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Short-term-rental systems, written down by an operatorEducational content · not financial advice

DealCon Live · Austin, TX · March 31, 2026

Let's Build Something in Austin

J. Massey will be at DealCon Live on March 31. If you're building — or trying to build — a profitable short-term rental business, I want to sit down with you. No pitch. Real conversation.

The Numbers

A Decade of Helping Investors Build Cash Flow

10,000+
Entrepreneurs Helped
Across STR consulting, coaching programs, and the CFD community
237
Podcast Episodes
The CashFlow Diary podcast — real stories, real strategies
$0 Down
Starting Point
J. built his first STR portfolio without owning a single property
10+ Years
In the Game
Tested strategies across multiple market cycles

How We Can Work Together

Three Ways to Build Your STR Business with J.

Whether you're brand new or already have units — there's a path for you.

Done-With-You STR Consulting

J.'s team works alongside you to find, negotiate, furnish, and launch your first (or next) short-term rental unit. You own it. We build it together.

CashFlow Diary Community

Join thousands of real estate entrepreneurs sharing strategies, deals, and systems for building passive income through STR properties.

AI-Powered STR Operations

Automate guest messaging, pricing, reviews, and operations with J.'s proprietary AI systems. Run your portfolio — not the other way around.

The Method

From DealCon Handshake to Cash-Flowing Unit

01

We Meet in Austin

Book your 1-on-1 slot now. 20 minutes — we talk about where you are and where you want to go. No pitch. Just strategy.

02

We Map Your Path

After DealCon, you'll get a personalized STR roadmap — specific to your market, budget, and timeline. Something you can actually execute.

03

We Build Together

If the fit is right, our done-with-you consulting team steps in. We've launched hundreds of units. We know exactly what moves to make.

04

You Own Cash Flow

Within 60–90 days of serious execution, your first unit is live on Airbnb — generating income you keep. That's the whole point.

From the Community

Real Results from Real Investors

  • I came to a CFD event not knowing anything about STR. Six months later I have two units running in my market and my first unit covers its own costs. J.'s system actually works.

    Marcus T.STR Investor · Atlanta, GA2 units in 6 months
  • What I didn't expect was how much J. actually cares. He sat with me for an hour mapping out my specific market. The consulting program was worth every dollar.

    Priya R.STR Investor · Nashville, TNFirst unit live in 90 days
  • I'd tried to figure this out on YouTube for two years. One conversation with J. gave me more clarity than two years of research. Stop wasting time — just talk to him.

    Derek W.STR Investor · Phoenix, AZ3 units, 2 markets

See You in Austin

DealCon Is 5 Days Away. Slots Are Limited.