The Broke Millionaires

Building Wealth, Raising a Family, and Keeping It Real. We share the unfiltered journey of growing wealth through mid-term rentals, creative finance, and home renovations - all while raising a young family. From sacrifices and struggles to wins worth celebrating, we bring you real stories, smart strategies, and the behind-the-scenes chaos of chasing big dreams. Join our FREE Broke Millionaires Skool community with weekly Q&A call. skool.com/brokemillionaires https://www.instagram.com/thebrokemillionaires_

The Broke Millionaires is a business podcast hosted by Lauryn & Joshua Massari, with 57 episodes on record and a Required Pod Score of 80.

Lauryn & Joshua Massari hosts The Broke Millionaires, a business show with 57 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

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  The Broke Millionaires

  E57: He Owns 200 Mobile Home Park Lots. Here's What It Actually Pays. | Robert Howell

  Sep 30, 202643 min

  Robert Howell owns 23 mobile home parks and over 200 lots. People assume he's rich. He says the checks are nowhere near what you'd think. Robert breaks down what mobile home park investing really pays, how he buys parks with seller financing, and the tax bill that sent him right back into buying mode. In this episode: - Why 200+ lots doesn't mean a fat bank account yet, and when the money actually shows up - How Robert bought a 110-lot park for $500K with 30-year seller financing and no payments for a year - The simple math he uses to value a park: price per pad, a 35–40% expense ratio, and whether the net covers the mortgage - Why mobile home parks can carry some of the highest accelerated depreciation in real estate - How two park purchases were projected to cut his tax bill by roughly $130K–$140K - The zoning trap that can take a park down the road to zero - What Hurricane Helene cost him in tree work, and why FEMA helps tenants but not landlords - Why he says manufactured homes can beat stick-built houses on quality - How his teenage sons own a mobile home on seller finance terms and learned about CapEx the hard way Resources & links: The Early Birds: podcast and social platform for young entrepreneurs, run by Robert's sons - IG ➡︎ @earlybirdsgroup - IG ➡︎ @bobbyquatro - Brad Jordan on TikTok (manufactured housing content mentioned in the episode) CONNECT WITH THE BROKE MILLIONAIRES! IG ➡︎ @thebrokemillionaires_ Tik Tok ➡︎ @thebrokemillionaires ➡︎Skool Community: Free to Join Newsletter: Subscribe Subscribe and Listen to The Broke Millionaires Podcast HERE: ➡︎YT: @TheBrokeMillionairesPodcast ➡︎ Apple ➡︎ Spotify Disclaimer: The content of this episode is for informational and entertainment purposes only and does not constitute financial, investment, tax, legal, or professional advice. The views expressed by the host and guests are their own. Always do your own research and consult a licensed professional before making financial decisions. The Broke Millionaires Podcast and its hosts are not responsible for any actions taken based on this content.

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  Episode #55

  E55 | From $50K in Debt to Owning 50 Rental Properties | Brandon & Chessie Hollibaugh (extended cut)

  Sep 9, 202648 min

  They didn't have $200 for diapers, let alone a down payment — and a decade later they own 50 rental properties. Brandon and Chessie Hollibaugh share exactly how they climbed out of $50,000 in credit card debt on a Navy paycheck and built a real estate portfolio using creative financing and almost none of their own money, including the two deals that nearly took it all back. In this episode: - How Brandon closed his first wholesale deal in 29 days with just $100 and some plastic signs - The difference between "broke" and "poor" — and why the distinction changed everything - Why a $600 check meant more than the $34,000 they made the next month - The Fourth of July phone call that convinced Brandon to leave a stable law-enforcement pension - How to use seller financing, capital stacking, and lease-purchase options to buy with little or no money down - The "silver tsunami" of retiring landlords selling entire portfolios — and how to be first in line - The $500,000 flip they bought sight-unseen, and the rule they'll never break again - How to invest out of state without getting burned by inspectors who miss major problems - Why sharing profits and treating real estate as a team sport made them more money, not less - How to design a business around your life instead of drowning in 16-hour days Resources & links: B&C Real Estate Solutions IG ➡︎ Brandon Hollibaugh Their $1,000 finder's fee / bird-dog referral program "Broke vs. poor" mindset, referenced from Robert Kiyosaki CONNECT WITH THE BROKE MILLIONAIRES! IG ➡︎ @thebrokemillionaires_ Tik Tok ➡︎ @thebrokemillionaires ➡︎Skool Community: Free to Join Newsletter: Subscribe Subscribe and Listen to The Broke Millionaires Podcast HERE: ➡︎YT: @TheBrokeMillionairesPodcast ➡︎ Apple ➡︎ Spotify This podcast is for informational purposes only and does not constitute financial, legal, or tax advice. Consult a licensed professional before making any investment decisions.

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  Episode #55

  E55 | From $50K in Debt to Owning 50 Rental Properties | Brandon & Chessie Hollibaugh

  Aug 12, 202627 min

  They didn't have $200 for diapers, let alone a down payment — and a decade later they own 50 rental properties. Brandon and Chessie Hollibaugh share exactly how they climbed out of $50,000 in credit card debt on a Navy paycheck and built a real estate portfolio using creative financing and almost none of their own money, including the two deals that nearly took it all back. In this episode: - How Brandon closed his first wholesale deal in 29 days with just $100 and some plastic signs - The difference between "broke" and "poor" — and why the distinction changed everything - Why a $600 check meant more than the $34,000 they made the next month - The Fourth of July phone call that convinced Brandon to leave a stable law-enforcement pension - How to use seller financing, capital stacking, and lease-purchase options to buy with little or no money down - The "silver tsunami" of retiring landlords selling entire portfolios — and how to be first in line - The $500,000 flip they bought sight-unseen, and the rule they'll never break again - How to invest out of state without getting burned by inspectors who miss major problems - Why sharing profits and treating real estate as a team sport made them more money, not less - How to design a business around your life instead of drowning in 16-hour days Resources & links: B&C Real Estate Solutions IG ➡︎ Brandon Hollibaugh Their $1,000 finder's fee / bird-dog referral program "Broke vs. poor" mindset, referenced from Robert Kiyosaki CONNECT WITH THE BROKE MILLIONAIRES! IG ➡︎ @thebrokemillionaires_ Tik Tok ➡︎ @thebrokemillionaires ➡︎Skool Community: Free to Join Newsletter: Subscribe Subscribe and Listen to The Broke Millionaires Podcast HERE: ➡︎YT: @TheBrokeMillionairesPodcast ➡︎ Apple ➡︎ Spotify This podcast is for informational purposes only and does not constitute financial, legal, or tax advice. Consult a licensed professional before making any investment decisions.

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  Episode #54

  E54 | How We Build Unstoppable Wealth Through Compounding

  Jul 31, 20261h 4m

  What if a $10,000 stake could quietly become $1,000,000 in two years? In this episode we break down compounding — the real engine behind our wealth building — and the one uncomfortable habit that makes or breaks it. It's the same strategy we're running across real estate, options, and our kids' college accounts on an everyday income. In this episode: - The simple math that turns $10K into ~$100K in a year — and ~$1M in two - Five ways to compound a single real estate deal at the same time - How we built nearly $3 million in equity in 5 years from ~$230K - Why we avoid the traditional 401(k) — and what we do instead - The "lifestyle vs. assets" trap that keeps high earners broke - How buying knowledge (mentors, coaching, options) speeds everything up - The Coverdell ESA move that can turn $2,000 into your kid's tuition - The 529 "college house-hack" that pays your mortgage with tax-free dollars - Why patience — not income — is why most people never build wealth - The time we had to pull from our retirement accounts — and why we'd do it again Resources & Links: - The Broke Millionaires community on Skool (search "The Broke Millionaires" on SKOOL.com) + weekly live Q&A calls - Episode 47 with Kam Dasani — options trading program with ex-Goldman Sachs traders - Amanda Han — real estate tax strategist referenced for tax mitigation - Strategies discussed: Coverdell ESA & 529 college plans, forced appreciation, depreciation CONNECT WITH THE BROKE MILLIONAIRES! IG ➡︎ @thebrokemillionaires_ Tik Tok ➡︎ @thebrokemillionaires ➡︎Skool Community: Free to Join Newsletter: Subscribe Subscribe and Listen to The Broke Millionaires Podcast HERE: ➡︎YT: @TheBrokeMillionairesPodcast ➡︎ Apple ➡︎ Spotify This podcast is for informational purposes only and does not constitute financial, legal, or tax advice. Consult a licensed professional before making any investment decisions.

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  Episode #53

  E53 | Why Your Biggest Wealth Win Comes After Your Hardest Challenge

  Jun 19, 202645 min

  Follow us on Instagram: @thebrokemillionaires_ We own $7 million in real estate — and just got turned down to rent a modest home. If you've ever felt like you're building something real but can't prove it on paper, this episode is for you. We're sharing the raw truth about selling two properties, pivoting a 10-year business, moving with no destination, and what it actually takes to push through when the breakthrough feels invisible. What You'll Learn: Why asset-rich investors often can't qualify for rentals — and how to handle it The tax strategy behind selling appreciated properties (cost segregation + bonus depreciation) How to know when to pivot a business vs. keep grinding Why hard work alone doesn't build wealth — and what does The mindset framework for surviving the "dark before the dawn" season How to redeploy equity strategically without a massive tax bill Why April is the best time to list real estate in most markets How the co-hosting model fits into a real estate professional tax strategy The importance of a support system that's honest, not just encouraging Why sometimes selling is the smartest build move you can make Resources & Links: CONNECT WITH THE BROKE MILLIONAIRES! IG ➡︎ @thebrokemillionaires_ Tik Tok ➡︎ @thebrokemillionaires ➡︎Skool Community: Free to Join Newsletter: Subscribe Subscribe and Listen to The Broke Millionaires Podcast HERE: ➡︎YT: @TheBrokeMillionairesPodcast ➡︎ Apple ➡︎ Spotify This podcast is for informational purposes only and does not constitute financial, legal, or tax advice. Consult a licensed professional before making any investment decisions.

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