Each of these challenges has a real prize stated on the organizer's own page, and most pick the winner at random, so a beginner has the same chance as anyone.
Every 2 weeks
by Lawn Fawn
๐ Prize: $50 Lawn Fawn gift certificate
How winners are picked: One random entry wins. The winner and the "Featured Fawnatics" are announced on the Lawn Fawnatics blog.
๐ Deadline: Challenge #231 "Bingo Board" closes Sun, Nov 1 at 11:59pm ET. A new challenge follows every two weeks.
Key rules
Your project must feature Lawn Fawn products. Always read the full rules on the official page before you enter.
โ Checked Oct 24, 2026 on the organizer's own page.
Monthly
by Altenew
๐ Prize: 4 winners ร $30 Altenew gift certificate
How winners are picked: Winners are announced on Altenew's Instagram (October's on Nov 10). The page doesn't say whether they're random or chosen.
๐ Deadline: The October challenge closes Oct 31 at 11:55pm EST. A new challenge posts each month; check the blog for November's.
Key rules
See the challenge post for the theme and the entry rules. Always read the full rules on the official page before you enter.
โ Checked Oct 24, 2026 on the organizer's own page.
Weekly
by Simon Says Stamp
๐ Prize: $25 Simon Says Stamp voucher
How winners are picked: One random winner each week, posted on the Simon Says Stamp blog.
๐ Deadline: A new theme every Wednesday. Entries close the following Wednesday at 8am Ohio time.
Key rules
Up to 5 new creations per person. Tag #ssswchallenge on social. Always read the full rules on the official page before you enter.
โ Checked Oct 24, 2026 on the organizer's own page.
Weekly
by Simon Says Stamp
๐ Prize: $25 Simon Says Stamp voucher
How winners are picked: One random winner, plus Designer Spotlight picks, posted on the Simon Says Stamp blog.
๐ Deadline: A new theme every Monday. Entries close the following Monday at 8am Ohio time.
Key rules
Up to 5 entries per person. Tag #sssmchallenge on social. Always read the full rules on the official page before you enter.
โ Checked Oct 24, 2026 on the organizer's own page.
Monthly
by Pink & Main
๐ Prize: $25 Pink & Main store credit
How winners are picked: One random winner, posted with the next challenge post on the Pink & Main blog.
๐ Deadline: Challenge #22 "Fall Foliage" closes Wed, Nov 11 at 11:59pm ET. A new challenge starts on the second Friday of each month.
Key rules
Use Pink & Main products. Enter through the link-up or the Facebook group album. Always read the full rules on the official page before you enter.
โ Checked Oct 24, 2026 on the organizer's own page.
Monthly
by The Die Cut Divas
๐ Prize: A sponsor gift card that changes monthly (October: $25 to Pink & Main). Prize varies, see rules.
How winners are picked: One random winner from eligible entries, posted in a "Reveal" post on the blog early the next month.
๐ Deadline: One theme a month, open to the end of the month. September's closed at 9pm Pacific on the last day.
Key rules
Use a die cut and/or an embossing folder, and follow the monthly theme. Always read the full rules on the official page before you enter.
โ Checked Oct 24, 2026 on the organizer's own page.
Every 2 weeks
by Kelly Schelske & design team
๐ Prize: Digital stamps from that round's sponsor (#581: 3 digis from SheepSki Designs)
How winners are picked: One lucky winner, drawn by entry number, is posted on the next challenge post. Claim within about 2 weeks.
๐ Deadline: #581 "Halloween or Fall" closes Wed, Nov 4 at 11:59pm Mountain. New challenges start on the 1st and 3rd Thursday.
Key rules
Follow the theme. Check the sidebar rules for how many entries you can make. Always read the full rules on the official page before you enter.
โ Checked Oct 24, 2026 on the organizer's own page.
Monthly
by Kat Scrappiness
๐ Prize: $25 Kat Scrappiness gift card
How winners are picked: Random draw, with one entry per person in the draw. Open internationally. The winner is announced in the newsletter and on Facebook and Instagram.
๐ Deadline: October's "Thanksgiving" round closes Oct 29 at 11:59pm PST and its winner is announced Nov 6. A new challenge posts monthly on the blog.
Key rules
See the challenge post for the product rules. Always read the full rules on the official page before you enter.
โ Checked Oct 24, 2026 on the organizer's own page.
Weekly
by A Cherry On Top
๐ Prize: 1,000 Cherry Points for one winner per sketch (layout, card and art journal). Every other entrant gets 100 points.
How winners are picked: One random winner per sketch.
๐ Deadline: New sketches post on Thursdays. Entries are due the next Wednesday at 11:59pm ET.
Key rules
Upload to the A Cherry On Top gallery. Always read the full rules on the official page before you enter.
โ Checked Oct 24, 2026 on the organizer's own page.
Monthly
by Doris & Alex
๐ Prize: Prize varies, see rules
How winners are picked: The design team picks the winner and the Tops, announced on the 15th of the following month.
๐ Deadline: A new theme on the 1st of every month.
Key rules
Handmade work only, max 3 entries. You must follow the blog to be eligible for the prize. Always read the full rules on the official page before you enter.
โ Checked Oct 24, 2026 on the organizer's own page.