular local marketplace app, joins the podcast to discuss his journey and offer insights into the company’s rapid growth and development. Known for its easy-to-use platform, OfferUp has made waves in the online marketplace industry, and Huzar shares the early days, how the idea came together, and the evolution of the platform. He dives into their strategic moves and explains how they transformed OfferUp from a simple online marketplace into a dynamic, visually engaging treasure hunt-like experience that encourages people to interact more frequently with the app.Throughout the conversation, Huzar delves into the company’s focus on vertical expansion, exploring services like home improvement and local jobs. He also touches on the importance of continuous innovation and experimentation, even as the company grows. Emphasizing the need for calculated risks, Huzar recounts the challenges of team building, especially dealing with toxic hires, and explains how they found success by betting on the right people. The discussion is a deep dive into the highs and lows of entrepreneurship, with valuable lessons on leadership, failure, and scaling a business.CHAPTERS02:35 - Building OfferUp: The Journey from Idea to Launch04:56 - Creating a Visual Experience for Users: OfferUp’s Social Media Shift07:23 - Expanding Beyond Shopping: Offering Local Services09:10 - Scaling OfferUp: Testing New Vertical Markets11:37 - Navigating Risk and Innovation: How OfferUp Stays Fresh14:00 - The Entrepreneurial Mindset: From Startup to Industry Leader16:05 - Learning from Failures: Offering New Opportunities Despite Setbacks18:40 - The Importance of People: How Team Building Defines Success21:05 - Big Bets and Small Wins: The Secret to OfferUp’s Growth23:30 - Embracing Failure: The Stories of OfferUp’s Bumpy Road to SuccessGUEST DETAILSWebsite: OfferUpLinkedIn: Nick HuzarX: @NickHuzarInstagram: @NickHuzarOfferUp Social Media:X: OfferUpInstagram: OfferUpFacebook: OfferUpConnect with Rudy Mawer:LinkedInInstagramFacebookTwitter

SUMMARYJustin Day, founder of Swarm System, joins the show to unpack the systems and mindset shifts that have helped him build and scale his business with intention. With a background in operations and deep knowledge of automation, Justin offers a refreshing, tactical take on how entrepreneurs can avoid burnout while still growing their impact and income.In this episode, Justin shares his journey from solo operator to systems-driven founder. He dives into how Swarm System helps entrepreneurs offload low-value tasks, leverage their time, and build businesses that don't rely solely on their personal effort. Along the way, he and the host discuss the realities of delegation, the power of structured thinking, and how to install systems that actually stick.CHAPTERS02:00 – From Freelancer to 6-Figure Agency04:12 – Scaling Through Word of Mouth06:03 – Building a Rockstar Team07:55 – The Mindset Shift to CEO09:04 – When to Hire (and Who to Hire First)10:30 – Systems That Saved the Business11:48 – Posting Content Even If It Sucks12:50 – Leveraging AI to Automate Work13:44 – Creating Offers That Sell ThemselvesConnect with Justin:Biz Instagram: Swarmsystem.aiInstagram: JustindaydigitalConnect with Rudy Mawer:LinkedInInstagramFacebookTwitter

Julie Hutchinson, a specialist in neuroscience and high-performance coaching, discusses how entrepreneurs can avoid burnout by optimizing their mindset and stress management. She highlights the impact of sleep on cognitive function, sharing strategies like tracking sleep patterns and using supplements. Julie emphasizes the connection between thoughts, emotions, and performance, as well as the necessity for resilience in overcoming setbacks. Listeners learn about biohacking and self-awareness as essential tools for managing high-pressure environments.

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