Win $500 Cash in the Seasons of Giving Sweepstakes

What would you do with an extra $500 cash this holiday season? Treat yourself to luxury gifts, catch up on bills, or finally splurge guilt-free? The Seasons of Giving Cash Sweepstakes from Al Capone is back to make your winter a little brighter—and a lot richer. This limited-time sweepstakes runs from October 27 through December 31, 2025, giving U.S. adults a shot at $500 cash prizes just in time for the holidays.

This is not one of those one-click scams floating around social media. It’s a legitimate sweepstakes hosted by Inter-Continental Cigar Corporation, the brand behind Al Capone cigars. No purchase is necessary, but you’ll need to be 21 or older and a tobacco consumer to qualify. Entries close at 11:59 PM ET on December 31, 2025, and winners will be selected weekly until year-end—so the sooner you enter, the more chances you’ll have to score.

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Prize Breakdown

Ten lucky winners will each receive a $500 check, mailed directly after verification.

• Grand Prize (10 total): $500 cash check
• Total prize value: $5,000 across all winners

Every check is cold, hard money—no store credits, no gift cards, no fine print. Winners can spend it anywhere, on anything. Al Capone doesn’t mess around with “sponsored credit” or coupons; this sweepstakes is designed to give real rewards to real tobacco fans.

Winners will be drawn once a week through December 31 and notified by email or phone, so make sure your contact info is current when you enter.

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What You Can Do with the Prize if You Win

Let’s be honest—$500 goes a long way, especially during the holiday rush. You could use it to stock up on gifts, pay off that credit-card bill, or finally take yourself on a long-overdue trip.

Imagine unwrapping that “we regret to inform you” stress and replacing it with “congratulations, you’ve won!” Whether you spend it on luxury cigars, a weekend getaway, or just the everyday essentials that keep life running, the cash prize is yours to control.

Because it’s a check, not a voucher, you can deposit it straight into your account or cash it instantly. Winners typically receive prizes within 6–8 weeks after verification—just in time to kick off the new year with a financial boost.

And since the sweepstakes picks one winner per week, you could be celebrating even before the holidays hit full swing. The odds depend on the number of entries, but with only one entry per week allowed, every participant has an even shot.

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Q&A

Is this legitimate?
Yes. The Seasons of Giving Cash Sweepstakes is run by Inter-Continental Cigar Corporation, the official U.S. distributor of Al Capone cigars. The sweepstakes is governed by U.S. law, and no purchase is required to enter. Winners are selected through a verified random draw, and prizes are issued by check.

How many entries are allowed?
You can enter once per week during the sweepstakes period—from October 27 through December 31, 2025. That means a maximum of 10 entries total, one for each week of the promotion.

Are there bonus entries?
No. The official rules specify one entry per address per week, regardless of method. Any attempt to use multiple email addresses or automated entries will result in disqualification.

How many prizes can you win?
Only one prize per person or email address. If your name is drawn once, you’re set—no duplicate wins allowed.

Who can enter?
Open to legal residents of the 50 U.S. states and D.C., excluding residents of Massachusetts, Michigan, Iowa, and Virginia. You must be a tobacco consumer 21+ at the time of entry.