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 55 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Lauryn & Joshua Massari hosts The Broke Millionaires, a business show with 55 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.

• 

  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.

  ListenShow Notes
• 

  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.

  ListenShow Notes
• 

  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.

  ListenShow Notes
• 

  Episode #52

  E52 | Why Having Equity in This Market is Dangerous

  Jun 11, 202654 min

  Follow us on Instagram: @thebrokemillionaires_ Your equity might be your biggest liability. In Episode 52, we pull back the curtain on the exact strategy we're using to sell properties, eliminate tax bills using bonus depreciation, and redeploy trapped equity into multiple cash-flowing assets — all while AI quietly replaces the humans doing these deals. If you've ever wondered whether holding your appreciated property is actually costing you money, this episode will change how you think about your portfolio forever. What You'll Learn: Why a doubled-in-value property may be your worst-performing asset How to calculate Return on Equity and why it matters more than cash flow The bonus depreciation strategy that legally eliminates capital gains tax How to combine 1031 exchanges with bonus depreciation for tax-free cash Why AI is already closing real estate deals with zero human involvement The assumable mortgage strategy almost no buyer is using When it makes sense to sell — and when it absolutely does not How the Big Beautiful Bill changed the entire tax planning game The equity velocity stack: how to turn 1 property into 3 Why the next few years may be your last best window to build real wealth Resources Mentioned: Skool Community: https://www.skool.com/brokemillionaires/about Dan Martell: @danmartell ⚠️ Disclaimer: This podcast is for educational and informational purposes only and does not constitute financial, legal, or tax advice. Always consult a licensed CPA, attorney, or financial advisor before making any investment decisions.

  ListenShow Notes
• 

  Episode #51

  E51 | How to Scale Your Portfolio After You Run Out of Money | Cory Jacobson

  May 14, 202649 minS0

  <p>Join our FREE Broke Millionaires Skool community for weekly Office Hours Call where we break down podcast episodes and apply them to your real-life situation. skool.com/brokemillionaires</p><p>What if everything you've been told about getting rich through real estate is wrong? Cory Jacobson of Wealth Juice — who started with $25K and a house hack while earning $35K/year at the Philadelphia 76ers — reveals why cash flow is NOT the goal, how he turned a $40K investment into $160K in 4.5 years, and the exact strategy he uses to build wealth through equity exits, mid-term rentals, and 5–20 unit multif...

  ListenShow Notes

Recent guests on The Broke Millionaires. Study who booked and why before you pitch.

Based on semantic analysis of episode topics and host coverage, this show is a strong guest fit for executives in:

Industry fit is computed by PitchCentric using vector embeddings of the show's episode catalog.