Hi, first step: join CVS Extra Care program and Walgreens Balance Rewards. If you live near Rite Aid drug stores, join their program too. Collin has explanations of how each rewards program works, but basically when you earn Extra Care Bucks, they count as paying in cash on your next transaction. On the Walgreens program, a certain number of points equals a certain number of dollars to pay for future transactions. I actually save all of my balance rewards points and once a year, buy all my OTC meds for free when they have a BOGO 50% off sale on their store brand Tylenol, Imodium, etc.
See what stores in your area have discounted Sunday papers. In my area, that’s Dollar Tree. I go early on Sundays (when they open) and buy at least 2 papers. Generally you need two of most coupons if the deal is a BOGO sale. I write the date of the newspaper on the coupon insert front and just save them for when Collin posts the coupon match ups to the ad each Saturday afternoon. Start small, learn how to coupon at one store at a time.
Good luck! I’ve been doing this for 10 years and it’s saved me thousands of dollars!