https://www.milwaukeetool.com/contest/milwaukee-monday
Weekly tool prizes

https://www.trayvax.com/pages/daily-giveaway
Enter our $250+ A Day, Trayvax Package Giveaway for your chance to walk away with free Trayvax gear–including the Contour Wallet, Cinch Belt, Original 2.0 Wallet, and more! We pick a new winner daily. Enter once a day, every day, to stay in the running. You must be 13 years or older to enter this giveaway, and reside in the United States of America.

https://www.serenaandlily.com/monthly-sweeps.html
Monthly Prize: $500 Serena & Lily gift card

https://www.fragrancenet.com/f/net/shopping_spree.html
Monthly prize: $250 FragranceNet Shopping Spree

https://www.pactimo.com/pages/win-250-in-cycling-clothing-signup?
Monthly prize: Win $250 in Cycling Clothing

https://www.worldsbestcatlitter.com/dump-your-litter
Photo upload required
Monthly prize: year’s supply of litter

https://www.firedisccookers.com/monthly-giveaway/
Monthly Prize: Firedisc Cooker

https://nuzest-usa.com/pages/giveaway
Various monthly Nuzest prizes

https://nucamprv.com/nucamp-cooler
Monthly prize: Otterbox Trooper LT 30 cooler