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 you.

Lolly shares the real story of how a holiday hobby turned into a business that lets her work from home, bless her family financially, and teach others to do the same. What started with decorated cookies for friends and family quickly became a word-of-mouth hit, and before she knew it, she had more orders than time. That’s when she realized—this wasn’t just baking. It was business.

We talk about pricing with confidence, the mindset shifts required to charge what you’re worth, and how important it is to set boundaries (especially when friends start asking for freebies!). Lolly also opens up about teaching other women to start their own cookie businesses and how empowering it’s been to watch them unlock a new level of confidence and income.

This episode is a masterclass in turning your creativity into cash—and it’s so much more than just cookies. If you’ve ever had a spark of an idea, a creative outlet you love, or a dream of doing something from home that actually works—Lolly’s story will light a fire in you.

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 - Meet Lauren “Lolly” Anderson of Lolly’s Home Kitchen
• 2:00 - From Corporate Life to Cookie Biz
  5:30 - Turning a Hobby into a Legit Business
• 9:00 - Pricing Confidently and Charging What You’re Worth
• 12:00 - Setting Boundaries When Everyone Wants a Favor
• 16:30 - Teaching Others to Build Cookie Businesses
• 21:00 - The Power of Belief, Consistency, and Showing Up
• 24:00 - Final Encouragement for Creative Entrepreneurs
  
  

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’s journey from needing childcare help as a young mom in law school to building a billion-dollar solution is nothing short of inspiring. But what’s even more powerful is the next chapter she’s writing—one where technology doesn’t replace human connection, but enhances it. We dive deep into how AI, blockchain, and learning platforms like Proof of Learn are equipping families with more freedom, more leverage, and more possibility.

This conversation covers everything from entrepreneurship as a mom, to the emotional toll of leadership, to what it looks like to make bold pivots later in your career. Sheila shares how she learned to delegate, how she created boundaries to protect her family time, and what she’s most excited about building next.

If you’ve ever felt like you're drowning in logistics—or you dream about what’s possible when families have more time—this episode is for you. You’ll walk away encouraged, inspired, and reminded that with the right support, your vision for family + business can thrive.

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 - Welcome Sheila Lirio Marcelo!
• 1:30 - Sheila’s Origin Story: From Law School Mom to Tech CEO
• 4:00 - How Care.com Was Born from a Personal Need
• 8:00 - Learning to Delegate and Protect Family Time
• 12:00 - From Care.com to AI: The Vision for Proof of Learn
• 16:00 - What Families Really Need in the Next Generation
• 20:00 - Embracing Big Pivots and Being Okay with Uncertainty
• 24:00 - The Intersection of Tech, Education, and Family
• 28:00 - Final Words on Courage, Calling, and Innovation

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 business, the team, the income—stops feeling right? Not because it's failing, but because deep down, you know you're being called to something else. That’s exactly where Adrienne found herself in 2024, and in this conversation, she shares what it looked like to shut down her successful membership, let go of her team, and start from scratch with no plan—just obedience and a whole lot of faith.

We talk about the tension of knowing something needs to change but having no clarity yet, how fear and peace can coexist, and the importance of listening to those subtle nudges before they become deafening. Adrienne’s honesty about the emotional toll, the decision to let people go, and the freedom that followed is going to speak directly to your heart—especially if you’re in a season of transition or reinvention.

If you've ever felt like you’ve outgrown a version of your life or business, or you're quietly wondering, "What’s next for me?"—this episode is your permission slip to explore the unknown. Adrienne doesn’t just share what it’s like to burn it all down—she shares how to do it with courage, clarity, and a deep trust in what’s next.

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 - Welcome Adrienne Richardson & Setting the Stage
• 1:30 - When Everything Stops Working: The Quiet Unraveling
• 4:00 - Getting Clarity Through Obedience, Not Control
• 7:00 - Canceling the Biggest Launch & Trusting the Process
• 11:00 - Fear, Provision, and Letting Go of the Membership
• 14:00 - Shutting Down the Entire Business: Adrienne’s Bold Leap
• 17:00 - Letting Go of Team with Compassion and Faith
• 21:00 - Wrestling with People-Pleasing and Outside Pressure
• 27:00 - Rediscovering Yourself After Years of Being Small
• 33:00 - The Power of Starting Over and What’s Next for Adrienne
  
  

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—not just looks good from the outside.

Amy’s story is one many of us can relate to. She scaled a successful counseling center to 7-figures in under a year... and nearly burned out doing it. Eventually, she made the bold decision to sell that business and go all in on the kind of life and coaching that aligns with her values. In this episode, she shares how that decision impacted her marriage, what it looked like to honor her season of life, and how she navigated being the “entrepreneurial one” while married to someone who isn’t wired the same way.

One of our favorite moments was when Amy broke down how to have consistent, life-giving communication with your spouse—especially when you feel like you're living in two different worlds. She gives practical advice for regular check-ins, owning your own growth areas, and getting real about your season so you can stop trying to do everything at once.

If you’re tired of overcommitting, feeling disconnected, or trying to force balance in a season that demands boundaries, Amy’s perspective is exactly what you need. From creating margin for your family, to setting limits with love, to redefining success on your own terms—this is the conversation we all need right now.

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 - Meet Amy Wine: From Counselor to Coach
• 2:00 - Amy’s Journey into Entrepreneurship
• 5:30 - Scaling Fast & Burning Out
• 7:00 - Navigating Business and Marriage with Opposite Mindsets
• 12:00 - The Thrive in Life Inventory & Knowing Your Season
• 16:00 - Weekly Marriage Sync Meetings: Why They Matter
• 20:00 - Saying No to Good Things for the Right Reasons
• 24:30 - The Pig Story: Boundaries with Kids (and Yourself)
• 30:00 - When Friends Don’t Understand Your Boundaries
• 32:00 - Final Thoughts on Ownership, Growth & Letting Go of Guilt

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 in an environment where she was told she wasn’t enough, which led to years of feeling small and limited in what she could achieve. But everything changed when she started shifting her mindset. Through deep reflection, spiritual insight, and a lot of self-coaching, she realized that abundance isn't just about money—it's about embracing the belief that there is always more than enough in every area of life.

We dive into the scarcity vs. abundance mindset, breaking down what each looks like in real life. Danielle’s perspective on shifting from a “lack” mentality to one of abundance is so empowering, especially when she talks about how beliefs shape our reality. For anyone stuck in the “I don’t have enough time, money, or energy” trap, Danielle gives actionable advice on how to start shifting your mindset.

Chelsey and Stephen also reflect on how important it is to embrace this mindset, especially as entrepreneurs and busy parents. We discuss how these shifts don’t just impact your business, but your family, relationships, and overall well-being. Get ready to be inspired, empowered, and equipped to think bigger and live more freely!

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: Overcoming Scarcity with Danielle Schaaf
• 2:00 - Defining Scarcity vs. Abundance Mindset
• 5:00 - Danielle’s Personal Journey to Abundance
• 9:00 - How Beliefs Shape Our Reality: Shifting to Abundance
• 13:30 - The Power of a Strong Vision and Faith
• 18:00 - How to Start Shifting Your Mindset Today
• 22:30 - Practical Tips to Build Abundance in Your Life
• 26:00 - Final Thoughts: Living Freely and Powerfully

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 is packed with actionable insights that could change everything.

We kick things off by diving into some shocking stats on debt in America—credit card debt, personal loans, delinquencies, you name it. Jeremy breaks down the hard numbers, giving a real picture of the debt crisis we’re facing. But here’s the thing: you don’t have to stay stuck. If you’re in debt, you’re not alone, and there’s a way out. Jeremy shares his personal story of how he struggled with money anxiety after his father’s passing and how his journey led him to create a system that helps people negotiate their debt—saving them up to 50% on what they owe.

Jeremy’s approach isn’t just about cutting back—he’s all about supercharging your income and finding smarter ways to handle your money. He introduces his CROSS framework for becoming debt-free, starting with negotiating your debt down (yes, it’s possible to cut your credit card debt in half!). But it doesn’t stop there. We also talk about addressing the root causes of financial struggles—mindset shifts, limiting beliefs, and emotional triggers that can prevent you from taking control of your finances.

If you’ve ever felt like you were working hard but never getting ahead, this episode is for you. Jeremy’s advice is straightforward, empowering, and easy to implement, so you can start building wealth, not just paying off debt. It’s time to break free from financial stress and start building the life you deserve!

Links for this episode:

https://kingdomdebtsolutions.com/secrets?am_id=stephen953

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: Getting Real About Debt
• 1:00 - Shocking Stats on Debt in America
• 5:00 - Understanding Unsecured Debt and Debt Negotiation
• 7:30 - Breaking the Stigma Around Financial Struggles
• 10:00 - The Importance of Supercharging Your Income
• 14:00 - CROSS Framework for Getting Debt-Free
• 20:00 - The Power of Root Cause Healing for Financial Freedom
• 27:00 - Optimizing Your Money and Budgeting Smarter
• 33:00 - Supercharging Your Earnings Through Business and Career Growth
• 36:00 - Sustainable Investing: Making Your Money Work for You
• 38:00 - Final Thoughts and Next Steps
  

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 with a family member in Venezuela opened her eyes to the global crisis of period poverty—and inspired her to take action. Her passion led her to launch Saalt, a B Corp that’s now found in Target, Walgreens, Amazon, and soon Walmart. With a mission to make high-quality, sustainable period care available to everyone, Saalt has donated over 130,000 products in more than 50 countries. Talk about legacy!

In this episode, we go behind the scenes on what it really takes to bring a purpose-driven product to life—how Cherie went from technical writing to launching FDA-regulated products, and why “starting from stupid” actually worked in her favor. From her trial-and-error journey to building US-based manufacturing relationships to developing industry-first technology in their period underwear, her story is full of grit, grace, and incredible innovation.

You’ll also hear how customer education played a huge role in growing the brand, why they offer real-time support with “cup coaches,” and how Cherie and her husband built a pro-family workplace—complete with an in-office preschool. Moms, if you've ever felt pulled between purpose and family, this one’s for you.

This episode is proof that you can do it differently, create a brand that reflects your values, and serve your family and the world at the same time.

Links for this episode:

Check Out Saalt & Get 10% Off: Saalt | Reusable Period Care | Period Care Simplified - https://www.saalt.com/rainmaker

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 - Meet Cherie Hoeger, Founder of Saalt
• 1:30 - The Conversation That Sparked a Global Mission
• 3:00 - What Is Period Poverty (and How Saalt Is Solving It)
• 5:00 - Cherie’s First Steps in E-commerce
• 7:00 - Building with Passion (Not Just Profits)
• 10:00 - Becoming a Certified B Corp
• 12:00 - Educating the Market Without Shame
• 16:00 - Manufacturing in the U.S. and Innovation Hurdles
• 20:00 - Launching a Second Product: What Worked (and What Didn’t)
• 24:00 - Why Customer Empathy Leads to Better Products
• 27:00 - Delight Budget + Real Human Support
• 29:00 - Work-Life Integration and Disrupting the 9-to-5
• 32:00 - The “Vital 5” and Structuring Your Life with Purpose
• 33:00 - Where to Find Saalt Products
  

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 determined entrepreneur. She’s done everything from real estate and affiliate marketing to crypto and product parties. But what changed the game for her was finally creating something tangible—something she could see, touch, and sell. That something turned out to be a yoga bag inspired by her daughter’s journey with scoliosis and a newfound love of yoga. Even though Jennifer doesn't practice yoga herself, she leaned in, did the research, and made it happen.

We talk about the mindset shifts that helped her move past burnout and into aligned action—like why taking a break might be exactly what you need, and how trusting your gut (even when it goes against the crowd) can lead to major growth. Jennifer shares how she used Amazon reviews to build her first product, and how she’s now refining it with real-time customer feedback. She's sold over $100,000 worth of just one product—and she’s still optimizing before expanding.

If you've ever felt like you're doing this whole thing alone, or wondered if it's too late to try something new, Jennifer’s story is exactly the encouragement you need. She proves that with focus, resourcefulness, and the right community, anything is possible.

Links for this episode:

https://www.shopmagnilay.com/

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 – Welcome to Jennifer Jackson!
• 2:00 – From party sales to e-commerce: Jennifer’s long entrepreneurial journey
• 4:30 – Mindset shifts and burnout recovery
• 6:00 – How her daughter’s yoga journey sparked a business idea
• 9:00 – Creating a product in a niche you don’t personally live in
• 11:00 – Building customer connections and getting real feedback
• 14:00 – Volunteers shaping the next iteration of her product
• 15:00 – Hitting 6 figures as a solo entrepreneur
• 18:30 – Facing scary moments and pushing through
• 21:00 – Choosing focus over fast growth
• 24:00 – Deciding when to add a second product (or not!)
• 27:00 – Thinking about a second version: listening to feedback
• 29:00 – Where to shop Jennifer’s yoga bag