The Rainmaker Family Show | Build Your Family Business

Chelsey & Stephen Diaz
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The Rainmaker Family Show | Build Your Family Business

Chelsey and Stephen Diaz help pioneer family transformation through the journey of entrepreneurship. In their Rainmaker Family programs, they focus on helping moms launch a thriving Remote Business and then create systems to free up more time, location and financial flexibility for the family. Listen in for weekly insights and interviews with family-first entrepreneurs to aid you on your journey. Ranked #148 on the Inc 5000 list, and #2 in the category of education, these two are reshaping online learning, proving that success in business can coexist harmoniously with a family-first approach.

  1. -1 J

    195. From $2,000 to 8 Figures: How Samantha Guthrie Built an Empire and Redefined Success

    Hey Rainmakers! Chelsey and Stephen here with an inspiring conversation you don’t want to miss. Today, we’re sitting down with Samantha Guthrie, the ATM Cash Queen, whose incredible journey includes turning a $2,000 investment into a multimillion-dollar business and achieving an 8-figure exit. Samantha’s story is one of perseverance, hard work, and building systems that support both life and legacy. In this episode, Samantha shares how she and her husband built Automated ATM Solutions, Inc. into one of the largest ATM networks in the U.S., overcoming massive challenges along the way. From navigating betrayal in the workplace to starting from scratch with a bold idea, Samantha’s journey is a masterclass in resilience and innovation. She talks about the importance of building a business that aligns with your life goals and setting boundaries to protect your personal and professional relationships. If you’ve ever dreamed of creating a business that works for you—not the other way around—this conversation is full of actionable insights. Samantha dives deep into why hiring smarter, creating replicable systems, and staying true to your values are non-negotiables for growth. She also opens up about the unique dynamics of working with her spouse and how they found balance while scaling their business together. We also discuss the power of celebrating wins, even the small ones, and what it’s like to rediscover your passions after a successful business exit. Samantha’s wisdom will inspire you to dream bigger and build smarter, no matter where you are on your entrepreneurial journey. Connect with us: ► Rainmaker Instagram: @therainmakerfamily   ► Chelsey Instagram: @chels_diaz   ► Stephen Instagram: @steezdiaz    ► TikTok: @therainmakerfamily   ► Facebook: @diazfamilylegacy   ► Website: @https://therainmakerfamily.com   Join Our Next Rainmaker Challenge - How To Make Passive Income From Home: https://therainmakerchallenge.com Save On Our Favorite Things: https://rainmakerfamily.com/deals Watch The Million Dollar Mama Case Study: https://www.makeitrainmomma.com/casestudy   Episode Minute by Minute:  0:00 - Welcome and Samantha's Introduction 1:20 - Overcoming Career Challenges: Samantha’s Journey 7:00 - Building a Business That Aligns with Your Life Goals 12:20 - Starting in the ATM Industry with $2,000 18:30 - Scaling and Exiting: What No One Tells You 24:00 - Non-Negotiable Systems for Every Business Owner 28:00 - Working with Your Spouse: Finding Balance 31:40 - Post-Exit Life: Celebrating Wins and Giving Back

    37 min

  2. 13 DÉC.

    194. Breaking the Money Myths Holding Women Back: Financial Freedom with Britt Baker of Dow Janes

    Hey Rainmakers! Chelsey and Stephen here, and we are thrilled to have Britt Baker, co-founder of Dow Janes, on the show today! If you’ve ever felt overwhelmed by money or wondered how to shift your financial mindset, this episode is packed with golden nuggets. Britt is on a mission to help women break free from financial myths and take control of their money stories—so buckle up for some serious inspiration! We kick things off with Britt sharing how Dow Janes started as a small investment club in her living room. What began as a way to help friends learn about investing has grown into a movement empowering women to achieve financial freedom. She opens up about her own mindset shifts, including overcoming a scarcity mentality, and how aligning spending with her values transformed her relationship with money. One of our favorite takeaways from Britt is her red, yellow, and green light approach to spending time and money in your business. Red light activities, like branding or Instagram, don’t lead directly to revenue, while green light actions—like sending sales emails or hosting workshops—are all about making money moves. Britt’s advice? Focus on green light activities to build momentum before indulging in the “fun stuff.” We also dive into practical tips like tracking your spending with emotional awareness, aligning purchases with personal values, and teaching kids about money. Britt even shares her personal story of learning about compound interest from her dad at age seven—a lesson that sparked her passion for financial education. This episode is packed with actionable insights to help you shift your money mindset, build wealth, and teach the next generation to do the same. Trust us, you don’t want to miss it! Link: try.dowjanes.com/rainmaker   Connect with us: ► Rainmaker Instagram: @therainmakerfamily   ► Chelsey Instagram: @chels_diaz   ► Stephen Instagram: @steezdiaz    ► TikTok: @therainmakerfamily   ► Facebook: @diazfamilylegacy   ► Website: @https://therainmakerfamily.com   Join Our Next Rainmaker Challenge - How To Make Passive Income From Home: https://therainmakerchallenge.com Save On Our Favorite Things: https://rainmakerfamily.com/deals Watch The Million Dollar Mama Case Study: https://www.makeitrainmomma.com/casestudy   Episode Minute by Minute:  0:00 - Introduction: Meet Britt Baker of Dow Janes 2:00 - Dow Janes’ Beginnings: From Living Room to Movement 5:00 - Breaking Money Myths: Overcoming Scarcity 8:30 - Aligning Spending with Your Values 12:00 - Red, Yellow, Green Light Framework for Entrepreneurs 15:30 - Practical Tips for Families to Discuss Finances 20:00 - The Power of Compound Interest 25:00 - The Biggest Wealth Transfer in History

    33 min

  3. 6 DÉC.

    193. The Power of a Peer Mastermind & How You Can Run One For FREE

    Hey Rainmakers! Chelsey and Stephen here, and we’re so excited to share something with you that’s been a huge needle mover for us in life and business. You know we’re all about investing in yourself and getting in the right rooms, but today, we’re flipping the script. What if you could experience all the incredible benefits of a mastermind without dropping thousands of dollars? Yep, it’s possible, and we’re spilling all the details in this episode. We’re talking about peer masterminds—basically, gathering a group of like-minded entrepreneurs or friends who want to grow together. No huge price tags, just intentional connection and serious ROI for your business and your life. The first time we heard about this concept, we were like, “Wait, what? This is genius!” Since then, we’ve hosted a few of our own, and let us tell you, the transformation has been incredible. Here’s the deal: in this episode, we’re walking you through how to start your own peer mastermind, whether it’s with local entrepreneurs, people you’ve met online, or even friends from a conference. It can be as simple as a dinner with a small group or a full-day retreat. We’re breaking down how to find the right people, structure your time together, and create a space where breakthroughs happen for everyone. One thing we’ve learned? You don’t have to be in the same industry to get value. In fact, having people from different backgrounds can bring fresh ideas and perspectives you might not have thought of. But here’s a pro tip: try to gather people at similar revenue levels so everyone’s working on challenges that resonate. Trust us, this is where the magic happens. So, grab a notebook because we’re giving you all the tools to make this happen. And hey, don’t overthink it—just pick a date, reach out to a few people, and start building the kind of relationships that will take you to the next level. Connect with us: ► Rainmaker Instagram: @therainmakerfamily ► Chelsey Instagram: @chels_diaz ► Stephen Instagram: @steezdiaz ► TikTok: @therainmakerfamily ► Facebook: @diazfamilylegacy ► Website: @therainmakerfamily.com   Join Our Next Rainmaker Challenge - How To Make Passive Income From Home  https://therainmakerchallenge.com Save On Our Favorite Things: https://rainmakerfamily.com/deals Watch The Million Dollar Mama Case Study: https://www.makeitrainmomma.com/casestudy   Episode Minute by Minute:  0:00 - Introduction: Save Big While Growing Big 1:25 - What is a Peer Mastermind? 3:30 - Why Peer Masterminds Work: Our Experience 7:00 - How to Find the Right People 10:15 - The Cherry on Top Method 14:30 - Simple Formats for Peer Masterminds 18:45 - Dinner Format: A Great Starting Point 23:10 - Half-Day and Full-Day Mastermind Ideas 27:45 - Taking Action: Start Yours Today

    29 min

  4. 29 NOV.

    192. How To Become An Anonymous Influencer & Turn It Into Income! Black Friday Special

    BLACK FRIDAY SPECIAL DETAILS HERE: https://rainmakerlinks.com/podmcm Hey Rainmakers! It’s Stephen here with a special Black Friday episode just for you. We’ve never done this before, but we’re pulling back the curtain on a unique opportunity to leverage social media, build influence, and turn it into a stream of income—all without ever showing your face. Sound too good to be true? Stick around, and I’ll show you exactly how it works. This strategy, called Media Channel Mastery, taps into the power of theme pages and proven viral content. You don’t need to be a traditional influencer, learn TikTok dances, or even shoot your own content. Instead, you’ll learn how to curate and grow a social media channel focused on a specific niche, using the latest algorithm insights to gain visibility and traction. Platforms like Instagram are changing the game, favoring small creators and interest-based content over follower counts, which means there’s no better time to get started. In this episode, I break down how you can build influence by sharing content that’s already been proven to go viral—what we call PVC (Proven Viral Content). I also share real-world examples from our Rainmaker community, including accounts that have grown to tens of thousands of followers in just weeks. With the right strategy, these media channels can generate income through digital products, affiliate partnerships, and even ad placements, all while staying faceless if that’s your preference. This Black Friday, we’re offering an exclusive deal on our Media Channel Mastery course—normally $1,000—for a fraction of the price. It’s your chance to jumpstart your journey into faceless influence, leveraging the same strategies that have helped our community grow exponentially. Ready to take action? Head to rainmakerlinks.com/podmcm to grab this deal before it’s gone! Connect with us: ► Rainmaker Instagram: @therainmakerfamily   ► Chelsey Instagram: @chels_diaz   ► Stephen Instagram: @steezdiaz    ► TikTok: @therainmakerfamily   ► Facebook: @diazfamilylegacy   ► Website: @https://therainmakerfamily.com   Join Our Next Rainmaker Challenge - How To Make Passive Income From Home: https://therainmakerchallenge.com Save On Our Favorite Things: https://rainmakerfamily.com/deals Watch The Million Dollar Mama Case Study: https://www.makeitrainmomma.com/casestudy   Episode Minute by Minute:  0:00 - Introduction: Black Friday Special 1:00 - Why Now Is the Time for Faceless Influence 3:00 - What Is Media Channel Mastery? 6:00 - Instagram’s Algorithm Shift and New Opportunities 9:00 - Proven Viral Content: The Secret to Fast Growth 14:00 - Real-Life Success Stories from Rainmakers 20:00 - Turning Influence into Income: Digital, Affiliate, and More 25:00 - How to Access the Black Friday Special

    27 min

  5. 22 NOV.

    191. How To Guarantee A Financial Legacy For Generations To Come with Ramie Khalil

    Hey Rainmakers! Chelsey and Stephen here, and today we’re diving into a game-changing topic with our good friend Ramie Khalil. You’ve heard us talk about making and multiplying money, but today we’re focusing on how to protect it and ensure your family’s financial future. What if you could build a wall around your wealth and guarantee a legacy for generations to come? That’s exactly what we’re covering in this episode! Ramie, a seasoned investment advisor, shares the strategies that high-level entrepreneurs, banks, and institutions use to preserve wealth through life insurance.  Before you are like, okay, this has nothing to do with me…hear us out!  We start by breaking down common misconceptions about life insurance, especially the controversial shift from term to whole life policies. If you’ve ever wondered how to make life insurance work for you, this episode will open your eyes to the concept of building cash value and creating a guaranteed financial safety net for your family. We explore the powerful features of whole life insurance, including its unique ability to build equity and provide access to cash value while still growing wealth over time. Ramie shares real-life examples of families who’ve used these strategies to leave lasting legacies and the peace of mind it brings to know that their loved ones are financially secure. Chelsey and Stephen also reflect on how these principles have transformed their own financial strategy, emphasizing the importance of structured wealth-building tools. If you’re curious about how these concepts apply to your stage of life, this episode is a must-listen. Whether you’re just starting your financial journey or looking to solidify your legacy, Ramie provides a clear and actionable framework to evaluate your options and take the next step.   Connect with us: ► Rainmaker Instagram: @therainmakerfamily   ► Chelsey Instagram: @chels_diaz   ► Stephen Instagram: @steezdiaz    ► TikTok: @therainmakerfamily   ► Facebook: @diazfamilylegacy   ► Website: @https://therainmakerfamily.com   Join Our Next Rainmaker Challenge - How To Make Passive Income From Home: https://therainmakerchallenge.com   Save On Our Favorite Things: https://rainmakerfamily.com/deals   Watch The Million Dollar Mama Case Study: https://www.makeitrainmomma.com/casestudy   Episode Minute by Minute:  0:00 - Introduction: Building a Financial Legacy 1:00 - Ramie’s Journey: From Real Estate to Wealth Preservation 6:00 - Term vs. Whole Life Insurance: What You Need to Know 10:30 - Cash Value: Building Wealth Through Life Insurance 15:00 - Real-Life Stories of Legacy Planning 20:00 - Breaking Misconceptions Around Life Insurance 30:00 - Advanced Strategies for Baby Boomers 39:00 - How to Get Started: Free Consultation with Ramie

    43 min

  6. 15 NOV.

    190. The Anxiety Reset: How to Conquer Anxiety Once And For All with Natty Lewis

    Hey Rainmakers! Chelsey and Stephen here, and today we’re diving into an essential topic that affects everyone—managing anxiety and emotions. We’re joined by the inspiring Natty Lewis, who shares her journey of overcoming anxiety and finding emotional resilience. If you’ve ever felt overwhelmed by anxiety or struggled with balancing emotions, Natty’s insights and techniques are about to change the game. Natty opens up about her early experience as an athlete, where she didn’t understand anxiety and viewed it as something people needed to “toughen up” against or chill out. But everything changed when she entered a new phase of life, becoming a mom and navigating a career. The transition brought unexpected challenges, leading her to study the roots of anxiety and how the mind and body work together to process it. Now, she helps others understand that anxiety is a natural response that can be managed with the right tools. In this episode, Natty introduces her concept of getting a "master’s degree in recognition" as the first step to managing anxiety. By understanding the physical sensations that come with stress—whether it’s a racing heart, sweaty palms, or tightness in the chest—listeners can begin to recognize anxiety without fear. Natty walks us through powerful exercises to release pent-up energy, including a guided body-tensing technique that helps reset the nervous system in moments of high stress. We can’t wait to use this in our own life, and even teach our 4-year-old!  Chelsey and Stephen also dive into the importance of showing versus shunning emotion, especially in business and family life. Natty explains the difference between productive emotional release and reactions driven by frustration or panic, sharing her own stories of navigating intense environments from business meetings and even places like NFL boardrooms. She offers practical advice for busy moms and entrepreneurs on finding one core identity, which can reduce the “switching costs” of wearing multiple hats. So, take a deep breath and join us for an episode packed with actionable tools to conquer anxiety and embrace emotional freedom. You’re not alone, and these tips are here to support you every step of the way!   Connect with us: ► Rainmaker Instagram: @therainmakerfamily   ► Chelsey Instagram: @chels_diaz   ► Stephen Instagram: @steezdiaz    ► TikTok: @therainmakerfamily   ► Facebook: @diazfamilylegacy   ► Website: @https://therainmakerfamily.com   Join Our Next Rainmaker Challenge - How To Make Passive Income From Home: https://therainmakerchallenge.com Save On Our Favorite Things: https://rainmakerfamily.com/deals Watch The Million Dollar Mama Case Study: https://www.makeitrainmomma.com/casestudy  Episode Minute by Minute:  0:00 - Managing Anxiety: We believe this episode will set some people free!  2:00 - Natty’s Background: From Athlete to Mom 6:00 - Recognizing Physical Signs of Anxiety 12:00 - Body-Tensing Technique for Stress Relief 18:00 - Balancing Emotions in Business Settings 24:00 - Showing vs. Shunning Emotion 29:00 - Parenting Tips for Teaching Emotional Regulation at Any Age

    34 min

  7. 8 NOV.

    189. Top 5 AI Tools We're Using In Our Business Today

    Hey Rainmakers! Chelsey and Stephen here, and today we’re pulling back the curtain on AI tools that are transforming the way we work. From streamlining our daily tasks to enhancing productivity, these tools are game-changers for any entrepreneur. Whether you’re a tech enthusiast or totally new to AI, this episode is packed with practical tips and resources to integrate AI into your own business. In this episode, we focus on our top five AI tools, kicking things off with the one everyone’s heard about – ChatGPT. Stephen explains how ChatGPT has replaced Google for him, not just for finding information but for summarizing data, generating story ideas for their kids, and even helping with trip planning! Chelsey admits she’s slower to adopt new tech, but Stephen’s approach makes it easier to dive in and start using these tools. Next, Stephen shares two AI tools specifically for content creators: Captions and HeyGen. Captions helps with adding subtitles to videos but also introduces AI-generated user models for social media, saving time on ad production. HeyGen goes a step further, letting users create a digital likeness of themselves to generate videos for different audiences or languages. Chelsey finds it fascinating and a little wild, but it’s perfect for businesses looking to test video content before going all in. We wrap up with tools like Delphi and Chatbase, which streamline customer support and knowledge sharing. Delphi creates an interactive AI model that can answer questions as if it’s you, based on your own resources and knowledge. Chatbase offers a similar function, embedding an AI assistant on your website to provide real-time support. As Stephen explains, these tools are part of a rapidly evolving landscape that’s all about enhancing productivity and scaling effectively. So, tune in, take notes, and start thinking about how you could use AI to give your business that extra edge. Even if you’re just getting started, there’s something here for everyone!   Connect with us: ► Rainmaker Instagram: @therainmakerfamily   ► Chelsey Instagram: @chels_diaz   ► Stephen Instagram: @steezdiaz    ► TikTok: @therainmakerfamily   ► Facebook: @diazfamilylegacy   ► Website: @https://therainmakerfamily.com   Join Our Next Rainmaker Challenge - How To Make Passive Income From Home: https://therainmakerchallenge.com Save On Our Favorite Things: https://rainmakerfamily.com/deals Watch The Million Dollar Mama Case Study: https://www.makeitrainmomma.com/cases...   Episode Minute by Minute:  0:00 - Introduction to AI in Business 1:10 - ChatGPT: Replacing Google 7:00 - Content Creation with Captions 10:30 - HeyGen for Video AI Models 18:00 - Delphi: AI Customer Support 30:00 - Chatbase: Embedded AI Assistance

    37 min

  8. 1 NOV.

    188. Culture Matters: How Intentional Values Drive Growth with Mimi Dew

    Hey Rainmakers! It's Stephen and Chelsey here, and today we're diving deep into culture with the incredible Mimi Dew. Whether you're running a large company or building a small team, Mimi shares why intentional culture is essential for growth and legacy. In this episode, we explore practical tips on fostering culture, starting from your very first hire, and why a strong foundation of values can make all the difference. Mimi and her husband, Jim, have led their company, Dew Wealth, to the Inc. 5000 list three years running, and she credits much of their success to a well-defined, values-driven culture. They share how they were initially reactive about culture but learned the hard way that drifting leads to negative outcomes. Now, with intentional core values like collaboration, transparency, and vision, Dew Wealth has transformed into a place where everyone feels connected to the mission. For Dew Wealth, intentionality starts from day one with every employee, where mission and core values are embedded in the onboarding process. Mimi reveals how they keep these values alive through biweekly team meetings, recognition programs, and quarterly in-person meetups. These touchpoints aren’t just a checkbox—they're what keeps the team aligned, inspired, and focused on serving their clients with heart. Chelsey reminds us that culture isn't limited to the office—it's something we can build at home too. Whether in business or family life, values help create a positive legacy. Listen in and discover how you can start creating a culture of growth and intention!   Connect with us: ► Rainmaker Instagram: @therainmakerfamily   ► Chelsey Instagram: @chels_diaz   ► Stephen Instagram: @steezdiaz    ► TikTok: @therainmakerfamily   ► Facebook: @diazfamilylegacy   ► Website: @https://therainmakerfamily.com   Join Our Next Rainmaker Challenge - How To Make Passive Income From Home: https://therainmakerchallenge.com Save On Our Favorite Things: https://rainmakerfamily.com/deals Watch The Million Dollar Mama Case Study: https://www.makeitrainmomma.com/cases...   Episode Minute by Minute:  0:00 - Introduction: Why Culture Matters 2:00 - Mimi's Definition of Culture 6:20 - Onboarding and Values at Dew Wealth 10:00 - Creating Core Values with a Team 12:30 - Recognizing and Celebrating Core Values 18:30 - Balancing Hustle and Well-being 26:00 - Interviewing for Culture Fit 30:00 - Tips for New Entrepreneurs and Parents

    35 min
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Chelsey and Stephen Diaz help pioneer family transformation through the journey of entrepreneurship. In their Rainmaker Family programs, they focus on helping moms launch a thriving Remote Business and then create systems to free up more time, location and financial flexibility for the family. Listen in for weekly insights and interviews with family-first entrepreneurs to aid you on your journey. Ranked #148 on the Inc 5000 list, and #2 in the category of education, these two are reshaping online learning, proving that success in business can coexist harmoniously with a family-first approach.

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