Ryan Seacrest’s Fresh Start Fund Giveaway: Win a $500 JCPenney Gift Card! (5 Winners)

A $500 JCPenney gift card could make back-to-school shopping feel lighter, easier and more exciting. Ryan Seacrest’s Fresh Start Fund Giveaway will reward five weekly winners with spending power for the season ahead. Share your memorable back-to-school moment and enter for your chance to win.

Limit.

• Limit one entry per person or household per week.
• Limit one prize per person or household.
• Open to legal residents of the 50 United States and the District of Columbia.
• Entrants must be at least 18 years old or the age of majority in their state of residence, whichever is older.
• Individuals whose household won a Radio Show prize within 180 days before the Sweepstakes began are not eligible.

How to Enter - Ryan Seacrest’s Fresh Start Fund Giveaway

Free Online Entry:

1. Visit http://www.OnAirWithRyan.com or http://www.at40.com and select the Sweepstakes entry form.
2. Complete the form with all requested information.
3. Submit an original short story sharing a back-to-school moment in the text field provided.
4. Keep the story to 50 words or fewer and submit the completed entry.

Entries submitted by email or fax are not accepted. Non-winning entries roll over into later weekly entry periods.

Random Drawing

The Sponsor will randomly select one potential winner from eligible entries received during each applicable Weekly Entry Period. The approximate drawing dates are 08/04/2026, 08/11/2026, 08/18/2026, 08/25/2026 and 09/01/2026.

Potential winners will be notified by email and/or phone approximately one business day after the applicable drawing. A potential winner must respond and accept the prize within three calendar days and may be required to return eligibility, liability and publicity documents within five calendar days after the first notification attempt.

Prizes - Ryan Seacrest’s Fresh Start Fund Giveaway

Weekly Prizes:

• Number of winners: Five, with one winner selected for each Weekly Entry Period.
• Each winner receives one $500 JCPenney gift card.
• Individual ARV: $500.
• Category ARV: $2,500.

Total ARV of All Prizes: $2,500.