The Real Estate CEO Who Got Rejected 50 Times Before Building a $1B Empire! (Tim Heyl) episode artwork

EPISODE · Apr 1, 2026 · 1H 21M

The Real Estate CEO Who Got Rejected 50 Times Before Building a $1B Empire! (Tim Heyl)

from Be Wealthy

JOIN THE BE WEALTHY MASTERMINDWant to join a room of entrepreneurs who think bigger about money? Email [email protected] with the subject line "Be Wealthy Podcast MM" to learn more.From Broke College Grad to Buying $1 Billion in Real Estate Per Year — Tim Heyl's PlaybookTim Heyl is the CEO and founder of Homeward, a company that will buy over $1 billion worth of real estate this year. Brett and Tim go back nearly 20 years — from the Gary Keller mastermind days to building massive businesses in Austin. In this episode, Tim breaks down how he went from getting rejected by 50 companies during the financial crisis to becoming Austin's #1 agent by age 24, building a $1B/year brokerage, and eventually raising hundreds of millions from Blackstone to start Homeward. They get into the real math behind cold calling, why hard work is just the entry fee, the painful lesson of starting too many businesses at once, and how Tim survived cutting 70% of his company when rates spiked in 2022.TIMESTAMPS0:00 Introduction2:05 Growing Up With Opposite Money Mindsets7:12 College, Finance Degree, No Job Offers9:25 Joining Keller Williams Out of Desperation13:00 The Sales Seminar That Changed Everything14:57 Building The Cold Calling Math17:13 Year Two Explosion: 8 Houses to 7018:12 Winning The Day vs The Scoreboard21:23 Meeting Brett in The Gary Keller Room25:27 The Private Gary Keller Mastermind28:18 First Real Estate Investment — Copying His Roommate32:06 Invest Where You Have An Unfair Advantage34:15 The Serial Entrepreneur Trap37:54 Waking Up Not Knowing How To Prioritize39:04 Multiple Streams of Income Is a Lie (Early On)41:46 Hard Work Is An Entry Fee, Not The Key45:15 Three Phases: Hustle, Leadership, Money48:11 Seventh Level — Getting Out of The Day-to-Day49:25 Seeing Opendoor's Model and Starting Homeward53:11 Buy Before You Sell Takes Off56:20 Interest Rates Spike — Revenue Falls Off a Cliff57:49 Cutting 70% of Costs and Rebuilding1:04:40 Nothing Is Ever As Good Or As Bad As It Seems1:06:48 Gary Keller Lessons — Don't Force Growth1:09:57 The One Thing — Focus and Fear of Chaos1:14:12 Gary Taking Out The Trash — The Leverage Lesson1:17:03 Top 5 People You Spend Time With1:17:22 Three Book Recommendations1:19:17 Best Purchase Under $2001:19:50 Advice To 21-Year-Old TimBOOKS & RESOURCES MENTIONED- The Millionaire Real Estate Agent by Gary Keller- The One Thing by Gary Keller- The Intentional Father by Jon Tyson- The Four Agreements by Don Miguel Ruiz- Shift by Gary Keller- The Innovator's Dilemma by Clayton ChristensenGET CONNECTEDWebsite: www.BeWealthy.comYouTube: youtube.com/@bewealthybrettInstagram: instagram.com/bewealthybrettFacebook: facebook.com/brettbewealthyX/Twitter: x.com/bewealthybrettFREE RESOURCESFree Tools & Downloads: https://www.bewealthybrett.com/resourcesCost Segregation Studies & 45L Tax Credit: SingleFamilyCostSeg.comInfinite Banking Education: SaveLikeaBank.comSelf-Directed IRA: MaxOutRetirement.comTrust & Entity Structure: SetupMyEstate.comOff-Market Deals & Direct Mail: TheMagicMailers.com1031 Exchange: Exchange1031Now.comBookkeeping & Financial Services: BooksOffMyPlate.comPPC & Digital Marketing for RE Investors: ScaleMyDeals.comABOUT THE SHOWThe Be Wealthy Podcast brings entrepreneurs the strategies to grow their business — then teaches them how to think about their money. Because wealth is far more than money — it's freedom. Hosted by Brett Tanner & co-pilot Katelyn Mitchell.Mission: Get Free.DISCLAIMERBe Wealthy and its affiliates do not provide tax, legal, or accounting advice. This material has been prepared for informational and entertainment purposes only, and should not be relied on for tax, legal, or accounting decisions. Always consult your own advisors before taking financial action.

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The Real Estate CEO Who Got Rejected 50 Times Before Building a $1B Empire! (Tim Heyl)

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