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Digital Mayors Podcast: Daily Summaries Delivered
by Digital Mayors Podcast
Discover the best of South Florida with the Digital Mayors Podcast! We bring you the people, businesses and gems that make South Florida a great place to live, work and play. From entrepreneurial insights to little-known local spots and community events, we bring you conversations with leaders shaping our community. Whether you’re a local or new to the area, join the conversation, discover new favorites and learn how to make the most of South Florida life. Follow, comment and share your favorite gems! Who knows, you might even find your new go-to person, business, organization and spot!
Latest Episodes
The most recent episodes — sign up to get AI-powered summaries of each one.
- 1 weeks ago1h 12m
One Bad Click Could Destroy Your Business | Erick Solms on Cybersecurity & AI
Could your business survive one bad click?On this episode of the Digital Mayor’s Podcast, Dan and Michael sit down with Erick Solms, entrepreneur, cybersecurity expert, and founder of Simplify, to talk about the threats business owners may not realize are sitting right in front of them. And according to Erick, one of the biggest cybersecurity risks isn’t the technology—it’s the people using it. An employee clicking the wrong link, ignoring a security warning, or falling for an increasingly convincing AI-powered scam can potentially expose an entire company. Erick breaks down cybersecurity without all the technical jargon, including why employee training matters, the importance of cyber liability insurance, how AI is making phishing attacks more convincing, why MFA is worth the inconvenience, and the three things he believes business owners should do right now: train their people, establish an AI policy, and audit old employees and vendors who may still have access to company systems. But this episode goes far beyond cybersecurity. Erick shares his journey from growing up in Ecuador and coming to the U.S. as an international student to building his own company. He talks about entrepreneurship, the lessons he learned from his mother, building a team and company culture, community involvement, and even the day the FBI, SEC and Department of Justice showed up at his office because of one of his clients. It’s a conversation about protecting what you’ve built, learning as you grow, taking care of your people, and understanding how quickly technology—and the risks that come with it—are changing.#DigitalMayorsPodcast #ErickSolms #Cybersecurity #CyberSecurityTips #ArtificialIntelligence #AI #SmallBusiness #BusinessOwners #Entrepreneurship #SouthFlorida #DataSecurity #Leadership
- 3 weeks ago1h 10m
Ep 53: 20 Years in Business With My Brother: The Wins, Mistakes & Stories We’ve Never Told
Twenty years ago, Michael Nathanson walked into Dan's real estate office with a license Dan didn't know he'd gotten and announced, in his own unique way, that they were apparently going into business together.Twenty years later, we're turning the microphones on ourselves.In this special episode of The Digital Mayors Podcast, we look back at the early days of The Nathanson Brothers, difficult markets, first transactions, mistakes, career changes, starting new businesses, community involvement and what we've learned from working together for two decades.The biggest takeaway surprised even us: the best part wasn't the transactions or businesses. It was the people and relationships.HighlightsThe unexpected moment everything startedWhat working with your brother really looks likeLessons from the housing crashThe coin flip that changed our careersOur best and worst business decisionsWhy South Florida community involvement became so importantWhat we want the Nathanson Brothers name to mean 20 years from nowVisit LoveWhereYouLiveFL.com for the episode, our South Florida community hub and more from The Digital Mayors Podcast.
- Jul 16, 20261h 12m
How to Build a Brand That Dominates Your Market | Eric Weingart on Marketing, Business & Legacy
What does it really take to build a brand that people trust—and a business that truly lasts?This week on the Digital Mayors Podcast, Dan and Michael Nathanson sit down with Eric Weingart, CEO of Rare Blue Moon Marketing and host of the Gold Coast Podcast, to discuss entrepreneurship, digital marketing, leadership, fatherhood, and the power of building genuine community. Eric shares his remarkable journey from a difficult upbringing to becoming one of South Florida's leading marketing professionals, explaining why strategy always beats luck, why most businesses fail at marketing, and how authentic relationships create long-term success.The conversation also explores Eric's upcoming journey into fatherhood, lessons learned from the military, the importance of discipline, fitness, emotional leadership, and why helping others succeed may be the greatest legacy anyone can leave behind.In this episode:• How Rare Blue Moon Marketing helps businesses dominate their market• The biggest marketing mistakes local businesses make• Why paid advertising still matters in today's digital world• SEO, AI, ChatGPT & the future of search• Building the Gold Coast business community• Entrepreneurship after 40• Leadership, discipline & military lessons• Fatherhood, legacy & raising the next generation• Why fitness and mental health fuel business success• The power of authentic networking and communityWhether you're a business owner, entrepreneur, marketer, or simply looking for inspiration to take your next step, this conversation is packed with practical advice and meaningful life lessons.👍 Like, Subscribe, and Share for more conversations highlighting the people, businesses, and organizations making South Florida an incredible place to live, work, and thrive.
- May 15, 20261h 4m
From Dad to Leader! Fighting for Florida's Future | A conversation With August Mangeney
What happens when a longtime South Florida local decides it’s time to step into public service?On this episode of Digital Mayors Podcast, Dan and Michael Nathanson sit down with longtime friend, attorney, father, and Florida House District 93 candidate August Mangani for a candid conversation about family, affordability, homeownership, public service, and what it means to fight for the future of South Florida.From serving tables at Cheesecake Factory to coaching his kids’ flag football team and now running for office, August shares the personal experiences that shaped his perspective on leadership, community, and the American Dream.In this episode:Why South Florida is becoming harder for families to affordThe rising cost of homeownership and property insuranceWhat inspired August Mangani to run for Florida House District 93How COVID changed family life and housing in FloridaThe reality of raising kids in today’s economyWhy public education and community matter more than everLessons learned from working at Cheesecake Factory and LongHorn SteakhouseWhy communication and relationships matter in leadershipParenting, coaching youth sports, and building strong communitiesThe importance of neighbors helping neighborsPlus:Miami Hurricanes football talkThe emotional reality of wanting your kids to stay in FloridaThoughts on the American Dream in modern AmericaFavorite local restaurants including Flanigan’s and Mama Mia’sWhy August believes small community actions still matterWhether you care about local leadership, Florida’s future, family life, homeownership, or simply love hearing real conversations with people making a difference in South Florida, this episode delivers.Subscribe for more conversations highlighting the people, businesses, and stories shaping South Florida.#DigitalMayors #SouthFlorida #FloridaPolitics #AmericanDream #Homeownership #PalmBeachCounty #CommunityLeadership #FloridaHouse #AugustMangani #Podcast #LocalPolitics #BocaRaton #SouthFloridaLiving #PodcastJunkeez
- Apr 24, 20261h 5m
Inside TwentyTwenty Grille Boca’s Hidden Gem | Chef Secrets, Food Stories & Restaurant Life
What makes a restaurant unforgettable?In this episode of the Digital Mayors Podcast, we sit down with the chefs behind Boca Raton’s beloved Twenty Twenty Grill to uncover what really goes into creating a dining experience, not just a meal. From ever-changing menus and creative dishes to the pressure of running a high-level kitchen, this conversation dives deep into the passion, discipline, and artistry behind one of South Florida’s most talked-about restaurants.We cover:How Twenty Twenty Grill creates a unique, ever-evolving menuThe story behind signature dishes (and a few that didn’t work 😅)What it’s really like working in a high-performance kitchenThe importance of guest experience and personal touchChef insights that will instantly make you a better dinerPlus — behind-the-scenes stories, restaurant chaos, food innovation, and the mindset it takes to stay consistent at a high level.If you love food, hospitality, or just great conversations — this episode is for you.👉 Have you been to 2020 Grill? Drop your favorite dish below👉 Like & subscribe for more local stories, business insights, and community highlights#BocaRaton #FoodPodcast #RestaurantLife #ChefLife #TwentyTwentyGrill #SouthFlorida #Foodie #Hospitality #LocalBusiness #DigitalMayors
- Apr 11, 202655 min
What’s REALLY Working in Business Right Now (No Fluff, Just the Truth)
No guest. No scripts. No highlight reel.In this raw and unfiltered episode of the Digital Mayors Podcast, Michael and Dan Nathanson pull back the curtain on what’s actually happening inside their businesses—from real estate and mortgages to construction and entrepreneurship.They break down what’s working, what’s not, and the real challenges behind scaling multiple businesses in today’s market. From slow real estate conditions and operational growing pains to the power of communication, systems, and relationships—this is the honest conversation most people don’t have publicly.You’ll hear:• The current reality of the real estate market (and why most people aren’t telling the truth)• How communication and trust are winning deals right now• The biggest mistakes entrepreneurs make when scaling• Why systems and delegation are critical for growth• How they’re expanding into construction as licensed general contractors• The real pressures of leadership and responsibility• The importance of community, giving back, and purpose beyond businessPlus, they dive into personal growth, ADHD, discipline, and how becoming better leaders has changed their lives both in business and at home.If you’re building something, scaling a business, or just trying to figure out what actually moves the needle—this episode is for you.📌 Podcast: Digital Mayors Podcast🎙️ Hosts: Michael & Dan Nathanson#Entrepreneurship #RealEstate #BusinessGrowth #Leadership #Podcast #Mindset #SmallBusiness #Success #Marketing #Sales #PersonalDevelopment #BusinessTips #Investing #Contractor #Startup
- Mar 20, 20261h 12m
What South Florida Homeowners Need to Know Before Buying Impact Windows | Ep 48 |
On this episode of the Digital Mayors Podcast, Dan and Michael Nathanson sit down with Matt and Jody Hillstrom, owners of Boca Impact Window and Door, to talk about what homeowners in South Florida should really know before buying impact windows and doors.They break down how to compare quotes the right way, why the cheapest option is not always the best option, what questions to ask before signing anything, and how to avoid high-pressure sales tactics. The conversation also explores what it means to build a trusted family business, how customer service shapes their company culture, and why timing may matter if you’ve been thinking about upgrading your home.If you’re considering impact windows or doors, this episode is packed with practical advice that could save you money, stress, and a costly mistake.Visit lovewhereyoulivefl.com to connect with the show, explore local businesses, and find more episodes.
- Feb 27, 20261h 5m
Ep 47: Hiring a Contractor in South Florida? Andy Wyman, Wyman Legal Solutions
If you’re hiring a contractor soon, this episode could save you a nightmare.On this episode of the Digital Mayors Podcast, we’re joined by Andy Wyman of Wyman Legal Solutions (Boca Raton)—a construction-law attorney who advocates for homeowners when renovations go sideways… and helps prevent the disaster before it starts.We dig into the biggest mistakes homeowners make when hiring contractors (spoiler: price-shopping and weak/no contracts), the early warning signs you should never ignore, and the real-world leverage moves that matter when you’re already mid-project and things feel “iffy.”Andy also shares a jaw-dropping renovation horror story (yes, the “your house is gone” kind), breaks down why permits matter more than people realize, and explains a simple vetting approach that can protect your home, your budget, and your sanity.In this episode, you’ll learn: • The #1 mistake that causes the most damage when hiring a contractor • Payment structures that keep you protected (and why overpaying early is deadly) • Red flags: communication issues, permit dodging, and “too good to be true” bids • How contractor disputes really work (and why court usually isn’t the answer) • A flat-fee contractor vetting option that can save tens of thousands • Practical steps for homeowners, HOAs, and condo boards to run smarter projectsConnect + resources mentioned: • Contractor license lookup: MyFloridaLicense.com • Andy / Wyman Legal Solutions: WymanLegalSolutions.com • Digital Mayors hub: LoveWhereYouLiveFL.comIf you got value from this episode, like, subscribe, and share it with someone hiring a contractor—or someone stuck mid-renovation right now.
About Digital Mayors Podcast
Discover the best of South Florida with the Digital Mayors Podcast! We bring you the people, businesses and gems that make South Florida a great place to live, work and play. From entrepreneurial insights to little-known local spots and community events, we bring you conversations with leaders shaping our community. Whether you’re a local or new to the area, join the conversation, discover new favorites and learn how to make the most of South Florida life. Follow, comment and share your favorite gems! Who knows, you might even find your new go-to person, business, organization and spot!
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