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Lane Kawaoka, a former engineer who left the traditional path to build a major real estate business, explains how business owners can shift from earning income to building assets.
If you want a practical, founder-friendly way to think about money and wealth building, this episode gives you a clear framework. It also connects the numbers to real life, so the advice feels grounded instead of theoretical.
The conversation covers:
He also discusses cash flow, tax benefits, the difference between direct investing and public-market products, and how entrepreneurs can move toward financial independence without losing sight of family life. The conversation breaks down why real estate can create cash flow, tax advantages, and long-term wealth, especially for entrepreneurs balancing family and business. Lane also shares his framework for understanding where you are financially, how to avoid lifestyle creep, and why surrounding yourself with the right network matters just as much as the investments themselves.
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TOP TAKEAWAYS
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ABOUT LANE KAWAOKA
Lane Kawaoka owns 10,000+ units across the US and lives in Hawaii with his wife and daughter, after quitting his day job as a Professional Engineer.
He partners with investors who want to build their portfolio, but are too busy to mess with “tenants, toilets, and termites” by curating opportunities in his “Hui Deal Pipeline Club” where his investors have personal access to him and know that Lane is personally putting his money on the line too. The Hui Deal Pipeline Club has acquired over $2.1B dollars of real estate since 2016. He has returned over $45 million dollars to his investors in distributions.
Lane reverse engineers the wealth building strategies that the rich use to the middle class via the Top-50 Investing Podcast, The Wealth Elevator. Lane’s mission is to help hard working professionals out of the rat race, one free strategy call at a time.
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LINKS
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Navigating how to build a business and raise a family in a new country with Ben and Connie Spiske of SunConsult Home Service Company.
Ben and Connie share what it was like to move from Germany to the United States, raise their daughter, and start SunConsult after years of working in architecture, real estate, and construction. They open up about the realities of parental leave in Germany, the emotional and financial challenges of launching a company from scratch, and the importance of having a strong support system.
The conversation covers:
•The difference between parenting support in Germany and the U.S.
•Why their business started organically through word of mouth
•How they financed their company with personal savings
•The value of mentorship and outside guidance
•Why knowing your numbers is essential
•How seasonality affects their business in South Florida
•Why clear expectations and saying “no” are critical in business
•The role of trust, quality, and long-term client relationships
•What it’s like running a business as a husband-and-wife team
Ben and Connie also share their advice for aspiring entrepreneurs: build systems early, understand your finances, protect your time, and commit fully to the journey. Their story is a powerful reminder that business growth is not just about hustle — it’s about consistency, discipline, and trust.
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TOP TAKEAWAYS
1.Know your numbers. Financial clarity is non-negotiable.
2.Mentorship matters. Outside perspective can help you grow faster and avoid costly mistakes.
3.Quality beats quantity. Saying no to the wrong jobs protects your brand and your margins.
4.Systems create stability. Even simple systems can help small businesses scale more effectively.
5.Trust builds longevity. Strong client relationships and referrals are the foundation of sustainable growth.
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ABOUT BEN & CONNIE SPISKE
Connie and Benjamin Spiske are the leadership team behind SunConsult® Home Service Company, bringing together design expertise, construction knowledge, and value-driven real estate strategy. Based in the Fort Lauderdale–Miami region and working internationally, they specialize in property modernization, furnishing, and smart upgrades that enhance functionality, aesthetics, and long-term value—without unnecessary new construction.
With over 40 years of combined experience, Connie contributes a strong commercial and client-focused background spanning marketing, sales, project coordination, and home furnishing, while Ben brings architectural leadership as a licensed architect and Florida Certified General Contractor with global experience in real estate development, construction systems, and advanced aviation infrastructure. Together, they deliver pragmatic, high-quality solutions that bridge design, budget, and execution for homeowners, investors, and developers.
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Exploring the intricate relationship between parenting and business with Braxton Storm, LCSW, founder of Calm the Storm LLC.
Kaila & Braxton discuss the importance of emotional regulation, setting boundaries, and fostering autonomy in children, particularly teenagers. Braxton emphasizes the need for collaboration in parenting, the significance of modeling behavior, and the power of repair in relationships. The conversation also touches on the evolving role of fathers in parenting and the challenges of transitioning between work and home life.
Takeaways
ABOUT BRAXTON STORM
Braxton Storm is a Licensed Clinical Social Worker and owner of Calm The Storm LLC, a private practice in Henderson, Nevada. With over seven years of experience, he specializes in helping children, teens, and their parents overcome both past and present barriers to create healthy, lasting relationships with themselves and others.
In addition to individual therapy, Braxton has been featured on multiple parenting podcasts and has developed an eight-week, parent-centered course that empowers parents to:
•Recognize how their current behaviors impact their children
•Understand the deeper roots of those behaviors
•Learn practical strategies to heal and strengthen their relationships
Braxton’s work extends beyond the therapy room. Through his fast-growing social media platform—reaching thousands of parents weekly—he shares relatable stories, practical tips, and strategies for fostering connection and resilience in families. His engaging content and real-life examples help parents feel understood, supported, and equipped to navigate the challenges of raising children in today’s world.
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LINKS
@Braxton_Storm on Instagram
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Exploring the critical role of branding, effective marketing strategies, and developing a sustainably-run business for entrepreneurs balancing work and family with Helen Young, founder of EnZed Design.
Helen shares her 30+ years of experience, practical tips, and inspiring stories to help small business owners grow with clarity and confidence.
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TAKEAWAYS
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ABOUT HELEN C. YOUNG
For Helen Young of EnZed Design, the sweet spot of design is that point where curiosity, creativity, and true collaboration meet. It’s the artistic adventure that begins with “What if we…?” then follows a consciously guided course through optimal outcomes, legitimate concerns, and competitive considerations. It’s the path this university-trained graphic designer has been following since leaving the confines of big agencies in Chicago and Denver, and her portfolio is colorful evidence that it works.
There’s the logo-diamond wallpaper design for the Denny’s wedding chapel in Las Vegas and the room-wrapping surface art that evolved from a client’s request to make a 1915 flywheel engine the centerpiece of their building and branding. There are heartfelt publications for Children’s Hospital Colorado and CUHealth Cancer Center. There’s the marketing curriculum designed to teach students to promote healthy school lunches, a transportation campaign brand for Denver’s International Airport, and experiential design elements for an executive leadership program trekking along the coast of Normandy, France. Each is the product of a collaborative effort with a curious client. The trust formed during these diverse processes has opened still another door: Rebranding companies to gain new insights and renewed energy as part of the deliverables.
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Seasoned video editor Anthony Marzilli shares the importance of relationship-building in business.
He also dives into balancing a successful career with family life and the value of authenticity and curiosity within his 10-year career. Anthony and host, Kaila Sachse, explore practical insights on networking, client management, and the evolution of professionalism—all tailored for entrepreneurs and creative professionals.
ABOUT ANTHONY MARZILLI
After graduating from Central Michigan University in 2007, Anthony started working in post-production doing audio for commercials. During that time, he started seeing these video programs and started to teach himself with a lot of time watching YouTube tutorials and learning everything he could.
Anthony Marzilli produced videos for Comcast’s advertising branch, creating commercials for people who wanted to be on their airwaves. 3 years later, an opportunity to work for the Detroit Pistons came up, and growing up always loving sports, he took that chance. The people were amazing in the sports world, but he realized he couldn't keep up with the non-stop pace knowing he wanted more time with his 2-year-old son and a daughter on the way.
He did side work so he could make it work by editing at home. His first gig was for Ford Performance (Ford Racing), and from there, they referred his name to places like Penske and local car race track, M1 Concourse. The connections he made over the years with all the amazing people kept branching out. He now works with companies like the Detroit Lions, Detroit Pistons, Detroit Athletic Club (#1 Athletic Club in America 6 years in a row), Detroit Tigers, keynote speakers, and ad agencies.
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LINKS
anthonymarzilli.com
@Anthony.Marzilli
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Cat Greenleaf, a former NBC host and four-time Emmy Award winner, shares her journey into starting a nonprofit called the Restorative Housing Organization, aimed at reducing recidivism rates and increasing housing opportunities for Section 8 tenants.
She also discusses the intersection of business and parenting, the challenges of balancing a career with family life, and the importance of understanding the complexities of substance abuse and incarceration. Cat shares what it was like to go from having a successful television career to founding a nonprofit aimed at providing housing and job training for formerly incarcerated individuals. The conversation also touches on the stigma surrounding Section 8 housing and the hiring practices within the nonprofit sector.
This episode is brought to you in collaboration with Podcasthon, the biggest charity Event in Podcasting world! There's no money involved—it’s all about raising awareness for various charitable causes. ❤️
More About Cat Greenleaf
Cat created and hosted NBC’s long-running series Talk Stoop—the celebrity interview show filmed on her Brooklyn front steps. Yep, the one with the bulldog that dominated NYC TaxiTV and USA Daytime in the 20teens. Over nine years, she hosted hundreds of guests, racked up four Emmys, launched countless adventures—and had so much fun.
Then she got fired. No fun.
After losing her job, she thought she’d never to go back to journalism. With no other marketable skills and no idea what to do next, she entered an epic dark night of the soul.
Looking for light, her family moved to the beach in Coney Island. There, Cat got serious about her own sobriety and began bringing recovery meetings to incarcerated and formerly incarcerated women and men. That work inspired her to found the nonprofit Restorative Housing Organization. RHO is dedicated to training formerly incarcerated men and women to renovate undervalued NYC waterfront properties, which are then rented to Section 8 tenants.
Restorative Housing Organization
https://restorativehousing.org
[email protected]
Podcasthon
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Joe Broders, a founding partner at Workaday Design, shares his insights on the intersection of parenting and entrepreneurship, and how he’s been able to design a legacy.
Joe dives into his journey of balancing family life with running an architecture and interiors studio, the legacy of his family's business, and the importance of mentorship and networking. They discuss the challenges and joys of parenthood, the impact of a no-screen summer on family dynamics, and the lessons learned from navigating the chaos of family life while pursuing professional goals.
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ABOUT JOE BRODERS
Joe Broders is a founding member and Partner at Workaday Design, a full service architecture and interiors studio based in the Pacific Northwest.
At work, he manages the studio along with 3 other founding members, and at home, he is proud to call himself “dad” of 5 children ranging from ages 3 - 10.
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LINKS
WORKADAY
https://www.workadaydesign.com
https://www.instagram.com/workadaydesign
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Samantha Masabny, Co-Founder of luxury hospitality and retail brand The Woods Maine, discusses the essential qualities of entrepreneurs, emphasizing the importance of resilience and self-reflection.
Samantha highlights that personal experiences shape one's ability to succeed in business and the necessity of confronting inner challenges to elevate one's brand or business.
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ABOUT SAMANTHA MASABNY
Samantha Masabny is an entrepreneur and community advocate, best known as Co-Founder of The Woods Maine. The luxury hospitality and retail brand celebrates Maine’s craftsmanship and culture. With a passion for revitalizing rural economies,Samantha has grown The Woods Maine from a boutique retreat in Norway, Maine, into a thriving brand that supports artisans and growing businesses. Under her leadership, The Woods Maine Shop has expanded from its flagship treehouse experience (crafted in collaboration with renowned builder Pete Nelson) into a retail and e-commerce destination. The shop curates high-end, Maine-inspired goods and partners with local makers to showcase the best of the region’s craftsmanship. Sam has built a trademarked brand identity from scratch, which includes adult and youth apparel, home decor, and accessories (most notably in collaboration with Chappy Wrap, Sea Bags, Nocs, and Boathouse Sports). Sam’s commitment to sustainability and small-business growth has made her a key figure in Maine’s tourism and retail sectors.
Beyond The Woods Maine, Sam works with business owners and companies to refine their brand strategy and enhance customer experience. Drawing from her experience in sales, marketing, and business development — both as a business owner and her previous career at HubSpot — she helps entrepreneurs grow while staying true to their values. Whether guiding startups or established brands, her approach focuses on creating lasting impact for businesses and the communities they serve.
Sam resides in Norway, Maine with her husband and Co-Creator of The Woods, Rob Masabny. When they are not building brands they love traveling with their 8 year old daughter, playing golf, and enjoying great food with friends and family.
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LINKS
The Woods Maine
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Micah Elliott of Blackwater Market Comics and Coffee details his life overhaul from a long career in design to starting over in a new city.
Micah shares his journey of building a community in Mansfield, Ohio, and the challenges of navigating fear and doubt in new ventures. The conversation highlights the importance of authenticity in business, the impact of parenting on identity, and the struggles faced by Gen X and Millennial parents. They also explore grassroots marketing strategies and the financial paywalls that can hinder business growth. Throughout the discussion, Micah emphasizes the need for genuine connections and the cultural bridges between different regions.
Kaila Sachse and Micah Elliot discuss the evolving challenges of modern parenting, the importance of building a support network, and the current job market dynamics. They emphasize the need for authenticity in business and the role of AI as a tool for creativity. The discussion also highlights the significance of community connections and the art of pivoting in one's career.
ABOUT MICAH ELLIOT
Micah Elliot (Mr. Magenta) is the creator of Blackwater Market Comics & Coffee (BWM Comics), an online comic and coffee shop blending comics, caffeine, and creativity. With decades of experience in design, Micah brings a sharp eye for aesthetics and a deep love for geekdom to every project.
Micah is a lifelong comic reader and a fierce supporter of indie creators. He’s also the creator of Sarducci, BWM Comics' hyper-caffeinated alley cat mascot and chaotic ambassador. Whether he’s home-roasting beans, curating back issues, or launching creative projects, Micah is always chasing new ways to tell stories, build connections, and celebrate the things we love.
bwmcomics.com
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Freelance web designer Cami MacNamara offers practical advice for web designers, solopreneurs, and women entrepreneurs striving for sustainable success with clarity and boundaries. Whether you're building recurring revenue or managing client relationships, you'll find actionable insights to empower your business journey.
Cami and Bringing Up Business host, Kaila Sachse, delve into practical tips for client management, building recurring revenue, setting boundaries, and maintaining mental well-being. They also explore the realities of running a successful, sustainable web design business while balancing life and family.
Cami also shares her experiences with challenging clients and the valuable lessons learned from them. She emphasizes the importance of recognizing when frustration arises and the need for self-care to maintain a healthy work-life balance.
About Cami MacNamara
Cami MacNamara is a longtime web designer and founder of WebCami LLC in Seattle. For over 20 years, she’s built websites for small businesses and nonprofits while raising a family and running her one-person studio. Today, she also leads a community for freelance web designers, sharing real-world advice about balancing business, creativity, and life outside of work.
webcami.com
webdesignerhabits.com
facebook.com/groups/webcamicafe
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From the publisher's feed
Bringing Up Business is for entrepreneurs who want to scale business while showing up for their kids.
We unravel the mysterious“work/life balance” and share inspiring advice to…
Hosted by self-employed business owner and mom, Kaila Sachse, you will hear real insights from other company leaders who know what it’s like to raise children and a business.
Our mission is to help you strategize and gain confidence as a professional and as a parent.
Published by Yumari Digital, trusted by small businesses for websites, graphics, and digital marketing. Because of Yumari Digital, entrepreneurs don’t waste time and money shopping for different contractors, figuring out how to launch paid ads or build websites, and learning software. Yumari Digital can lighten the load for you, giving you the freedom to focus on what you do best.