$1,000,000 CHALLENGE

Frequently Asked Questions

Everything you need to know about the $1M Challenge — how it works, the two ways to enter, who is eligible, and what each grant includes.

Path 1  ·  Online Entry

For readers who have purchased The Generational Wealth and Real Estate Playbook. Upload your proof of purchase with the entry form.

Path 2  ·  Mail-In Entry (Free, No Purchase)

If you have not purchased the book, you cannot use the online form. Mail your entry on a 3×5 card to the address shown in the FAQ. Equal odds — same drawing.

What exactly is the $1M Challenge?

The $1M Challenge is a giveaway of ten $100,000 grants designed to help everyday Americans take their first step into real estate ownership — the same step that started my own portfolio decades ago.

Every grant is structured to remove the four most common barriers people hit when they try to buy their first investment property: not enough for a down payment, no money for an attorney, fear of the tax bill, and no one to walk them through it.

What does each $100,000 grant include?

Each grant breaks down like this:

$70,000
Down Payment
$7,000
Legal / Closing
$10,000
Tax Reserve
$13,000
1-Year Coaching

The full $100,000 is allocated specifically so that, by the time the property closes, you've actually kept a real asset — not just received a check that disappeared into living expenses.

Who is eligible to enter?

To enter you must be:

  • A legal U.S. resident, age 18 or older at time of entry
  • A resident of an eligible U.S. state (see below)
  • Not an employee, contractor, or immediate family of The Guide to Wealth Challenge or anyone otherwise involved in administering the Challenge

You do not need to be an experienced real estate investor to enter — in fact, this Challenge was designed primarily for people taking their first step.

Why are New York, Florida, and Rhode Island excluded?

Each U.S. state regulates sweepstakes and contest law independently. New York, Florida, and Rhode Island have specific bonding, registration, and disclosure rules that significantly raise the cost and complexity of running a giveaway of this size.

To keep the Challenge fully compliant and to keep more of every dollar going to actual winners, residents of those three states are not eligible. This is standard practice for nationwide sweepstakes — it isn't personal.

If you live in NY, FL, or RI you can still buy the book, attend events, and use every other resource on this site. You just can't be entered as a Challenge winner.

How do I enter? (Two paths)

There are two ways to enter, and both have equal odds of winning:

Path 1 — Online (book purchasers). If you have purchased a copy of The Generational Wealth and Real Estate Playbook, fill out the online entry form on this site and upload your proof of purchase (Amazon order confirmation, a receipt PDF, a photo of the book with your receipt, etc.). One online entry per person.

Path 2 — Mail-In (no purchase necessary). If you have not purchased the book, you may not use the online form. Instead, hand-print on a plain 3×5 card your full legal name, complete mailing address, email address, cell phone number, and date of birth, along with the words "I want to enter The $1M Challenge." Place the card in a plain envelope and mail to:

The Guide to Wealth Challenge
PO Box 13
Ringwood, NJ 07456

One mail-in entry per person, per outer mailing envelope. Entries must be postmarked by the entry-period close date and received within five (5) business days after. Mail-in and online entries are combined into a single drawing pool — odds are identical regardless of method.

Do book purchasers have a better chance of winning?

No. Federal and state sweepstakes law require that all entrants — whether they purchased the book or used the free mail-in entry — have an equal opportunity to win. All entries go into the same drawing pool, and winners are selected at random.

The book exists because it teaches you what to actually do with $100,000 once you have it. It does not influence the odds of receiving one.

What if I don't want to buy the book? How does the mail-in entry work?

You don't have to buy anything. The mail-in entry (also called the Alternative Method of Entry, or AMOE) exists specifically so that anyone eligible can enter for free.

Required on each 3×5 card, hand-printed:

  • Your full legal name
  • Your complete mailing address (street, city, state, ZIP)
  • Your email address
  • Your cell phone number
  • Your date of birth
  • The exact phrase: "I want to enter The $1M Challenge."

Mail to:

The Guide to Wealth Challenge
PO Box 13
Ringwood, NJ 07456

One entry per envelope. Mechanically reproduced, photocopied, or incomplete cards will not be accepted. Mail-in entrants are not required to have purchased anything.

When are winners selected and announced?

The official entry window, drawing date, and announcement date are listed in the Official Rules linked at the bottom of this page. Winners are notified by phone and email using the contact information they entered, and have a fixed window to respond and accept before an alternate is selected.

We will also publicly announce winners (by first name, last initial, and state) on this site and in the email list, so you'll know the moment they're chosen.

What can the $70,000 down payment be used for?

The $70,000 is earmarked for the down payment and acquisition of an income-producing residential real estate property — typically a 1- to 4-unit rental in the United States.

You don't have to buy in any specific market. We'll work with you in coaching to identify a market and a property that makes sense for your situation, but the choice of city, neighborhood, and specific property is yours.

Funds are paid directly to the closing agent / title company at closing. No grant funds are paid in cash to a winner.

What does the $7,000 legal allocation cover?

This bucket is intentionally there because most first-time investors skip it. It covers:

  • Real estate closing attorney (where required by state)
  • LLC formation for asset protection
  • Operating agreement
  • Initial title and contract review

One of the core principles of The Generational Wealth and Real Estate Playbook is that the day you buy is the day you build the legal structure — not five years later when something goes wrong. The $7,000 forces that structure to exist on day one.

What is the $10,000 tax reserve for?

The IRS treats sweepstakes winnings as taxable income. To make sure no winner is blindsided by an unexpected tax bill the following April, $10,000 of every grant is set aside specifically as a federal tax reserve.

Depending on your state, your filing status, and other income, your actual tax liability may be higher or lower than $10,000 — so we strongly recommend every winner work with a qualified CPA. The coaching component of the grant includes referral support to find one.

Plain English: You will receive a 1099 for the full value of the grant. The $10,000 reserve is there so you don't have to come up with that money out of pocket.

What does the $13,000 of coaching include?

One full year of structured coaching, drawn directly from the Real Estate Investor System. The goal: by month 12, you don't just own one property — you understand how to repeat the process and own three or four more on your own.

Coaching includes:

  • Market and deal analysis
  • Financing and lender introductions
  • Walk-through of the offer, inspection, and closing process
  • Property-management setup
  • Year-one tax planning, depreciation strategy, and bookkeeping setup
  • Long-term portfolio planning — refinance, scale, and the Family Wealth Stack
Is this a loan? Do I have to pay it back?

No. The $100,000 grant is a one-time gift, not a loan. There's no repayment, no equity stake taken, and no fee returned to me or to The Guide to Wealth Challenge.

The mortgage on the property you buy is yours, just like any property you would have purchased on your own. The grant covers the down payment and the cost of doing it right — the property and its long-term equity belong entirely to the winner.

What if I've never owned real estate before?

That's exactly who this Challenge was designed for. The hardest property to buy is your first one. The Challenge — and the coaching that comes with it — is built specifically to walk a first-time investor from "I've never done this" to "I own a cash-flowing property and I know how to buy the next one."

Can I enter if I already own real estate?

Yes. Existing investors are eligible. The Challenge is open to first-time and experienced investors alike.

Can I enter more than once?

One online entry per person, per email address, for the duration of the entry window. One mail-in entry per person, per outer mailing envelope. Duplicate entries from the same person across either method will be removed and treated as a single entry.

How will winners be notified?

Winners are contacted directly by phone and email using the contact information from their entry. We will never ask for payment, banking access, or your Social Security number to "release" your prize — anyone claiming otherwise is not us.

A W-9 will be required (this is normal IRS reporting for any prize over $600), and identity verification will happen through standard, secure channels — not a random text message.

What if I win and decide not to buy real estate after all?

Each grant is contractually tied to the purchase of a qualifying real estate property. If a selected winner decides not to proceed with a purchase, the grant is forfeited and an alternate winner is selected from the entry pool.

This isn't a cash giveaway — it's a generational-wealth giveaway. The structure is intentional.

Where do I find the Official Rules?

The complete Official Rules — including entry dates, drawing date, eligibility detail, prize structure, and the alternate-winner process — are on the Official Rules page.

If anything in this FAQ ever appears to conflict with the Official Rules, the Official Rules govern.

I have a question that isn't answered here. Who do I contact?

Email support@theguidetowealth.com and we'll get you an answer. If your question is something a lot of other people are asking, we'll add it to this list.

Ready to enter?

If you've purchased the book, use the online entry form. If not, mail in your entry — equal odds, no purchase necessary.

Enter Online  →

NO PURCHASE NECESSARY TO ENTER OR WIN. A purchase will not improve your chances of winning. Online entry requires proof of purchase of The Generational Wealth and Real Estate Playbook. To enter without a purchase, mail a 3×5 card containing your full legal name, complete mailing address, email address, cell phone number, and date of birth, along with the phrase "I want to enter The $1M Challenge," to the address listed in the FAQ above. Online and mail-in entries receive equal treatment in the drawing. Open only to legal U.S. residents, 18 years of age or older, residing in an eligible U.S. state. Void in NY, FL, RI, and where prohibited by law. Each $100,000 grant is allocated specifically as $70,000 toward the down payment and acquisition of qualifying real estate, $7,000 toward legal and closing costs, $10,000 reserved for federal tax liability associated with the prize, and $13,000 toward one year of structured real estate investor coaching. Grant funds are paid directly to third-party closing agents, attorneys, taxing authorities, and coaching providers and are not paid in cash to winners. Prize value is taxable to the winner; winners will receive an IRS Form 1099. Winners are responsible for consulting independent legal, tax, and financial advisors. This site is for informational and promotional purposes only and is not legal, tax, financial, or investment advice. See the Official Rules for full eligibility, entry period, drawing procedures, alternate-winner selection, and prize details. Sponsor: The Guide to Wealth Challenge.

Ready to take the next step?

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