Cockpit to Cashflow | Real estate for pilots

Same cockpit. Same fears. Different plan.

Real estate tools and deals from a pilot who builds them.

01The problem

You earn well. You don’t control it.

  1. 01Your pay rides on seniority and the next contract.
  2. 02Your career rides on one medical.
  3. 03And your W-2 gets taxed at a high bracket.
02Pick your path

Pick your path.

Passive

Invest Alongside Us

No time to run deals? Pilots pool smaller checks into deals none of us could reach alone.

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03Meet Kevin
Kevin Simpson

Meet Kevin.

Kevin Simpson flies for a major U.S. airline and flies Blackhawks in the Army National Guard.

On his days off, he builds real estate.

“I don’t pick sponsors off a list. I build the deals and own a piece of them.”

Active builds: Detroit, Michigan · Fountain Hills, Arizona

Read My Story →
04The Toolkit

Seven tools. Pick the one you need.

The spreadsheets Kevin runs his own money and deals through. Each one has a worked example. Pick one, and it’s in your inbox.

01

Monthly Personal Cash Flow Calculator

Know what’s actually left over each month.

Get This Tool
02

Personal Financial Statement

Assets, debts, and what’s liquid, on one page.

Get This Tool
03

Return on Equity Analysis

See if the equity in a property you own is pulling its weight.

Get This Tool
04

Rental Property Underwriting

Run the full numbers on a long-term rental.

Get This Tool
05

Short-Term Rental Underwriting

Pencil a furnished rental before the photos sell you.

Get This Tool
06

Co-Living Underwriting

Model rent by the bedroom instead of by the door.

Get This Tool
07

BRRRR & Flip Calculator

Rehab budget, flip scenarios, refinance, and hold.

Get This Tool

One tool per email.

Start with one. When you’re ready for the next, come back and grab it.

Send me a tool.

Pick one. It lands in your inbox as an Excel file.

Are you a pilot?

Check your inbox. Your tool is on the way.

Planning tools, not advice. One tool per request. Come back for the next one.

Army Black Hawk helicopter landing in a cloud of dust
Army National Guard aviation.
05Journal

Field Notes.

What’s being built, what it’s costing, and what we’d do differently.

Get the Field Notes

It’s a newsletter. Read every issue here.

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