DAMON OUBREThe 20% Letter
Damon Oubre
Marriott Bonvoy Approved Operator · Author · Host · Educator

Visible steps win.
Invisible steps wander.

#1 is a sample size of one. The top 20% is a cohort you can study, copy, and repeat.

Houston-based founder of Greater Houston Luxe and Systems BNB. A $30M+ short-term rental portfolio across Texas and Arizona, vetted Marriott Bonvoy operator, author of The Flip Method, and host of The 20% Method Podcast. Building the operator stack that the top 20% actually uses.

$30M+
Portfolio Under Management
80+
Properties · TX & AZ
Bonvoy
Marriott Approved Operator
Approved Partner · As Featured In
Marriott Bonvoy
Approved Operator
KPRC
KPRC · FIFA 2026
Forward Times
Featured Profile
CC Network
Houston Media
The Podcast · For the Operators Building Different

The 20% Method Podcast

For the operators questioning the status quo and the wealth builders done waiting for permission. The 20% of moves driving 80% of the results. Weekly conversations on systems, scale, and how to flip the script on your W-2.

  • No-guru tactics from an operator actually running $30M+ in property
  • Systems breakdowns, guest interviews, and contrarian industry takes
  • Listener Q&A where Damon answers your real cash-flow questions
  • New episodes every week on Apple, Spotify, and YouTube
The 20% Method podcast cover
The Flip Method book cover
The Book · The Operator's Field Manual

The Flip Method

For the side-hustler who's done with guru courses and the W-2 ceiling. A real breakdown of how to flip houses for generational wealth, written by an operator running a $30M+ portfolio — not a coach selling one.

"If the blood of a business is money, the heart of a business is its systems. One cannot function properly without the other."

  • How to simplify what most people overcomplicate about renovations
  • Why leverage (not just liquidity) is the real growth engine
  • System-design techniques you can use to flip remotely
  • The blueprint for checks and balances every flipper needs
Get The Flip Method on Amazon →
Damon Oubre
Quick Facts
Portfolio:
80+ short-term rental properties in TX & AZ
Revenue:
Millions annually
Author:
The Flip Method · Systems BNB (forthcoming)
Based:
Houston, Texas
Originally from:
Vacherie, Louisiana
For Press & Media
jo@byjosmith.com
damonoubre.com
For Press, Podcasters & Event Hosts

The 30-second briefing on Damon.

Houston-based real estate entrepreneur, author, podcast host, and philanthropist. Available for interviews, speaking, and feature stories on short-term rentals, real estate entrepreneurship, economic empowerment, foster care advocacy, and the intersection of business and social impact.

Damon is the founder of Systems BNB, a company specializing in experiential short-term rentals, with a portfolio of 60+ uniquely designed properties generating millions in annual revenue. Alongside his wife, who has designed over 30 of their properties, he has built a distinctive brand known for vibrant aesthetics and memorable guest experiences.

A licensed broker and sales agent originally from Vacherie, Louisiana, Damon entered real estate as a pathway to economic empowerment. He is the author of The Flip Method, with a second book, Systems BNB, forthcoming. He provided expert commentary on Houston NBC Channel 2 News on the impact of the 2026 FIFA World Cup on Houston's short-term rental market.

As a philanthropist and adoptee, Damon is developing transitional housing programs for young adults aging out of the foster care system, combining his real estate expertise with his passion for breaking cycles of instability.

Interview Topics
  • Short-term rental trends, regulation, and the post-2024 operator landscape
  • Real estate entrepreneurship and the path from one property to an 80+ portfolio
  • Economic empowerment through real estate
  • Foster care advocacy and the transition out of the system
  • The intersection of business and social impact
  • The 2026 FIFA World Cup and what it means for the Houston STR market
Paid In-Person Workshop · The Cannon · The Cannon West Houston

The 20% Method Workshop

A working session for operators who are done guessing. One day. The Cannon, The Cannon West Houston. Damon walks you through the visible steps the top 20% of STR operators are actually using to scale, while the other 80% wander.

  • The 20% of moves driving 80% of revenue in any STR market
  • The operator stack: systems, pricing, staffing, automation
  • How to find your version of the top 20% in your own portfolio
  • Why regulation is an opportunity, not a threat
  • Who should NOT be in STR, and who should lock in now
The Cannon West Houston event venue
Keynote & Panels

Book Damon as a Speaker

From VRMA keynotes to real estate investor summits to operator meetups, Damon brings the numbers, the playbook, and the energy. No fluff, no recycled slides.

Keynote

Main-Stage Talk

45 to 60 minute signature keynote. Ideal for STR conferences, real estate summits, investor events, and industry galas.

Panel / Fireside

Moderated Session

30 to 45 minute panel appearance or fireside chat on systems, operations, scaling, or the state of STR.

Workshop

Half-Day Intensive

Hands-on working session for operator groups, masterminds, or private company offsites.

Signature Talks

  • The 20% Method: How to Find the 20% of Your Portfolio That Drives 80% of Your Revenue
  • Systems Don't Sleep: Building an Operation That Runs Without You
  • Regulation is the New Moat: Why Smart Operators Want More Rules, Not Fewer
  • From Operator to Owner: The Path to Scaling Past Your First Ceiling

Ready to bring Damon to your stage?

Share your event details and Damon will personally review and respond within 3 business days.

Book Damon As A Speaker →
1x1 Coaching & Advisory · By Referral & Application

Work with Damon 1x1

Discreet, peer-level advisory for portfolio owners and capital allocators. For the operator with $500K+ in STR revenue, the family-business owner sitting on a recent liquidity event, or the asset holder whose current management company is leaving yield on the table.

Strategy Call

90-Minute Intensive

Single deep-dive. Audit the portfolio, identify the 20%, leave with a 90-day plan and a yield projection.

Quarterly

90-Day Sprint

Biweekly working sessions, async access, hands-on systems build alongside your team. White-glove handoff document at close.

Retained

Annual Advisor

Monthly advisory, board-level input on capital and succession decisions. Best for 10+ unit portfolios.

1x1 Inquiry · By Application

Slots are limited and vetted. Damon reviews every inquiry personally. If there's a fit, you'll hear back within 5 business days.

Request 1x1 Call →
The 20% Letter · A Second Engine for Wealth Builders

The 20% Letter.

For the professional who did everything right and the math still doesn't pencil. A weekly note on building a second engine outside your W-2: the moves, the numbers, and the long game toward generational wealth. Plus first access to the Why Airbnb Works webinar and new podcast episodes.

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