Chelsey & Stephen Diaz

The Rainmaker Family Show | Build Your Family Business

Business EN ↓ 221 episodes

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.

Author

Chelsey & Stephen Diaz

Category

Business

Podcast website

rainmakerfamily.com

Latest episode

Jul 18, 2025

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Episodes

221. The Rainmaker AI Toolkit: Our Favorite AI Tools for Time Freedom and Creativity 18.07.2025

Hey Rainmakers—it's Stephen here, and this episode is straight fire if you're ready to boost your productivity and creativity using AI. I'm pulling back the curtain on the tools Chelsey and I are actually using in our business right now. From designing in Canva to writing podcast titles in seconds, this toolkit is stacked with resources that are saving us time and unlocking new creative energy. I'...

220. Embracing the CEO Mindset with Amber McCue: Strategies for Time Freedom and Business Success 11.07.2025

Hey Rainmakers! Chelsey and Stephen here—and if you've ever felt like your business is running you instead of the other way around, this one's for you. We're joined by the incredible Amber McCue, a systems queen, time freedom strategist, and all-around business powerhouse.  This episode is all about reclaiming your role as the CEO—not just in your biz, but in your life. Amber shares how she helps...

219. Lauren 'Lolly' Anderson on Turning Creativity into Cash: The Power of Sugar Cookies 06.06.2025

Hey Rainmakers! Chelsey and Stephen here, and this episode is just plain sweet—literally. 🍪 We're talking with Lauren "Lolly" Anderson, the creator behind Lolly's Home Kitchen, who went from corporate life to cashing in on her creativity with sugar cookies that are not only gorgeous but totally profitable. If you've ever wondered if your passion project could actually make money—this one's for yo...

218. From Care.com to AI: How Sheila Lirio Marcelo is Reimagining the Modern Family's Time 30.05.2025

Hey Rainmakers! Chelsey and Stephen here—and this conversation is a game-changer . If you've ever juggled childcare, business, and the never-ending to-do list, this episode is going to hit home. We're joined by Sheila Lirio Marcelo, the brilliant founder of Care.com and now co-founder of Proof of Learn—where she's leveraging AI to reimagine how families function in today's fast-paced world. Sheila...

217. Adrienne Richardson on Burning It Down and Starting Over: A Raw Journey of Reinvention In The Midst of Uncertainty 23.05.2025

Hey Rainmakers! Chelsey and Stephen here—and today's episode is a powerful one. We're sitting down with our friend Adrienne Richardson, who's been a force in the marketing world for years. But instead of talking Facebook ads or funnels, Adrienne takes us behind the scenes of one of the most raw, real, and faith-led reinventions we've ever heard. What do you do when everything you've built—the busi...

216. Amy Wine on Boundaries, Burnout, and Building a Life That Actually Works 16.05.2025

Hey Rainmakers! It's Chelsey and Stephen here—and this conversation with Amy Wine is one we'll be thinking about for a long time. Whether you're juggling business, marriage, parenting, or all of the above (🙋‍♀️), Amy brings the wisdom, real-life experience, and clarity that makes you feel both seen and empowered. We're talking about boundaries, burnout, and how to actually build a life that works...

215. Abundance Over Anxiety: How Danielle Schaaf Coaches Women to Think Bigger & Live Freely 10.05.2025

Hey Rainmakers! Chelsey and Stephen here, and today, we've got a powerhouse episode for you with the amazing Danielle Schaaf. If you've ever found yourself battling anxiety or feeling stuck in scarcity, this one's for you. Danielle shares her journey from scarcity to abundance and how she now coaches women to embrace a mindset of possibility and power. Danielle opens up about her story—growing up...

214. Debt-Free & Unstuck: Jeremy Krulikowski on Breaking Financial Strongholds 02.05.2025

Hey Rainmakers! Stephen here, and today we're tackling a topic that hits close to home for so many of us—debt and breaking free from its grip. In this episode, I'm joined by the incredible Jeremy Krulikowski, a debt expert, to talk about practical strategies for freeing yourself from financial strongholds. Whether you're drowning in debt or just want to make smarter financial moves, this episode i...

213. Built to Empower: How Cherie Hoeger Is Disrupting Period Care with Purpose 25.04.2025

Hey Rainmakers! It's Chelsey and Stephen here—and if you've ever dreamed about launching a product that changes lives and makes a global impact, you're going to love this episode. We sat down with Cherie Hoeger, founder of Saalt , a game-changing period care company that's shaking up the industry with sustainable, empowering products—and purpose at the core. Cherie shares how a simple conversation...

212. Mastering the Pivot: Jennifer Jackson's Journey in Building a Profitable Yoga Brand 18.04.2025

Hey Rainmakers! Chelsey and Stephen here, and today's episode is all about what it really looks like to pivot, persevere, and profit. We sat down with one of our very own Mastermind members, Jennifer Jackson, to hear how she built a six-figure yoga brand—starting from scratch, solo, and with no personal yoga background. Yep, you read that right. Jennifer is a self-described dabbler turned determin...

211. Turn Down The Noise, How To Quiet The Chaos in a Chronically Overstimulated World with Sarah Boyd 11.04.2025

Hey Rainmakers! Chelsey and Stephen here, and if you've ever found yourself—or your kiddos—melting down for no obvious reason, this episode is for you. We're joined by our good friend and author Sarah Boyd to talk about something we're all dealing with: overstimulation . Between the screens, the to-do lists, the noise (literal and mental), and everything else life throws our way, it's easy to feel...

210. How To Make Money Making Children's Books (& More) On Amazon, Even If You're Not An Author or Illustrator 04.04.2025

Hey Rainmakers! It's Chelsey and Stephen, and if you've ever dreamed of writing a children's book, creating a journal, or making money on Amazon without being a professional author or illustrator—this episode is your sign. We just launched our second children's book (woohoo!) and wanted to share exactly how we did it, step by step, using Amazon KDP. This is hands-off income that ANYONE can do—yes,...

209. Diving Deep On "The Rainmaker Method" - Part 3: AUTOMATION 28.03.2025

Hey Rainmakers! It's Chelsey and Stephen, and we're back with the final episode of our three-part Rainmaker Method series—this one's all about AUTOMATION. If you're craving more time freedom in your life and business, this episode is for you. We're diving into what it looks like to make your business more hands-off, and how the automation pillar fits into the Rainmaker Method alongside leverage an...

208. Diving Deep On "The Rainmaker Method" - Part 2: SOLUTION 21.03.2025

Hey Rainmakers! Chelsey and Stephen here, and we are back diving even deeper into the Rainmaker Method! If you missed Part 1: Leverage (Episode 202), go back and listen because today we're covering Part 2: Solution . This is the heart of every business—finding a problem to solve and creating a solution that people will pay for. We're breaking down how every successful business, big or small, thriv...

207. Building a Business After Bedtime Jolene Lewke 14.03.2025

Hey Rainmakers! Chelsey and Stephen here, and today we're bringing you another incredible story straight from our Rainmaker community. If you've ever wondered how to build a business while balancing a full-time job, a busy family, and, well… life, this episode is for you! We're chatting with Jolene Lewke, a wife, mom of three, and entrepreneur who's been building her brand in the late-night hours—...

206. The Real Journey of Entrepreneurship with Heidi Ellis 07.03.2025

Hey Rainmakers! Stephen and Chelsey here, and today we're so pumped to share an incredible conversation with one of our very own, Heidi Ellis. Heidi's been through our Inner Circle program, pitched to our Rain Tank investors, and built a thriving e-commerce business—all while homeschooling her kids and navigating life's curveballs. In this episode, Heidi opens up about the mindset shifts that made...

205. The Missing Piece: Transforming Relationships with Stacey & Paul Martino 28.02.2025

Hey Rainmakers! Chelsey and Stephen here, and today's episode is for anyone who wants to strengthen their relationships—whether you're thriving or struggling. We sat down with relationship experts Stacey and Paul Martino, the creators of Relationship Development and authors of The Missing Piece. Their journey started when their own marriage nearly fell apart, but through trial and transformation,...

204. SPECIAL! The Raingames – A $75K Business Startup Fund Competition! 21.02.2025

Go to TheRainGames.com and grab your spot now! Hey Rainmakers! We're pressing pause on our usual podcast content this week because we've got something BIG to share. If you've been sitting on the sidelines, listening to this podcast, and wondering when the right time is to take action on your business dreams—this is it. We're inviting you to The Rain Games—a FREE, live, high-energy business competi...

203. From Occupational Therapist to Full Time Mom & Entrepreneur with Jessica Rubianogroot 14.02.2025

Hey Rainmakers! Chelsey and Stephen here, and today we've got an inspiring story for you. If you've ever felt stuck in a job that isn't aligned with the life you want, this episode is for you. We're sitting down with Jessica Rubianogroot, a former occupational therapist turned full-time entrepreneur and mom. She shares how she went from clocking in every day, making a long commute, and feeling exh...

202. Diving Deep On "The Rainmaker Method" - Part 1: LEVERAGE 07.02.2025

Hey Rainmakers! It's Chelsey and Stephen here, and today we're kicking off something special—our deep dive into The Rainmaker Method ! If you've been following us for a while, you've probably heard us mention this framework, but we've refined it to make it even simpler and more powerful. Whether you're just starting out or already running a thriving business, this method can help you work smarter,...

201. Building a Business in the Middle of Nowhere: Lessons from Alaska's Off-Grid Mommy Sammy Cummings 31.01.2025

Hey Rainmakers! Chelsey and Stephen here, and today we're bringing you an inspiring story from one of our Rainmaker community stars, Sammy Cummings . Sammy lives off-grid in Alaska, where she and her family have built a unique lifestyle centered around resilience, creativity, and entrepreneurship. She's living proof that you can run a thriving online business no matter where you are—even if that's...

200. How She Went From Stressing About Retirement To Creating Generational Wealth with Tresa Todd 24.01.2025

Hey Rainmakers! Chelsey and Stephen here, and wow—do we have an incredible story for you today. Picture this: you're 50 years old, looking at your 401(k), and realizing you could outlive your retirement savings in just seven years. It's a scary thought, but today's guest, Tresa Todd, turned that wake-up call into a life-changing pivot—and she's here to inspire you to do the same. In this episode,...

199. From Serial Entrepreneur to Six-Figure Success: Krista Meikle's Journey with Amazon and The Rainmaker Family 17.01.2025

Hey Rainmakers! It's Chelsey and Stephen here, and today we're diving into a story that's equal parts inspiring and practical. If you've ever wondered whether you can balance entrepreneurship with raising a family and still build a legacy, you're going to love this episode. We're chatting with Krista Meikle, one of our incredible Rainmakers, who's gone from serial entrepreneur to running a thrivin...

198. How One Driven Mama Grew Her Business to Six Figures In Year 1 with Capi Fullerton 10.01.2025

mamas out there! If you've ever wondered what it takes to build a six-figure business while juggling family life, you're in for a treat. Our guest, Capi Fullerton, is a Rainmaker who turned her entrepreneurial dreams into reality, hitting six figures in her very first year! In this episode, we dive deep into Capi's journey, starting with her early entrepreneurial spirit. From her high school days...

197. Annual Planning Calendar Hacks & How We Pre-Plan Our Calendar Year for Family & Business Success 03.01.2025

Hey Rainmakers! It's Stephen here, and today I'm diving into one of my favorite topics—planning for success. As we head into 2025, I'm sharing the exact strategies Chelsey and I use to map out our year, balancing family, business, and personal goals. It's all about being proactive, not reactive, and making sure our calendar reflects the life we want to create. In this episode, I walk you through h...

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