Three steps, no catch. Connect a card, keep living normally, and get a real shot at cash every week.
Link a debit or credit card through Plaid, the same secure service thousands of finance apps use. The connection is read-only: Winsome can see transaction activity to confirm your account is active, and that's it. We never see your bank password, and we can never move money.
An active account is simply one you actually spend from: at least 5 purchases at 5 or more different stores or billers in the past 30 days. Transfers between your own accounts and payments to friends (Venmo, Zelle, Cash App) don't count. You either qualify as active or you don't — no points, no tiers, no homework.
Each active account earns weekly entries into Thursday's cash drawing. Winners are selected by an auditable random draw that's sealed before results are announced, and paid via Visa (Tremendous). Winners are shown by username only — your real name is never published.
Every Thursday · 5:00 PM ET
$1,750
in weekly cash prizes
Don't want to link a card? You can still enter free by mail with equal odds — see free entry.